#69 How to Identify a Winning Business Offer Before You Invest | Tanner Chidester episode artwork

EPISODE · Apr 7, 2026 · 1H

#69 How to Identify a Winning Business Offer Before You Invest | Tanner Chidester

from The David Guttman Podcast · host David Guttman

Tanner Chidester spent over $3 million on coaches, masterminds, and mentors, and he has zero regrets. In this episode, he shares how he used to evaluate which investments in himself were worth making, why he fired coaches after 30 days if results weren’t materializing, and how a chance lunch with a family friend changed the entire direction of his life. What’s the one investment in yourself you’ve been putting off that could change everything?​​​​​​​​​​​​​​​​ Learn what Wharton Business School will never teach you!  Sign up for the ANTI-MBA today: ⁠⁠https://bit.ly/46vct60⁠⁠ Click here to order your personalized poster!: ⁠⁠https://bit.ly/46J08MS⁠⁠ Get Tanner Chidester’s book, “Infinite Income: The Eight-Figure Formula for Your Online Business”:⁠⁠ ⁠⁠⁠⁠https://bit.ly/48gpL88⁠⁠ Listen to "Infinite Income" on all your favorite platforms! YouTube: ⁠⁠https://bit.ly/48pISfZ⁠⁠ Spotify: ⁠⁠https://bit.ly/41lTaKm⁠⁠  Connect with Tanner Chidester Website: ⁠⁠https://bit.ly/4caU5Cw⁠⁠ YouTube: ⁠⁠https://bit.ly/41Qmo4c⁠⁠ Instagram: ⁠⁠https://bit.ly/3Q6nTbQ⁠⁠ Facebook: ⁠⁠https://bit.ly/4vbhGeQ⁠⁠ TikTok: ⁠⁠https://bit.ly/4sVs4pH⁠⁠ X: ⁠⁠https://bit.ly/4cqusPc⁠⁠ LinkedIn: ⁠⁠https://bit.ly/4vfxkFW⁠⁠ Timestamps 00:00 ​Intro of Show 01:55 Tanner Chidester’s Back Story 05:21 Motivation from His Upbringing 08:43 Athletic Journey 11:08 Pivoting to Entrepreneurship 15:47 Family Life 17:45 Investing $3M in Mentorship 22:05 Lessons from His Experience 24:18 Business Scaling and Exit, Sabbatical Leave, and Book Publishing 27:59 Investing in Private Equity 38:42 Red Flags in Portfolio Companies 41:13 Values to Look for in Business Collaborations 43:08 Views on Charlie Kirk 46:20 Legacy Perspective 49:37 Defining One’s Purpose 52:41 Managing Romantic Relationships 58:16 Goal-Setting for the Future 1:00:13 Connect with Tanner Watch the “David Guttman Podcast” every Tuesday at 8AM EST on YouTube ⁠⁠https://bit.ly/3ZGK2yv⁠⁠ Connect with David Guttman Website: ⁠⁠https://bit.ly/4jclYvK⁠⁠ Instagram: ⁠⁠https://bit.ly/4iARMe9⁠⁠ TikTok: ⁠⁠https://bit.ly/3P19NVm⁠⁠ Facebook: ⁠⁠https://bit.ly/49CQjQx⁠⁠ X: ⁠⁠https://bit.ly/4gH28aR⁠⁠ LinkedIn: ⁠⁠https://bit.ly/3Bx7Tc2⁠⁠ SUBSCRIBE TO: ⁠⁠https://www.youtube.com/@OfficialDavidGuttman⁠⁠ Download the “David Guttman Podcast” on all your favorite podcast platforms: Spotify: ​​⁠⁠https://spoti.fi/3VE3fzV⁠⁠ Apple Podcasts: ⁠⁠https://bit.ly/3VLzm0v⁠⁠

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#69 How to Identify a Winning Business Offer Before You Invest | Tanner Chidester

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