Buying a $40m Business as a 49-Year-Old First-Timer

Buying a $40m Business as a 49-Year-Old First-Timer

April 20, 2026 · 1h 32m

About this episode

Greg Hirsch discusses the value of life experience in business acquisitions and shares insights from his journey as a first-time buyer.

Greg Hirsch wants more seasoned professionals to understand how valuable their experience can be to an ETA journey. Topics in Greg’s interview: Fifteen years learning systems at Sysco Foods Failed startup revealed builder, not founder path Helped scale trucking roll-up through industry consolidation Revisiting his “heck no” pile Invests in timeless blue-collar essential industries Late-40s searches benefit from life experience Spouse alignment essential before risking family security His wife’s perspective on the process Growth comes from removing operational friction His wife’s perspective on the process References and how to contact Greg: LinkedIn Hirsch Ventures Get a free review of your books & financial ops from System Six (a $500 value): Book a call with Tim or hello@systemsix.com and mention Acquiring Minds Download the New CEO’s Guide to Human Resources from Aspen HR: From this page or contact jenny@aspenhr.com Get complimentary due diligence on your acquisition's insurance & benefits program: Oberle Risk Strategies - Search Fund Team Connect with Acquiring Minds: See past + future interviews on the YouTube channel Connect with host Will Smith on LinkedIn Follow…

Sponsors

System Six, Aspen HR, Oberle Risk Strategies

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