The EntreLeadership Podcast My Uncle Was Stealing From Our Business for Years
18 snips
Oct 27, 2025 A business leader grapples with the challenge of firing a family member caught stealing, highlighting the tension between compassion and business integrity. Topics include cultivating a strong company culture during rapid growth and navigating leadership across multiple generations. Experts share strategies for clear expectations and leveraging diverse strengths. Finally, there's valuable advice on managing company savings wisely, focusing on liquidity and growth through smart investments.
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Family Theft Complicates Succession
- Lee inherited a fourth-generation $4M service business and discovered his uncle had been skimming the till years earlier. Dave framed the dilemma as keep-and-forgive or fire-and-compensate, with family and history complicating the decision.
Buy A Graceful Retirement Exit
- If you can't trust a long-term family employee, buy their exit with generous, dignified severance instead of keeping a liability. Pay more now to avoid lifelong regret and protect company culture and operations.
Start Culture With Leadership Alignment
- Start cultural change by aligning your leadership layer around core values that reflect who you truly are, not aspirational wishes. Then integrate those values into hiring and onboarding for steady, systemic change.
