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Big Deal Small Business

Thinking about buying a small business? I’ve done it (3 times now) — and I share my strategies, mistakes, and frameworks. I aim to bridge my former Private Equity life to the Main Street world in a way that's approachable, interesting, and educational.

bigdealsmallbusiness.substack.comSource feed ↗20 episodes

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Latest episodes

Blooma Operating Update (August 2026)

Guesswork Unveiled, Issue #37

Handshakes to Hugs

August 6, 2026 | Issue #139

SMB Marketing Framework (Part 2)

Guesswork Unveiled, Issue #36

SMB Marketing Framework (Part 1)

Guesswork Unveiled, Issue #35

Learning to Take Risk

July 14, 2026 | Issue #138

The Maturation of a Small Business

Guesswork Unveiled, Issue #34

Was buying a business worth it?

June 29, 2026 | Issue #137

Debt & Downside Protection (Updated)

June 20, 2026 | Issue #136

Lead Funnel Mapping

Guesswork Unveiled, Issue #34

Punchable Face

May 18, 2026 | Issue #135

The Friction I Choose

Guesswork Unveiled, Issue #33

Stop Solving For Friction

April 28, 2026 | Issue #134

Designing Compensation Incentive Packages

Guesswork Unveiled, Issue #32

Your Trusted Search Deal Team (2026)

The support you need as a searcher. Vetted & Trusted.

Are you ready to buy a small business?

April 2, 2026 | Issue #133

GWC as a Business Owner

Guesswork Unveiled, Issue #32

Four Years in the SMB Tunnel

Guesswork Unveiled, Issue #31

Investing: Key Searcher Qualities

February 17, 2026 | Issue #132

Investing: Underwriting the Searcher

February 10, 2026 | Issue #131

Blooma Operating Update (February 2026)

Guesswork Unveiled, Issue #30