HBO and The Ringer's Bill Simmons hosts the most downloaded sports podcast of all time, with a rotating crew of celebrities, athletes, and media staples, as well as mainstays like Cousin Sal, Joe House, and a slew of other friends and family members who always happen to be suspiciously available.
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In this episode of THE EXIT, I sit down with Marc Macleod — former CFO of Shopify and FreshBooks, founder of SurePath Capital, and the coach behind over $1B in successful exits — to uncover the real truth behind the startup exit process.
We talk about:
- The biggest mistakes founders make during an exit
- The psychology of selling your company (and what comes after)
- Why most earn-outs are traps
- How Marc built his post-exit life around mindfulness, purpose, and founder performance
- Tactical advice on aligning with acquirers and investment bankers
- Why your physical and mental health are the #1 growth tools as a founder
If you're building, scaling, or selling a venture-backed startup, this is the episode you can't afford to miss.
Subscribe for more real conversations with world-class founders, investors, and M&A experts.
🔗 Follow the Guests & Hosts
THE EXIT GROUP® – https://www.theexit.group
Instagram – / theexit.group
Marc Macleod – / marcmacleod
Adrian Salamunovic – / adriansalamunovic
Chapters
1. Psychological Aspects of Selling a Company (00:00:00)
2. Introduction of Mark Macleod (00:00:00)
3. Mark's Background in Venture-Backed Startups (00:01:00)
4. Yahoo Purchasing Facebook? (00:02:21)
5. What Makes for a Successful Acquisition? (00:04:30)
6. Why I Avoid Earnouts (00:06:24)
7. Founder Burnout and Recovery Time (00:09:50)
8. Importance of Being Present (00:12:31)
9. Fitness and Mental Health for CEOs (00:13:18)
10. The Role of Coaching in Startups (00:19:55)
11. Operational Experience in Coaching (00:21:30)
12. Two Things You Need to Succeed in Business (00:26:20)
13. What Founders Get Wrong Pre-Exit (00:29:00)
14. Should Founders Work With I-Bankers and When? (00:32:25)
15. Avoiding Exit Landmines (00:41:24)
16. Coaching and Providing Tough Feedback (00:48:20)
17. Creating a Massive Business You Never Want to Exit (00:49:40)
3 episodes