EPISODE · Aug 9, 2024 · 36 MIN
I Turned Down a Job That Would Have Made Me $50 Million
from We Live to Build
I Turned Down a Job That Would Have Made Me $50 Million. In this interview, serial entrepreneur Rom Lakritz shares the story of turning down a co-CEO role at an early-stage startup that is now pre-IPO—a decision that cost him a potential $50 million payday. He discusses the psychology behind making such a high-stakes choice and why he doesn't regret it. Rom, who has sold a company, taken another public , and raised $15 million for his current venture, also details the emotional toll of selling his first "baby", and how the buyer had to triple their offer to get him to say yes. Finally, he explains his powerful distinction between honesty and integrity, and why integrity is the more important virtue for any leader. Check out the company: https://sayanchor.comBook a 1-on-1 advisory session with me to apply these principles to your business: https://calendly.com/wltb/advisory👀 CONNECT WITH SEANSubscribe: https://www.youtube.com/@seanweisbrotLinkedIn: https://linkedin.com/in/seanweisbrotInquiries: [email protected]🕒 CHAPTERS00:00 - The Psychology of a Serial Entrepreneur02:35 - My First Business Was Selling Flowers at Age 1205:49 - Why Integrity Is More Important Than Honesty08:30 - Bootstrapping vs. Raising $15 Million11:45 - When to Hide Problems From Your Investors14:50 - The Right Way to Manage Investor Expectations17:44 - Knowing When to Shut Your Company Down20:47 - The Agony of Selling Your "Baby"24:11 - The $50 Million "Mistake" I Don't Regret27:36 - How We React to Market Chaos30:41 - My Team Stops Me From Moving Too Fast33:42 - The Evolution of a CEO: Learning Self-Control📈 WORK WITH ME▶ Book a Paid Advisory Session: https://calendly.com/wltb/advisory▶ Sponsor the Channel: https://www.welivetobuild.com/collaborate▶ My AI/Automation Agency: https://optimai.aiLeave a Review (it truly helps us grow): https://welivetobuild.com/review Hosted on Acast. See acast.com/privacy for more information.
What this episode covers
I Turned Down a Job That Would Have Made Me $50 Million. In this interview, serial entrepreneur Rom Lakritz shares the story of turning down a co-CEO role at an early-stage startup that is now pre-IPO—a decision that cost him a potential $50 million payday. He discusses the psychology behind making such a high-stakes choice and why he doesn't regret it. Rom, who has sold a company, taken another public , and raised $15 million for his current venture, also details the emotional toll of selling his first "baby", and how the buyer had to triple their offer to get him to say yes. Finally, he explains his powerful distinction between honesty and integrity, and why integrity is the more important virtue for any leader. Check out the company: https://sayanchor.comBook a 1-on-1 advisory session with me to apply these principles to your business: https://calendly.com/wltb/advisory👀 CONNECT WITH SEANSubscribe: https://www.youtube.com/@seanweisbrotLinkedIn: https://linkedin.com/in/seanweisbrotInquiries: [email protected]🕒 CHAPTERS00:00 - The Psychology of a Serial Entrepreneur02:35 - My First Business Was Selling Flowers at Age 1205:49 - Why Integrity Is More Important Than Honesty08:30 - Bootstrapping vs. Raising $15 Million11:45 - When to Hide Problems From Your Investors14:50 - The Right Way to Manage Investor Expectations17:44 - Knowing When to Shut Your Company Down20:47 - The Agony of Selling Your "Baby"24:11 - The $50 Million "Mistake" I Don't Regret27:36 - How We React to Market Chaos30:41 - My Team Stops Me From Moving Too Fast33:42 - The Evolution of a CEO: Learning Self-Control📈 WORK WITH ME▶ Book a Paid Advisory Session: https://calendly.com/wltb/advisory▶ Sponsor the Channel: https://www.welivetobuild.com/collaborate▶ My AI/Automation Agency: https://optimai.aiLeave a Review (it truly helps us grow): https://welivetobuild.com/review Hosted on Acast. See acast.com/privacy for more information.
NOW PLAYING
I Turned Down a Job That Would Have Made Me $50 Million
No transcript for this episode yet
Similar Episodes
Mar 26, 2026 ·1m
Mar 19, 2026 ·34m
Feb 18, 2026 ·11m
Feb 11, 2026 ·45m