What if success isn’t enough? Many entrepreneurs reach financial freedom only to feel lost. Walter Paulsen, who built a $500M company, shares why wealth alone doesn’t bring fulfillment and what truly matters after the exit.

Expect real talk on resilience, competition, and finding purpose beyond business. Walter and Jerome Myers break down why some thrive post-exit while others struggle—and how to make sure you’re on the right path. Listen now to discover what makes success truly meaningful.

[00:00 - 04:55] - The Nature of Happiness & Purpose

• Happiness is fleeting, not a permanent state
• It’s a byproduct of meaningful work, not wealth
• Chasing money without purpose leads to dissatisfaction

[04:56 - 07:30] - Competitive Mindset & Personal Growth

• Walter’s sports background shaped his resilience
• Self-competition builds long-term success
• Physical challenges enhance mental toughness

[07:31] - Building a $500M Business in Four Years

• Led Blackhawk Network, pioneering the gift card industry
• Secured multi-year exclusivity deals before competitors reacted
• Growth came from a mix of timing, execution, and partnerships

[16:00 - 24:15] - The Exit Paradox: What Happens After the Liquidity Event?

• Many founders face identity loss post-exit
• Financial success doesn’t guarantee purpose or fulfillment
• Those without purpose often struggle with post-exit happiness

[24:16] - Finding the Right Problem to Solve

• Solving the wrong problem leads to wasted effort
• Small bets provide valuable insights
• Grit matters, but only in the right direction

[32:00 - 41:29] - Transitioning to Coaching & Advising

• Walter shifted from operator to advisor
• Helps CEOs build strong company cultures
• Loving your work is key to long-term fulfillment

Key Quotes:

“Happiness isn’t something you chase; it’s a byproduct of living with purpose.” – Walter Paulsen

“Small bets that don’t work out can be valuable because they show you where not to go.” – Walter Paulsen

Connect with Walter!

LinkedIn: https://www.linkedin.com/in/walterpaulsen/

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