The Ultimate Holiday Gift Guide for 2020 | Win the Day™ podcast
December 8, 2020

“When things change inside you, things change around you.”


Welcome to my third annual holiday gift guide! Each year, I outline the items that have made the biggest impact in my life throughout the year, and I know they’ll do the same for you.

Before we begin, this holiday season – rather than squandering money on gifts with little long-term value – consider giving something practical, like a life-changing book that gets the recipient excited about taking ownership of their future.

Aside from allowing us to delve into the minds of the most inspiring and innovative people who ever lived, books are a great gift because they sit there staring back at us: providing gentle prompts, imaginative thought, and unprecedented motivation when we need it most.

In fact, many of the people I interviewed for Think and Grow Rich: The Legacy noted that, in times of distress, just staring at the cover of Napoleon Hill’s original classic made them feel better about themselves.

Anytime I find a book that really speaks to me, I am sure to grab a copy of the hardcover version too so I can use as a quick reference point whenever I need it. And the number one book I’ve read this year is actually an audiobook, as you’ll see.

Filling your mind with the knowledge you need is the best way to transcend your circumstances so you can achieve whatever you want in life, regardless of what’s happened in your past. Every book I have read has changed my life in one way or another, so that hunger for learning should hopefully be a priority for you too.

Without further ado, here are the books that I think would make the best gifts this holiday season, for you, a friend or a loved one. They’re mentioned by category, rather than in any ranking order, so just pick whichever ones intrigue you the most.

🎞️ For the video episode, click here.

Resources / Links Mentioned:

🤺 Millennial Samurai by George Chanos

🌞 Blue Sky Kingdom by Bruce Kirkby

🚧 The Road to Success by Brandon T. Adams and Samantha Rossin

🧨 Andrew Carnegie’s Mental Dynamite by Napoleon Hill and James Whittaker

💑 Leading Without Authority by Keith Ferrazzi

✏️ The 5 Minute Journal by Intelligent Change

🧭 Dare to Lead by Brené Brown

🎃 The Pumpkin Plan by Mike Michalowicz

💰 Think and Grow Rich: The Legacy by James Whittaker


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