Your time is limited, so don’t waste it living someone else’s life.”

Steve Jobs

Our guest today changed the world by bringing together fun, family, and friendship, in a product that has become a true household name. 

In 1985, Rob Angel was in his mid-twenties and working in Seattle as a waiter, earning $2/hour plus tips. With no business experience, plan, or money, Rob created the phenomenally successful and iconic board game Pictionary®. 

Remember, this was pre-internet, so Rob had to harness his intuition, resourcefulness, and work ethic, because he didn’t even know what steps to take, let alone how to take them. After assembling the first 1,000 games by hand in his tiny apartment, Rob met the existing gaming conglomerates head-on and turned Pictionary into a global powerhouse. 

Within four years, and with only two employees, Pictionary became the biggest selling board game in the world

For the next 15 years, Rob shepherded Pictionary to worldwide sales of more than 38 million games in over 60 countries and 45 languages. It had also appeared in blockbuster films like When Harry Met Sally and TV shows like Friends, not to mention the countless licensing deals with brands such as The Simpsons and Austin Powers

In 2001, Rob said goodbye to his baby, selling the phenomenally successful Pictionary to toy giant Mattel. 

Since then, in addition to spending time with his family, Rob has kept busy as an investor, philanthropist, and mentor to aspiring entrepreneurs.

Recently, Rob released Game Changer, which is a Wall Street Journal bestselling book that reveals the dizzying highs and crushing lows of his Pictionary adventure. And if you want a roadmap to success on your own terms, I can’t recommend it highly enough.


Check out the YouTube or podcast version where Rob Angel does the Win the Day Rocket Round, answering questions about his favorite quote, what advice he’d give his 18-year-old self, the one thing on his bucket list, and a whole lot more. 🚀


In this interview, we’ll go through:

Let’s WIN THE DAY with Rob Angel.

James Whittaker:
Rob, great to see you my friend. For the one person out there who doesn't know what Pictionary is, can you give a quick overview of the game and take us into the aha moment when you first created it?

Rob Angel:
Thanks for having me. Pictionary is a super simple game. It's drawing pictures to your teammates and having them guess the word. That's it. If you do enough words, guess enough words, you win the game. So it's super easy concept to understand, which I think is one of the main benefits and reason it was successful. And it started just as a hobby, just as an idea.

I graduated from college, Western Washington University in Bellingham, and I moved in with three buddies. I was a typical 22 year old, with no real prospects. I didn't know what I wanted to be when I grew up, and certainly didn't have a plan. But I always knew I was going to be an entrepreneur or do my own thing. And, as a result, I was going to be open, present, and aware. Basically, that just means when the opportunity came to me, I'd be ready for it.

One night my roommate says, "Hey, you want to play this new game I learned in college? It's like Charades on paper." .

Now I didn't know my life was about to change. It was like, okay, let's play. It was a typical night. And we got a dictionary and just started sketching words out of the dictionary. And then we did it the next night, and the next night, and the next night. It was like, "Holy crap." And this is 1982, so there were no distractions. There was no YouTube or video games. And I just thought, "This would make a great board game. I've got to do something with this."

This would make a great board game. I've got to do something with this.

It wasn't an aha moment, but it was an "I've got to share this with the world" moment. And that was just my original intention. It wasn't, "I'm going to make a business and make a million dollars." It wasn't, "I'm going to be rich." It was, how do I share this fun with the world? And that's what kind of got me started thinking about it.

You've had so many amazing memories from playing board games with friends, family, and even with complete strangers, which you detail in your incredible book, Game Changer. What is the inherent power of a board game?

Escape. It's like going to a movie, playing a game, or watching TV. It's escapism. So, for those moments you're playing the game and you're playing Pictionary, really nothing else exists. You're in the moment, you're in the present. When you're watching a movie, it's the same thing. And I think that's one of the super powers of games is that, and I've discovered with Pictionary in the long run is that people just were in that second and were able to communicate and have fun in collaboration.

And I kind of look at like a rock concert, like you're in that moment. You may not remember the words, but you remember the emotion.

What I love about your journey is that you were always so open to whatever the universe was going to throw at you.

So you had this thing that you were passionate about, but people get passionate about a whole bunch of different things. How do you take something from passion to business? And when do you know that it's a good fit?

Generally, you don't. I think following your passion doesn't always work. I think it's misnomer, follow your passion, and whoever they are that tell you to follow your passion, they don't tell you how to find that passion. They just assume you'll stumble into it. But I think you have to ask yourself three questions:

1) Are you in love with this idea? So I loved Pictionary. I wasn't thinking in the future, "Is it going to be a great business? Am I going to make money?" It was like, "I love this idea!" So do you love the idea?

2) Two, do a little research. Nowadays you can see if somebody else has done it. It doesn't mean you can't, but I play-tested the game, and people liked it, so I knew I wasn't the only potential customer for it.

3) Finally, are you willing to do the work? People sometimes forget that there's actual jobs to do and partners to find. So you have to be willing to do the work and make the sacrifices. And if you're willing to do those things and verbalize them, you have something at least to get started.

Yeah, a big part of it is motivating yourself to do the grunt work and doing those reps that others don't want to do.

They don't tell you that in entrepreneurial school. And it's kind of boring sometimes on your own. I didn't have a lot of people saying, "Rob, you can't do it" so there wasn't this motivation for people to show them wrong, but it was like I had to do it. I had to be there by myself many, many days. And that was enough motivation to see it through. But you got to motivate yourself somehow.

Within four years, Pictionary, your creation, had become the biggest selling board game in the world, which probably feels a little bit surreal for you to even hear today! Once you recognized that this fun game of yours had significant commercial appeal, how did you know what to do next?

I had no idea! But I think when I came up with it and I saw the idea, the opportunity, I think I did what a lot of people do. I procrastinated, I did nothing, because I wasn't ready and had all this self-doubt of how I could even get started. Because it was such a freaking mystery on what to do. I was a waiter — I knew nothing about business plans, marketing plans, or anything like that.

So I just bummed around for three years, basically. But I couldn't stop thinking about the idea. It never left my consciousness, and I kind of liken it to when you're in the shower and you have this amazing ideas when you're washing your hair, but by the time you're out of the shower, drying your hair, you forgot. But that wasn't me. I couldn't get rid of it. My brain was just overtaken. So I was waiting for the opportunity or the lightning bolt.

I was a waiter — I knew nothing about business plans, marketing plans, or anything like that.

And I was looking at Trivial Pursuit and I knew that the words, by the way, were the things that people would buy. You have to sell something. So I was selling convenience in a package, but the words, that was the linchpin. And so I see Trivial Pursuit and I look at the card and then I turn it over for the answer and I go, "Holy shit." I put the words on cards. It was literally that the problem I'm solving was how to put words into the game. I literally said F it, then I went in the backyard, opened up a dictionary, and started the word list.

And I wrote down the first word: "Aardvark." That was it. I got started. And that was the beginning of Pictionary.

There's a quote I want to mention to you from your book, where you said: "Working with limited resources fostered our creativity and innovation."

And that stood out to me because I heard Steve Wozniak, the Apple co-founder, say something similar about what made Apple so successful early on when they were trying to compete with all the big dogs.

I think it's really important for people to understand that that scarcity of resources can foster imagination and innovation and actually be a really good thing. Can you share more about that and what that looked like in a practical sense in your journey?

When you have too much information, you're not creative, so I looked at the not knowing and the unknown as a positive. I love not knowing what was going to happen next! I love not knowing how to market. So I had to figure it out as I went along. Just manufacturing the board game. There's no manufacturers that we knew of that could manufacture the game. So limited resources. We couldn't find somebody or more importantly, we couldn't pay anybody.

So we had to manufacturer the first 1,000 games by hand, nine different companies, in my apartment by hand. When it came to marketing, our marketing budget was zero. Zero. We had no money, so we had to be creative. At some point, you have to trust your instinct. You just got to go for it. And that's what we did day after day. It was a blast.

You had to use some guerrilla marketing strategies to get the word out there when you have a marketing budget of literally zero!

They say, break the rules. Well, I forgot to ask what the rules were! So I just kind of made my own. Every day was an adventure for my partners and I. Literally I was like Prairie dog. Every day, wake up and I go, "Okay, what are we going to do today? What are we going to sell? How are we going to market? I don't know. Let's just try something." I absolutely love those early days when the not knowing. That was the best part.

One big theme I felt from your book Game Changer was that you never left the key to your happiness in someone else's pocket. You hit the pavement, you closed the deals yourself, you ensured quality control, you kept the team tight and committed. How important was doing the reps yourself and the quality control attitude that you maintained for the scale of what Pictionary became?

Without it, we wouldn't have scaled. So, the scaling part is a whole different ball of wax. But in the beginning, having only two partners, the three of us, we had to control everything. The last thing we needed was one of those 1,000 games to go somewhere that we didn't know what was going to happen. Maybe it would go in somebody's warehouse and never see the light of day. We needed those games out in public — it was sampling.

All we were doing was test marketing those games to see how the public would react. My philosophy was, if I couldn't drive the games and deliver them myself, we didn't take the order. That way, we could demonstrate, promote, and market the books. We had to make noise in a small geographic area, because the technology that exists today didn't exist back then.

Today, influencers can blast things out and see what lands. But I literally had to control, physically control, where those went and that's why we made noise. That's why people paid attention. It was easier to go to the Seattle newspaper (which is the city where we launched) and say, "Hey, I'm a local guy. Do you want to do an article?" It wasn't going to happen in Chicago. So keeping it local and keeping tight control over everything was key to our success.

In the digital age, people want a magic bullet to success. They think all of these sales are going to happen automatically, and in doing so they really underestimate that the key is to get out there and do that legwork yourself to put the product in the hands of as many people as possible.

And I think that's one of the big problems, if you will, with Kickstarter, is exactly that reason. People have an idea. And I love the fact that people get their products made. But people don't realize there's work to be done in just making and getting your friends to buy in. And now you've got 1,000 games and you need to market those.

And the other thing that people kind of forget is that it needs to be a good product. This is that passion thing. I play-tested Pictionary because I thought it was fun, but what if it was just because of the beer we were drinking? We drank a lot of beer back there, let's be honest! And so maybe it was just the beer.

You've got to remember there's a business there. And that's that sacrifice part. I hear stories all the time that the manufacturing on Kickstarter took too long or cost too much, then the people couldn't even afford to ship the game. So you got to make sure you're paying attention.

I always ask people, what's your motivation? What's your intention?

For me, my intention of Pictionary was to share it with the world. That was my intention. What is your intention? If it's to make money at a game without knowing your product, I wouldn't do it because there's not a lot of money. If it's to create a job for yourself, which is also fine, maybe, but you got to make sure you market. And if it's just to say you did it, just check to see if it's worth your time. Is your energy really served by doing that?

And it's a hard call, man. This is not like, "Well, Rob, I really like this product." Well, then do it. Really understand why you're doing it and say it out loud. I think this is the one thing that people neglect. Say "This is a good idea!" out loud and see how you feel. See how it resonates. And if it does, go for it.

There's a mantra you repeated along your journey: "We take care of Pictionary and Pictionary will take care of us." Can you take us into what that means specifically and how it aided your decision-making along the way?

It goes back to, again, the same thing is the intention. As long as we are true to that game, our baby, we treated it like a baby. It wasn't a game. The first time I looked at it, it was like, "Oh, you're so sweet." I'm holding it in my arms. And I'm like, seriously, that first game that came off the production line. I'm going to do my best not to get choked up now after 35 years, it was a huge deal, with a huge emotional attachment.

But our mission was to keep the game the way it was because we knew what people enjoyed. We thought of what was best for our consumer. Not what's best for us, not the money. We thought about what was best for our consumer. That game was perfect the way it was. So when people wanted to change the packaging, which becomes a big issue later we can talk about, we said no.

We thought of what was best for our consumer. Not what's best for us, not the money.

But when somebody wanted to change out some of the graphics, somebody wanted to maybe do something else, we've always said no. Or it was a marketing idea that didn't meet the family values of Pictionary. So we never went for the money, so it kept Pictionary or your product or whatever you're trying to sell to what really its core was. And if it's going to be successful, then it will be successful, but don't fuck with it. And that's what we did.

We turned down so many deals and so much money over the years because it didn't serve the product, which in turn served us. It was selfish. Let's be honest — we wanted to make it successful so we'd be successful.

Yeah, you had that long-term success that would be impossible to understand for someone who doesn't know the DNA of the brand or product. You certainly wouldn't want someone to make decisions on the future of the product without properly understanding it.

Yeah, what you just said, long-term versus short-term, that was huge. If we were in it for the money short-term, I wouldn't be sitting here. Pictionary would have died out years ago, but I saw the golden goose. I saw what it could do and I wasn't going to give that up.

People have exits now and they're serial entrepreneurs. I love that by the way, but that's not me. Man, I was selling millions. I've got a golden goose. Why would I give that up?

With Pictionary, I was making money and I was having fun, so for literally 20 years of my life, I nurtured that thing.

Sharon Lechter [5x NY Times bestselling author and co-founder of Rich Dad Poor Dad brand / series] mentioned to me once that her favorite money was royalty / licensing money because it arrives while you sleep. There was a point in your life where some of the biggest companies in the world were knocking down your door and throwing money at you to basically license their products. After earning licensing money for many years, you ended up selling Pictionary for a substantial sum.

So what I wanted to ask you was what's better money — licensing money or selling the company money!?

I've never been asked that question! The answer is, we made a lot more money on the licensing than we did selling. And it was a big number when we sold, it's in the public record. So the money was great and it's mailbox money. However, we worked our asses off for those extra 17 years.

We were at a point where we had done all these things in Seattle, became very successful, sold 8,600 games, which doesn't seem like a lot, but it was huge for an independent company and we couldn't scale. So we had to figure out how to get on a national audience, and we just didn't have the financing. Typical start up. So licensing became our option, which is where basically somebody would do the manufacturing and distribution for us and give us a royalty. It sounded perfect to us!

So we had a meeting with a high profile brand and the deal didn't work out. But I learned a huge lesson. One of the most valuable lessons I ever learned was: it's not what you make, it's what you keep. And that was the beauty of licensing. When I started, when we got into it, I was going to have employees. I was going to have offices, be Rob Angel, Mr. Pictionary. No. We decided to license so we could keep more money. We had two employees, Mile and Brat.

Then the biggest game company in the world comes to us with a deal and we're talking it all through. And they promised us all these things, and packaging as we talked about earlier and whatnot. The deal comes, contract comes. I'm 26 years old. I'm making $500 a month and have a 10 year old beat-up car. Contract comes. First thing in the contract was a royalty rate.

One of the most valuable lessons I ever learned was: it's not what you make, it's what you keep.

Now again, money, that was the biggest royalty rate they'd ever given an independent game company ever. Ever. It was about $5 million to me over time. And I'm like, as I go to Costco, I was thinking of buying things I never even knew I needed, as you're going through the isles. I'm buying cars. I've got a second home. I'm in the Bahamas. I'm on a beach. This is awesome. This is going to work out great.

Then the marketing spend was there, but the last thing they didn't put in because we couldn't find it was that they wouldn't touch the surface packaging without our approval. Now on the surface, it's more than just packaging. They weren't men of their word. They told us they would put it in the contract because it was very important to us. So here I am, pen in hand and I'm thinking, "Sign the contract. You're ready."

But integrity is more important to me than the money. It really is. So I knew that if I couldn't trust them, I couldn't do business with them. So we said, "No" and we didn't have a Plan B. I was willing to go back to waiting tables rather than give up my principles. It sounds romantic, but I was dead serious. It was that important to do business with people we trust.

However, because of that everybody now knew we were in play. And a joint venture formed with all the guys who manufactured Trivial Pursuit and they gave us more money as well as all the guarantees we wanted, and we never looked back. It was a much better deal for us and they had integrity. The Universe was speaking and doing its magic.

With your business partners specifically, what did you do to maintain the integrity of that relationship to keep it together over the long term?

Well, I knew they had integrity, but it was never put to the test. In the beginning, we had some manufacturing problems and we were supposed to sort the first 500, assuming 1,000 games had 500 cards each, that's half a million game cards. Long story short, the printer couldn't sort them for us, and we'd already sent out the invitations for the launch. We're under the gun, we've got eight days. And so I threw a tantrum.

Okay. I admit this. It's the only time where I took it personally. I learned in business, don't take things personally. It wasn't like the printer was sitting in his office going, "How can I screw with Rob today? How can I make his day miserable?" No. It just happened. The facts don't change. But this terrible thing happens, so my partners and I did it by hand, and it was a terrible job, but it bonded us.

We got to communicate, we knew we could count on each other, and that set us up for those challenges. If things never go bad, you probably goofed up somewhere because something's going to go wrong. And because it did, it cemented our relationship, our friendship, and our business. So it turned into a very big positive.

Yeah, it's like how you respond to adversity when it inevitably strikes is what separates the real achievers.

And it's going to strike, so it's how you respond to it. I hate to be cliché. Every book you read and every social media post says, "It's how you respond." Well, it's true!

On the road to success, don't take things personal. Instead, think "How do we fix this?"

The mental health aspect of entrepreneurship is something that you and I are both passionate about spreading awareness of. You experienced self-doubt, negative self-talk, imposter syndrome, depression, all of those things and more along the journey. Is there a particularly dark day that stands out on the entrepreneurial journey for you? And if so, what did you do to get back on track mentally?

Yes. I'm glad you brought it up because it's a little secret they don't tell you in entrepreneurial school. They say you've got to push hard and make sure you're working 24/7, and you've got to push, push, push. Well, that's what I wound up doing. And about 5-6 years in, I changed my mission from giving Pictionary to the world and people having fun, to how do I make more money and push this game.

It wasn't burnout. It was complete and total anxiety. I wasn't comfortable with myself. My authentic self had left and I was so off balanced. I was so out of alignment. And back then, we're talking early '90s before. Now we all know I was moody. But I didn't know how to deal with it. So for a couple of years, I was getting in fights with my partners over nothing.

And I wouldn't show up for work periodically and it just became untenable. So I took a leave of absence. That's all I could do. I had to remove myself and recalibrate and took about six months. And I came back to the business and the partners accepted me and took up the slack. But you don't have to do that. You can pre-warn.

Make sure you take an hour for yourself every day.

Make sure you take an hour for yourself every day. Whether it's meditation, watching television, working out, or whatever it might be, but don't think about your business, because guess what? If you're not there for 20 minutes, it's going to be there when you get back. It's not like it'll fail if you take time for yourself.

I do believe in meditation. But if that just sounds so woo-hoo and off the wall, take a walk, anything, but you've got to take care of yourself mentally, spiritually, and physically to be more productive and make more money and be more successful. You have to.

People almost drive themselves crazy trying to figure out what their passion is. Even I get asked that question constantly, almost every week, about "How do I find my passion?" Yet, no one talks about how do you find passion and inner peace at the same time.

When people are starting out, what is the role of passion and how can they harness inner peace so they can have that at the same time? Or is there just no real balance in the short-term if you're doing something like launching a product that could potentially change the world?

That's a long question to answer. I think you'll know. It's following your intuition. If you're off balance, you'll know, try to figure out how to get to center. If an idea that you have for a business, if it's not resonating, don't push it through, just pay attention to your gut, pay attention to what your brain and your heart. More importantly, I take that back, pay attention what your heart is saying, because your brain is going to override.

Human nature, physicality says, "Let me analyze this. Let me figure this out." But if this isn't working and it's not, "Am I in love" and all these things, you have to pay attention to your emotions and your feelings. And it's never going to end by the way, this whole conversation I've been doing it my whole life. With the spiritual journey, you're never done.

With the spiritual journey, you're never done.

You just can make accommodations as you go along, and do whatever works for you. That makes it all worthwhile. One of the things I say is nibble at the edges. For Pictionary, I waited for three years. Unless you try a lot of things, you're not going to know.

So nibble at the edges; you don't have to go all in right away. I play-tested a few times. I still really wasn't sure if I wanted to go all in with Pictionary, but the more I started doing it, the more confident I became. But I was doing other things as well. So nibble at the edges of a lot of different projects and ideas. When one comes to the forefront, then you go all in.

How did you reach the decision to sell Pictionary?

It was time. After 20 years with the product, our international license was becoming available and I'd had a family by then and I was just ready for a new adventure. I was ready to start something new and we'd made a lot of money, but we'd had a lot of fun doing it. It was just time.

How do you feel about digital games? Is that the type of thing that you would have gone down if you were launching Pictionary in 2021?

My guess is because now the culture is video games, I probably would have looked at that. I still am too, by the way, I'm not done creating. I love creating. So I'm not done, but it's a medium of the day. And the board game is what people played in 1985. And that's why it was the top of mind. That's why I went that direction.

There's an Albert Einstein quote I heard recently, I'd love to get your perspective on it: "A calm and modest life brings more happiness than the pursuit of success combined with constant restlessness." How do you feel about that quote in terms of the whole mental health journey?

Yeah. It resonates. Completely. It's the being in lack, the restless of "I need more, I need to compete, I need to do what they're doing." Man, that's just human nature. But the awareness of it, of your triggers, of the problem, of the situation, that's the start. If you just keep going without stopping and reflecting, that's where the trouble starts. At least it did for me.

I just kept going and going and pushing and pushing. The restlessness comes from lack. The restless comes from outside influences and outside sources. For the last seven or eight years, I've gone on a spiritual journey. I hate the term, by the way. I hate the term "spiritual journey." It just conjures up all this, "I'm going to go find myself." No, but for me, it's a journey to self. I needed to be more heart-centered. And so this quote totally resonates because when I am heart-centered and it's a constant battle, if you will, it's a constant pursuit.

If you just keep going without stopping and reflecting, that's where the trouble starts.

I'm never quite there and that's okay. I like the journey. I like the trying. But once you're more happy, confident, secure in even small amounts, you'll be less restless, you'll be more confident, and you'll be more successful. That's the nature of what we're trying to get here to. And whatever success looks like, it doesn't have to be money. It doesn't have to be a game. The success could be joy. It could be a non-profit, giving back. It doesn't matter. It's not my job to tell you, but just articulate success, go inward, and you'll get there faster.

What I love so much about the things you've shared today is that it's looking after yourself first should be the number one priority. It's almost like before you focus on anything else, you need to make sure you're right internally, and have that intent for everything that you want to do, supported by daily practices to look after yourself. With that, you'll be in a lot more alignment for everything else you do.

And I got to say one other thing about that. When you don't do your daily practices, give yourself permission to say it's okay. Because I beat myself up all the time over what I'm not doing. "Oh crap. I missed my meditation today. Oh crap. I missed it for two days. Now, I'm going out." I'm all angst-driven. No, not anymore. It's like, "Okay. I missed it. I'll do it tomorrow."

Give yourself permission to not be perfect. Give yourself permission to say it's okay. And you'll get it tomorrow.

Stop beating yourself up, and that's a lesson I tell myself every day. That's not conjecture, that's not out of a book. That's something I constantly, constantly preach to myself.

Yeah. It's easy for us to be compassionate to other people but it's often very hard for us to have self-compassion.

Yeah. Be compassionate.

This spiritual journey that you've been on for the last seven or eight years, what are some highlights or lessons? I know you've been to Burning Man. Is there any stuff that you want to reveal for the first time today or what things come to mind!?

Wow. Yeah, no. I'm enjoying the journey. I've done some Ayahuasca. That was an interesting experience.

Where did you do it?

I did it in Peru. That was amazing. That was one of those skeptical things, because I'd heard about it but wasn't sure. Finally, I was called, if you will — again with that woo-hoo stuff. I got to tell you, in the eight years before II started this spiritual journey, I had a friend who kept telling me "You've got to surrender, be present, and hold space." And I was like, "Come on. This is ridiculous!" Well, finally I bought it. So, I'm doing that. So yeah, I'm trying to go on all the rides. I'm trying all new things just to see what works and what doesn't. Ayahuasca worked pretty well for me.

For entrepreneurs in particular, it's certainly becoming more and more popular. A lot of people I know are even doing Ayahuasca here in the US without having to go to South America or Central America. For those who don't know anything about it, what does it involve and how was your experience specifically?

Well, first thing I'll say, it's NOT for everybody. Don't try this at home. I am not the expert. I'm looking right into camera when I say this! This is not my job and I'm not promoting anything. That enough disclaimers!?

Oh my goodness.

No, it was a way for me to find out more of my triggers, to find out what made me tick, even though I'm doing all this spiritual work — here we go again with that term — which includes coaches and therapists, all these. So it just was a way to get more clear, if you will. And it's not for everybody, so if you're not called, it's a no-no. I'm going to keep qualifying that. But it was just another tool that I found really resourceful for me.

What about people who are in a negative mindset or brain fog — are there any tools you can share with people to help them shift their energy?

Yeah, so I'm a big fan of touchstones. And for me, that's something physical to remind me of something I'm doing or want to remember. What I do is if I've had a great conversation or I've had a great idea or something magical has happened, I'll pick up a stone or something small and to remember to hold it, and this is what you should do, or this is what I recommend.

If there's something you want to remember, and it could be as simple as something I've said today that's resonated or you've had an idea and you want to remember it, or there's some emotions, usually an emotion, I pick something up, I put it in my hand. So if you're sitting at home right now, do this. Pick something up. I put it in my hand, I hold it. And this is kind of a Joe Dispenza thing that I've kind of alliterated on.

And I hold my hand and I close my eyes. I think about what's in my hand, and I think what it represents, and then I attach this emotion to it. I just don't remember what it is. I remember how I feel. It's how you feel. That's the important thing. And so when I let go, it's right there in the palm of my hand and I put it on my desk and I've got these stones all over my house. I've got hundreds of these things.

I just don't remember what it is. I remember how I feel.

So next time, whatever you just held in your hand and you look at it, remember the emotion you felt with it. And that's the memory, that's the touchstone and do it time and time again if it resonates with you. It's just a remembrance of an emotion. And for me personally, I've found it super, super powerful because I forget visions. I forget things that I see. I forget the specific conversation. But when I've had this amazing heartfelt conversation with somebody, I know how it felt. I know the emotion, I remember the words and these touchstones remind me. And it's something I practice, I preach. I really think if you give it a try, it will work for you too.

So they bring you back into that feeling when you were there experiencing it?

That's exactly what it is. It's all about the feeling. So it's like Pictionary, going back to that. You don't remember the words of Pictionary. You may remember one or two of the sketches, but you remember how you felt, you remember the emotion, you remember who you were playing with. You remember the joy. That's what these touchstones are to me.

I'll just quickly say, it started when my father passed and his favorite color was yellow and I'm going through, and I'm sad, and I'm walking past a junk shop. And there were all these yellow stones, I'm crying. Dad was speaking to me, hello dad. He was there and I bought a bunch of these things and I gave one to everybody at the funeral. Everyone at the funeral. And to this day, I carry them with me in my travel bag. He's always with me. So they're powerful.

I love that. Thank you for sharing. It's really interesting. And I know there's a lot of people struggling right now, particularly with what's happened with COVID the last year and a half. Using something like touchstones seems to be a great way to help shift that energy and focus on the bigger picture when you don't feel like it.

Absolutely.

In Game Changer, you mentioned that your intent with Pictionary was to create a game that was so entertaining, so fun, and so engaging. What experiences in your life today give you those same feelings?

Exploring. Yeah. I'm totally in exploration mode again. Well, the book for a while, writing a book was an interesting process. Oh my gosh. Just remembering everything was crazy to go through it and the stories and calling the people who were involved. They remembered things differently than me. That was interesting as well, but it's my book! So whatever's in there is how I remember it.

So right now, I'm exploring and I'm looking at turning the book into a docu-series, that's kind of keeping my attention these days and just trying new things. I still love travel, meeting new people, new experiences that way. That's really one of my joy is that new experience, new people, new events.

How do you balance the hunger for future achievements with all the amazing things you've done with retaining happiness in the present?

It's hard. It's hard. I'd love to say I'm perfect. And, "Oh my gosh, look at me, my life's perfect." No. I was going to say it's a daily struggle, but it's not a daily struggle. Struggle is not the right word. It's a daily pursuit. It's my daily pursuit. My girlfriend calls it the daily pursuit of not stressing. So the more stressed I am, the less creative I am. So that's my daily pursuit.

If things stress me, I try desperately to not be there, to not go in that direction. And it's a hard balance, but I really like the trying now. This journey that I'm on, the tools I've learned have really given me almost a hope for the future. My future is not so bad. My present is not so bad, but it's a daily pursuit.

It's hard, isn't it? You can feel parts of your brain want you to push, push, push, but if you succumbed to that all the time you'd be massively out of sync with your daily practices. Before you know it, something has happened, and you're saying to yourself, "Wow, how did I get here again?" So being true to those daily practices seems to be incredibly important, I've found.

100%. And for the record, I don't have a lot of daily practices. I know you're supposed to meditate every day and you're supposed to wake up at the same time. I do my best. And when I do it, I feel great. When I don't, it's okay.

A big part of what you're doing now is helping aspiring entrepreneurs find their aardvark and get their business off the ground. Is there a specific blueprint that you'd like to take them through or are there certain questions that you like to ask them to make sure that they're clear on their idea or to help figure out if their idea actually has legs? What do you mainly focus on when you're working with aspiring entrepreneurs?

It goes back to what I said earlier: what is your intention? And it doesn't have to be just a game or anything else. Why do you want to do this? Because to be honest, just because you want to be an entrepreneur doesn't mean you should be an entrepreneur. Some people are just always meant to be working for somebody else and they work well in that environment. And that's okay. I'm not saying one's better than the other. It doesn't matter.

I talked to a CEO of a large corporation recently. I don't want to mention his name, but it was someone whose name you would recognize. And I said, "Are you an entrepreneur or worker bee?" And he goes, without hesitation, "I'm a worker bee. I don't have a creative bone in my body, but I can make things happen. I can hire the right talent."

Just because you want to be an entrepreneur doesn't mean you should be an entrepreneur.

So it's not an either or.

And I ask them, why do you want to be an entrepreneur? Check in with yourself, articulate that. And as I said earlier, are you willing to do the work? And most of the time, the answer is yes. And great. And then we just start diving into it, fleshing out the idea, coming up with different ways to look at their idea and helping them that way.

Yeah, for those who want to be entrepreneurs for the first time, not properly recognizing the complexity that can bring into your life, especially if you're not in a position financially, to be able to have that. It's like imagine having something occupying your mind seven days a week that's taking you away from your kids and your friends, all of those different things. It's tough.

You and I had such a great conversation at dinner the other night, particularly about parenting. What do you do specifically on the parenting side to make sure that you maintain a good relationship with your kids and support them in their journeys?

I make sure they're heard and I make sure they feel loved. And what I was doing without knowing is I was making them a part of the journey because I didn't know what I was doing. They don't give you a manual!

It sounds very much like when you started Pictionary!

Exactly. But parenting is a tough job. And so just keep the lines of communication open. This is another one of those do as I say, not as I do. You've got to be the parent, not their friend. A lot of times I was their friend, and it backfired. But I've an amazing relationship with my kids. And it's really my legacy. Pictionary, the book for me, great. But everything is my relationship with my children.

And when they call and we talk all the time, that's what brings me joy. I just had a conversation with let's say one of my children about something that's been bothering them for years. But I wasn't hearing what was bothering them, and I kept answering the same way. So finally, with my own found knowledge, I thought "What am I missing?" So I went at it a different way and it just opened up the flood gates in a really positive way of conversation.

So just don't be afraid to have a conversation at any age with your kids. And it just pays dividends, I'll tell you.

Really powerful stuff. Was there anything specifically that you learned on your business journey with Pictionary that helped shaped the way that you parent? Obviously you had the freedom to spend with them, which I think is great.

I'm thinking that one through. The first thing that came to mind was being adaptable. So for Pictionary, considering we didn't know what we're doing half the time, which was fun, we had to be profoundly flexible in everything we did. Now they call it adapting and pivoting. You just have to be flexible because we didn't know what we're doing.

And if something didn't work, we'd have to immediately change directions. And that's just true in business all the time. That's not a new concept, but we were willing to make the change. And so with my kids, now that I'm being asked the question, thank you, you had to be profoundly flexible because they're changing every fricking day, hormones kick in and then they get a girlfriend or a boyfriend. All these things are going crazy. So I don't know what I'm doing half the time.

You just have to be flexible with how they're growing and hopefully you're growing at the same time.


Check out the YouTube or podcast version where Rob Angel does the Win the Day Rocket Round, answering questions about his favorite quote, what advice he’d give his 18-year-old self, the one thing on his bucket list, and a whole lot more. 🚀


Final question: what's one thing you do to win the day?

I give myself grace to not be perfect. When I start going crazy with my inner dialogue, I give myself grace, I take a breath, I chill, and then I can move forward.


Resources / links mentioned:

📙 Game Changer by Rob Angel:

📝 Rob Angel on Facebook.

📷 Rob Angel on Instagram.

⚡ Rob Angel website.

🎙️ Have a podcast of your own and want to learn how to monetize it? Join us at We Are Podcast, the world's #1 live and interactive event for podcasters. For 35% off ANY ticket, use promo code: WINTHEDAY

“No matter how often you are defeated, you are born to victory.”

Ralph Waldo Emerson

Welcome to Win the Day with James Whittaker! If this is your first time here, we sit down with some of the world’s true legends to help you take ownership of your financial, physical and mental health.

And our guest today is the perfect intersection of those three areas.

Gabby Reece is a volleyball legend, an entrepreneur, a keynote speaker, a mum, a wife, fitness coach, host of The Gabby Reece Show, and a New York Times bestselling author. She’s been featured on Dr Oz, The Today Show,  and the Joe Rogan podcast, and was the first female spokeswoman for Nike.

In September 2020, Gabby and her husband — big wave surfer Laird Hamilton — listed their plant-based food company Laird Superfood on the New York Stock Exchange, just five years after they launched it.

Gabby and Laird are also the founders of Extreme Performance Training (known as XPT), designed to stimulate growth in all aspects of human performance through exposure to a variety of natural elements and environments. Essentially, they kick your ass through breath optimization, functional movement, and recovery techniques like ice baths and hot saunas.

Like all of us, Gabby’s journey has had its ups and downs, which we’ll get into — but what I love most about her is her hunger to gain new perspectives, while keeping it real at the same time.

In this interview with Gabby, we’re going to talk about:

Let’s win the day with Gabby Reece!

James Whittaker:
Gabby, great to see you. Thanks for coming on the show.

Gabby Reece:
Thank you for coming to my house and hanging out with me!

You had situations when you were young that forced you to grow up very fast. When did you feel like you developed a growth mindset for the first time?

I don't know if that's ever a conscious thing. I'm always nervous when people make the conscious effort like, "I'm going to have a growth mindset." I think it's something that some people are born with, and then I think some people realize, "Hey, I'm going along, and this doesn't seem to be working. Maybe I could do that differently. That seems like a good reason."

For me, it was a survival reaction. It was scanning ahead to try to anticipate so that I could not only land someplace that I wanted to but that was going to be essential to my survival too. When you do that long enough, and then combine it with athletics – because the thing about athletics, your goal is to always improve. So why not take that focus of continuous improvement off the court and do that as a human being? Because we spend a lot more time away from athletics living as people.

We always say there's a difference between ‘winners’ and ‘champions’. I was always more interested in trying to continue to develop as a human being. Also, when you have the opportunity to express yourself – or have your life reflect you – you start to recognize, hopefully, that it's a gift. Then you want to participate in not only maintaining it, but then seeing if you can continue to expand that.

What helped you learn effectively when you were young? Was it the athletic pursuits that gave you that structure and a finish line to set your sights on? Or were there any books that helped in your journey, too?

A friend gave me Ayn Rand's Atlas Shrugged when I was 15, and I was around adults who were not modeling certain things. I was looking for that structure, so I self-inflicted it. By nature, I have a little bit of a rigidity that I was born with. Then it got, I think, accentuated by my environment. Once I became involved in sports, I realized that progress is about systematizing certain things and having a practice. Everything is about practice. If you ask me now at this time of my life, I would say to people, "We have all the information. We just have to practice."

Everything is about practice.

All of those elements really helped me continue to do that, so you're also quick to understand, "What can I participate in, and what am I in control of?” and “I can't control that” or “I have to get up.” It's helped me pull the cord when I needed to and just move on. I think that you learn to do that quickly, too.

As you said, people usually know what they need to do. But it's that discipline, every single day, to just get it done.

Yes, but personal accountability and truthfulness are so important. One thing I did love about sports is I always felt really honest, and you couldn't hide. Let's say, for example, I was having a bad game, but my teammates are playing well. You would learn how to tuck in behind that. You could still come away winning even if you didn't perform well. But within that, you’re being honest with yourself and saying, "Hey, I didn't play my best” or “I didn't participate as much” or what have you.

It’s about always having that honest check in, "Maybe I don't feel like it” or “I want to be angry” or “I want to exercise my ego and let that person know I want to exert force.” It's just being that honest all the time in all the scenarios as much as you can.

That athletic background seems to be such a great foundation for people who are able to use those principles later in life. Obviously, you're still very actively involved in fitness and holistic health. Today, when you’re not training for a gold medal or a finish line, where does that motivation to get up and give it your best every single day come from?

My middle daughter who's 17, we talk about this a lot. In the last few years, I’ve really identified that there's a part of me who’s a very blue-collar person in certain ways. Also, I don't need to lose my health. I've had enough athletic surgeries and things like that. I don't need to lose my health to covet it and to understand – besides my family and my friends – that it is truly the greatest asset that I have. Houses and cars, I don't get distracted in that.

I don't need to lose my health to covet it.

The other thing I'm doing is I'm practicing. When people talk about gratitude, the best way I can show that, "Hey, I'm really grateful for my health," is to take care of it. That's ultimately what I'm doing.

The other side of that is it's a level of sanity. I mean, I am a better functioning organism if I can also take care of the physical avatar to the best of my ability. It's a law of the universe. It's the truth, and so I don't need to keep relearning that lesson. I know what the lesson is, and I'm just ahead with it.

How often do you define and redefine what success is to you personally? Are you always acutely aware of having a definition of what is important to you or what success looks like to you?

Absolutely. Well, there's parts where I'm already clear about what success is, like keeping my family in as much of a loving environment as possible. That's not always... I don't always do that myself. It's just not always practical. And being in a relationship where I'm here to serve the relationship, and hopefully, my husband's on the same page, because I can't make him do anything.

Then there’s my physical health, as well as continuous environments to continue to learn and improve, be it in really small ways. I know at my core if it feels successful to me. Then I enjoy setting new external goals, such as in business. In 2020, for example, like you stated earlier, “We're going to run this over the goal line and take this company public” which, to be clear, was after having many failures. So, I think you've got your foundation that you're always going to stick to, and then you're expanding in your external goals of what success is.

Actually, the big thing for me is figuring out how I can strip everything down and keep simplifying as I get older. Let's say our businesses are growing and expanding, but even within that, how do I simplify and keep simplifying, because the thing I'm really drawn to is that essentialism. It’s not about parties and boats and stuff. Drilling down to simplify, that’s always part of it.


Check out the YouTube or podcast version where Gabby Reece does the Win the Day Rocket Round, answering questions about her favorite quote, what advice she’d give her 18-year-old self, the one thing on her bucket list, and a whole lot more 🚀


You’re at a time of your life now where you’ve got many options and different things to do. It sounds like that focus and simplicity can help you move forward effectively, rather than get distracted and ultimately be ineffective in a whole bunch of different areas.

I’m really happy you brought up the failures you’ve had too, because people from the outside looking in might think, “Gabby Reece has this perfect life,” but of course, we all have these struggles behind the scenes. Your entire life has been about peak performance, physical fitness, and mental health. What have you incorporated into your daily routine today as a result of a lifetime of that pursuit?

First, it's the easy practice of going to bed early. Listen, let's be really clear about something. I have a built-in person in my home who also makes this a lot easier, because he's even more disciplined than I am. It's obnoxious, but he is in a pursuit.

Of course, we all know it, but food is the thing. It's the medicine that can put you in an energetic mood or it can put you in a funk. With exercise, it's about consistency, so I'll do pool training or land training, but there's plenty of days I don't actually have time to train. I just try to support my wellbeing through these other practices – good sleep, good relationships, and clear communication.

A big thing is, I avoid drama. I don't move towards things that I know piss me off. If I see a scenario personally or with friends, and it's not for me to work out, I just stay away. I think it's all of these things. Having a practice also goes back to keeping it simple, where I'm trying to not onload extra crap. I'm trying to figure out how to offload, rather than, "Can you believe they said that?" It's like, "They said it. I didn't like it. Why would I continue to repeat that and keep that story going, versus finding the place within me to work it out?"

I don't move towards things that I know piss me off.

That’s the other great thing. I can say, "Hey, I want to talk about something that really pissed me off and got me going today," even in that bratty way, where I responded with my ego and just totally identify it and then let it go. It’s about having these practices where you know yourself and you can move towards the place that you say you want to be. That all comes from practice.

There’s so much to unpack in all that. I love that it's more a pursuit of simplicity and the lifestyle that you want to live – a lifestyle that gives you energy – rather than it being the summit of some type of mountain or an achievement over the horizon.

Given how focused you are on the health / fitness side, what's an average menu look like in the Gabby Reece household!?

It's just anything with real food. You just heard my daughter complain, "There's no snacks!" Of course, there's weird funky food, because I don't want to make this an issue for my kids. This is our lifestyle. They will make their choices.

However, when we make dinner, it's high-quality animal protein, just a little bit, which usually means humanely killed, and vegetables. It's just real food; it's really not complicated. I try to be careful about what oils we eat, so I stay towards coconut oil, avocado oil and olive oil, and also try to find the good stuff, because even a lot of olive oils have sunflower and safflower oil to make it more affordable. Our health is important to us so we aim for high quality ingredients.

People have to realize a lot of the reason, other than emotional reasons, that we overeat is because we're not getting the nutrients that we need – the macronutrients, the micronutrients, the good fats – so we overeat. If we’re eating food that doesn't have nutritional stuff in it, our body will be like, "Well, I'm not full, so I need to keep eating." What people have to realize too is that if you eat a lot of the good stuff, because it is more costly, and I'm sensitive to that, is you do need less of it.

If you're eating for other reasons besides being hungry, it's also taking a look at why that is. When I have stress in my life, believe me – we were talking earlier about your chocolate that you love [here it is if you’re interested; be warned ... it's addictive!] – I'm looking for it. I'm looking to medicate, right? I think it's always about being aware of those relationships, and then be like, "You know what, I am eating this chip because I hate everyone in my house right now!” But at least I know why I'm eating. I'm not doing it mindlessly, and it’s not all the time.

For me, I usually skip breakfast. I have a very big coffee, with tons of fat. I train. I might eat my biggest meal at lunch, depending on how I'm feeling. If I'm very active, I will eat two decent-sized meals at lunch and dinner. If I'm medium active, lunch usually gets to be the big one, maybe not dinner at all, or maybe something light, and that's it. Again, it's not really complicated, very simple things, very few ingredients.

Have you got the kids to work in the kitchen yet!?

Yes, my older two daughters are great cooks! Laird has other things that are his strong suit, so this one is more in my lane. It's the common joke of, "What's for dinner?" But that's the thing you realize, too, is that you have to model to your kids what they should be eating to be healthy. It's food and fun, and they always come back to it.

As teenagers, they want to eat weird non-food, and you just have to let them. Let them. You don't have to stock it in the house, but if they go and eat whatever, let them, and then they're always going to come back to the real food because also they feel better, and they know it. The funny thing is we don't have a microwave oven in our home, so you have to make the effort.

Yeah, so you probably enjoy it more too.

Yeah, and I think getting away from that convenience. I think we need to cherish ourselves enough, even if it takes a few minutes to notice what we're eating and how to prepare it. I just think that that's an important thing.

You've done so much in your life and are still doing so much. How do you balance that hunger for future achievements with happiness and peace in the present?

One great thing about accomplishment is that you realize it isn’t the answer. Accomplishment is just a marker that you had an instinct about something, or a passion for something, and the accomplishment is a validation. I even look at money that way. It's just an indication like, "Oh, that worked out, right?" You realize that it's unsustainable, so if you don't have a relationship with having a sense of fulfillment and connection with the people in your life, and a real life, you're going to be looking and chasing those external accomplishments forever.

You can be a champion one day, but the next day there’s someone else. For me, it's saying, "Hey, I'm going to pursue things that I believe in; that I'm willing to wake up for when it sucks, and that I feel proud to be connected with, whether it’s a message or a product.” It’s about doing it for real reasons, and, yes, being strategic about it – sometimes to a point that you can’t even see.

It seems disingenuous, but I've gotten good enough at certain things that it's blurred. It's all very genuine and authentic. But believe me, it's very strategic. It doesn't mean I'm lying. It just means I've learned how to put it all together. It's that pursuit for that challenge, because I need to keep myself busy and occupied, but that it's always having a level of feeling about myself, and my value has to be based on me. It can’t be based on this week’s success and opportunity, because next week might suck and there might be no opportunity, and you'll die with that attitude.

What in life gives you the most peace? And what advice do you have for others who feel that life is a bit too hectic?

That's the thing. It's on us, and it's nothing from the external. Anytime I take myself really seriously, I quickly realize I'm a grain of sand. I think when you can always have this perspective, you get a more realistic look at things and your responses to things.

Laird says it all the time that you can't put your happiness in other people's hands. That's why I train. That's why I try to go to bed early, so I feel good. That's why I'm trying to be as kind and loving in my relationships as I can be, because that's all I'm in charge of.

I'm going to pursue things that I believe in; that I'm willing to wake up for when it sucks, and that I feel proud to be connected with.

If there's something that I need to do, or I need an external validation, then I need to take a look at that, because that's my ego. Listen, ego is important. You need it to go, but you can’t let it drive the vehicle. I think if people are feeling restless, you need to survey all the corners of your life, starting with your relationship with yourself and your health, then go from there to those most intimate relationships.

Then, look at your work. If you fricking hate your job, what is the strategy to find the next thing? Don't be an idiot. Don't just be like, "I'm out of here." It's like, "Okay, wait a second. What’s the plan I can create to get me where I want to be?” I have a friend, Neil Strauss, who said it’s like being on parallel trains. It's never going to be easy to make change, but if you're really doing something that you absolutely can't stand, figure it out.

Yeah, and get on the front foot. Any plan is better than a prayer, rather than thinking that a lightning bolt is going to hit you and all of a sudden you’re going to be happy in a role you’ve hated for 40 years.

I am of the belief of always focusing, and I don't always do it. I'm just of the belief, but it's part of my practice. It's not about what I don't want. It's about continuing to focus and look at, "What do I want? What am I interested and working really hard at?" Just the pursuit would be a success, right, because we cannot control outcome. I think that's a really important thing if the energy is about, "Where am I going? What do I want? Who do I want to be with? Who do I want to be?" Rather than, "Well, I don't want to do that. I don't want to fail. I can't stand my..."

Be clear on what you want and put your energy into that. It means also that you have to be a grown up, and everything you do, everything you say, everything you eat, everything that you read, unless it's guilty pleasures, needs to support that thing that you say you want. If they're in conflict, it's never going to happen.

You mentioned people feeling restless. We know that 2020 has been a year of massive transition for the entire world. How did your life change in 2020?

Obviously with the kids being around, and we haven't traveled that much, I'm going to say that we're really on the good end of this as far as we live in a place with space, because we're entrepreneurs. We've always worked from home. Now, we don't fly to meetings; we're on Zoom like everyone else.

I stopped watching the news many, many months ago. Energetically, I feel that there's a weird divisiveness going on. It's stating the obvious, but what I really want to do is keep focusing on participating in the energy of being calm and loving, because I think that there are forces right now that are trying to make us all feel like we don't trust each other and that we don't love each other. We can't come to some mutual agreement, even when we don't agree. See, that's the thing. We're in a democracy, so we have to figure out how to work it out.

Yes, there are certainly a lot of companies and individuals who benefit from division.

I don't want to participate in that game. I recognize that I can't get to the bottom of a lot of things. I won't know what the truth is, and so rather than being all perplexed or stressed out about it, I am going to be like, "Well, what do I want to be?" I just practice that and fortify myself.

Be clear on what you want and put your energy into that.

Going back to COVID, we've been really fortunate. It has made me look at how the world shifted quickly in business and in technology, so that was an interesting thing. You're always adapting and adjusting. Because I am older, these certain things are not intuitive, so if you're talking about business, it's really paying attention to where's the soul heading, and finding the right people to get informed by or who to work with, because you can't possibly adjust as quickly as it's adjusted.

Another thing, if I talk about my business, there are opportunities to think, "Oh, I'm going to evaluate this because there’s an area where I probably need to brush up on and get re-educated."

This year, 2021, continues to be really interesting for the world. There are a lot of people who are having a pity party and feeling sorry for themselves, but if there's one thing I do know about success, it's that how you respond to adversity when it inevitably strikes is what separates ordinary people from extraordinary achievers. What's the biggest adversity that you have faced that you have been able to identify an equivalent benefit from?

Like I said, I've had failed businesses, but nothing really is that apparent. You think, "Oh, I'm going to show up the best way that I can, and I'm going to do the very best I can, and really be alert and try to do all these things." But what happens is inevitably, your children or child – and every kid’s different – will say to you, "Oh, by the way, that thing you were doing for five years, I hated that, and that was the worst for me. I was actually quietly suffering over here, and you didn't even notice."

Business failure, it's only going to come in so deep on me. But my family and especially parenting, what you learn is you can crawl up in a ball. You can say, "Well, this is how I do it, so when you get out in your life, you'll do it your way." There are certain things that are true to that, like how clean you keep your house.

But when you're talking about the emotional stuff, what you actually have to do as a parent is so fricking uncomfortable, because you have to say, "Alright, I'm going to take a look at that, and maybe I need to make a change." That's a change when you're 100% well intended, and it’s really important for people to know that you can be in a relationship, or you can be a parent, and you have the best intentions in the world, and still be wrong. Even within that, you have to take a look at it, because usually, we say, "I'm well intended. I'm here, and that should be enough." But that's sometimes not the case. Those have been the most difficult changes for me, especially when a lot of that stuff worked in my life.

I wanted to bring up parenting with you because one of the things I love about you is that you never romanticize parenting, relationships, or anything like that. You always keep it very real. What is the biggest fear you have for your children as they grow up?

For example, having a 20-month-old daughter, my biggest fear for her is that one day she's going to wake up and realize that the world is a very big, dark, scary place. How I gently usher her in to be resilient enough to handle that is something I think about every day, and will constantly be on my mind as she gets older. What's the biggest fear you have for your children?

My kids are a little more formed because they’re aged 12, 17 and 25, so you get a sense of them. It's hard when they're 20 months old. I have a lot of confidence in who they will be and who they are as people, even though it can be a bumpy ride. It's like having a vehicle where you're on a really radical road, but you're like, "No, the tires are going to stay on. We'll make it."

Technology is really interesting. Before, I'd be like, "Oh, I hope they have a job, and they find someone they love and who loves them back." Now, I just hope that they survive technology. That they have the ability to connect, to focus, to not compare, and also their relationship to the environment.

Worrying about it probably doesn't do any good, so I just continue to have those conversations with them. I apologize when I blow it. If I don't understand, I tell them, "I don't really understand." That's another thing. When I said to my parents, "You don't understand," my parents better understood what I was going through than what I understand about what my kids are going through, because they're growing up with devices. I don't understand, and so I've really said, "Okay, I'm going to look at it." I don't use the metrics of how I grew up in the '80s to what they're going through today.

By the way, yeah, we work hard at it. The Gordon Gekko type style, that attitude doesn't work. It's also having some malleability. In certain ways, I feel like, "Oh, they're all soft and a bunch of complainers," but the way we did it didn't work, so let's see what happens.

Sure. This generation cops a bad rap for not being as tough as the previous generations. In many ways, I feel like it would be extremely tough to grow up today, where every single thing that you write or every picture that you send is out there in the public domain, and you never know when something like that is going to come back to haunt you.

Think about their ability, their emotional awareness. Sometimes for me, it goes too far. For example, when people say, "Oh, the way you're talking offends me." It's like, "Stop it. Figure out how to protect yourself." However, within that middle, somewhere in there, there's an opportunity to really have better conversations, so I think we can learn from them, of course.

I worry about technology. I worry that our humanity and technology and biology is not how we can find that harmony, because technology also is such a valuable industry, and what they monetize on is often not what supports humanity and our biology. How then do we figure that out?

Where do you interject between that freedom of letting your children experience life – which is, probably, the best teacher, if they can go through these experiences themselves – versus having that feeling deep down that they are going down a wrong route, whether it's spending too much money that they don't have on a credit card, or hanging around people who might not have their best interests at heart?

Well, the people thing is, it's their journey. I mean, obviously, if it's really radical, you'd step in. I would send Laird, quite frankly. My kids are pretty tough, so it's more about trying to get them to self-regulate.  Somebody corrected me once. I said it’s about getting them to self-control themselves, and I had a woman named Dr. Sarah Sarkis go, "A better expression is self-regulate, because control has a whole other set of things, right?"

For me, it's just about, "Here's the world, and these are some things you have to look out for. And trust your instincts. Don't lose those."

Get your kids to do all the weird stuff when they're living at home.

One of my daughters was really interested in being with a bunch of popular girls. Well, let me tell you, when she made a mistake, they were gone. That's an uncomfortable lesson, but it was also like, "That's a reflection of who you were being."

And without using, "I told you so," because you can't do that. I don't think you can protect them too much; I don't think that's a good idea. Also, I would say to people, get your kids to do all the weird stuff when they're living at home. Hopefully, don't send them into the world unprepared and then you're not really there to help them out. At least if they fall in their face, which we all do, you can be around.

You and Laird do such a great job of being supportive of each other's individual dreams. How do you retain that shared bond as a couple, while giving yourself the freedom to be yourself and do what you got to do in the world?

Well, Laird certainly more than I am, but Laird is really not to be contained as a person. Laird's here because he chooses to be here. When I met Laird, he was obviously surfing. That is a part of who Laird is, so if you want to be with Laird, it be a good idea to support that.

Also, I benefit so greatly from who Laird is because of that pursuit – his rawness, his presence, his capacity, all the things that he's quite talented at – I reap the benefits of that pursuit. And it's a pursuit I admire, "Oh, you want to go into nature and challenge yourself? I can support that." It's not like, "Hey, I want to smash this company and take this one over." It's pretty pure. Both of us came into it as individual people, so what we've decided is that there's parts in here that we would like to be together.

Couples make a huge mistake where all of a sudden they start trying to change the other person. I think it's more natural for women to do this, because we're mothers, so we mother everybody. It's really important, I believe, for us to all adapt and change. Let's say I'm in a conversation with Laird, and I make a reasonable point about wanting maybe something, and it seems reasonable to him, then make the change. But I'm not there to be Laird’s mom. I'm Laird's partner. When I understood that really clearly, that was made very clear by Laird, it liberated me from having that approach.

Also, if I don't defend my real estate as a wife and a mother, I'm going to be really pissed when this is all over, and they don't talk to you about that, but I knew that going in. I would always encourage, especially women who are pursuing business, you have to find a way to defend your real estate because your kids aren't going to say, "Mom, I'm going to take less of your time. Mom, you know what, you look tired. I'll tell you what, I'll unload the dishwasher." They're just not going to do that. That's not their job, and your partner isn't typically going to make it really clear, right?

Couples make a huge mistake where all of a sudden they start trying to change the other person.

Women have a tendency, not all, there's always exceptions, to anticipate everybody. Like, "Oh, he needs to go on a little adventure. Look at him. He's so domesticated and restless. Oh, the kids look like they haven't gone outside enough," but really, as a female, I think that's important to defend that for yourself. That sounds selfish and harsh, but I think it's realistic. I've been doing this for 25 years, and it seems to be what I see over and over.

The idea would be join the relationship to enhance. Come with the objective to enhance the situation and enhance your partner's life. Hopefully, your partner is on the same page. If after a while, they're not, that's on them, and that's on you to decide what you want to do. Then it is your responsibility to care for your own personal voice.

It changes when you have a little baby. I used to say you blow on the fire. Just try to keep the fire alive a little. As they get older and they're more independent, you can let the flame blaze up again. Again, it's assessing, checking in, noticing, and seeing when things start getting out of whack.


Check out the YouTube or podcast version where Gabby Reece does the Win the Day Rocket Round, answering questions about her favorite quote, what advice she’d give her 18-year-old self, the one thing on her bucket list, and a whole lot more 🚀


Yeah, and staying true to yourself. If your partner is about to have some freedom individually but you're pissed off at each other, they can’t enjoy their time away, and when they come back you still hate each other. Therefore, the time away never accomplished what it needed to.

Laird jokes that we’re in the Cold War, him and I, because we have a very peaceful relationship. There’s a lot we don’t do. We don't do fighting or bickering or whatever. Really, it's probably because we're both too mean, so we don't even know.

Also, let's say he's in a bad mood, I am way more effective. I don't go, "Why are you in a bad mood?" I elevate my behavior, and sure enough, it pulls him up. Same with me. If I'm down and out and funky, and I watch Laird, and he's staying in his best self, I'm reminded like, "Oh, that's the standard. That's what we're doing.” We're not going to make anybody do anything. The idea of being in relationship where you don't want to try to make it better for your partner, at some point, it's like, "Why bother?"

Final question, what's one thing you do to Win the Day?

I show up every day to do my best and create value. If it requires 20, I'll always do 22.

And I try really hard to not allow my ego to be in charge. I save myself a lot of hassle when I can just look at things reasonably, process them, and make decisions from that attitude — be it in business or personal. It seems to be more effective in the long run.


Resources / Links Mentioned:

🎧 The Gabby Reece Show.

😋 Laird Superfood (I start every morning with an espresso shot and a tablespoon of Laird Superfood Creamer).

💪 XPT Extreme Performance Training.

📝 Gabrielle Reece on Facebook.

📷 Gabby Reece on Instagram.

⚡ Gabrielle Reece website.

📙 Atlas Shrugged by Ayn Rand.

“No matter how often you are defeated, you are born to victory.”

Ralph Waldo Emerson

Welcome to Win the Day with James Whittaker! If this is your first time here, we sit down with some of the world’s true legends to help you take ownership of your financial, physical and mental health.

And our guest today is the perfect intersection of those three areas.

Gabby Reece is a volleyball legend, an entrepreneur, a keynote speaker, a mum, a wife, fitness coach, host of The Gabby Reece Show, and a New York Times bestselling author. She’s been featured on Dr Oz, The Today Show,  and the Joe Rogan podcast, and was the first female spokeswoman for Nike.

In September 2020, Gabby and her husband — big wave surfer Laird Hamilton — listed their plant-based food company Laird Superfood on the New York Stock Exchange, just five years after they launched it.

Gabby and Laird are also the founders of Extreme Performance Training (known as XPT), designed to stimulate growth in all aspects of human performance through exposure to a variety of natural elements and environments. Essentially, they kick your ass through breath optimization, functional movement, and recovery techniques like ice baths and hot saunas.

Like all of us, Gabby’s journey has had its ups and downs, which we’ll get into — but what I love most about her is her hunger to gain new perspectives, while keeping it real at the same time.

In this interview with Gabby, we’re going to talk about:

Let’s win the day with Gabby Reece!

 🎞️ For the video interview, click here.


Resources / Links Mentioned:

🎧 The Gabby Reece Show.

😋 Laird Superfood (I start every morning with an espresso shot and a tablespoon of Laird Superfood Creamer).

💪 XPT Extreme Performance Training.

📝 Gabrielle Reece on Facebook.

📷 Gabby Reece on Instagram.

⚡ Gabrielle Reece website.

📙 Atlas Shrugged by Ayn Rand.

💚 Have a podcast of your own and want to monetize it? Join us at We Are Podcast.

“My biggest fear is that when I die the person I am meets the person I could have become.”

Author Unknown

Our guest today is a truly extraordinary individual and one of the world’s leading wilderness experts. Bruce Kirkby grew up in Toronto as an engineering physicist by trade, but he had that itch that there was more to life than simply going through the same boring motions each day.

Despite almost failing English in high school, Bruce became a wilderness writer and adventure photographer, and today he’s visited 80+ countries and is renowned for connecting wild places with contemporary issues.

Some of his most notable accomplishments include the first modern crossing of Arabia’s Empty Quarter by camel, a descent of Ethiopia’s Blue Nile Gorge by raft, a sea kayak traverse of Borneo’s northern coast, and a coast-to-coast Icelandic trek.

Bruce is the author of three bestselling books, winner of multiple National Magazine Awards, and has been featured in The New York Times. His TV show Big Crazy Family Adventure was released by the Travel Channel in 2015 and followed Bruce’s journey with his wife and two young children from their home in Canada to India with one condition – the only mode of transportation they couldn’t use was airplanes.

In this interview, we'll look at:

Perhaps the best lesson from this interview is how to reconnect with what it means to be human.

Bruce has an incredible energy, some amazing stories, and I know you’re going to love this episode!

For the video interview, click here.


Resources / links mentioned:

📷 Bruce Kirkby on Instagram

Bruce Kirkby website

🌎 Big Crazy Family Adventure on the Travel Channel

📚 Bruce’s brand-new book Blue Sky Kingdom: An Epic Family Journey to the Heart of the Himalaya

💚 Blue Sky Kingdom trailer

🎙️ We Are Podcast: Learn how to make money from your podcast

Ready to win the day™, every day? 

Actionable tips from James and exclusive interviews with the world's leading experts to help you win the day. Delivered to your inbox every two weeks 🔥
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