Bet on the Jockey, Not the Horse: A 35-Year CFO's Guide to Backing Winners | Chris Thomajan, Ep 42

Bet on the Jockey, Not the Horse: A 35-Year CFO's Guide to Backing Winners | Chris Thomajan, Ep 42

Chris Thomajan, a CFO with 35 years of experience across 100+ startups, discusses his career path from English major to finance leader in Boston's biotech ecosystem. He shares frameworks for evaluating founding teams, navigating venture capital cycles, and preparing companies for IPO, emphasizing that betting on the right 'jockey' matters more than the business idea itself.

Decades of Financial Strategy Across 70 Companies and Still Going | Neal Miller, Ep 39

Decades of Financial Strategy Across 70 Companies and Still Going | Neal Miller, Ep 39

Neil Miller, a partner emeritus at Tech CXO with nearly 20 years of fractional CFO experience across 70+ companies, shares his career journey from public accounting through multiple CFO roles at public companies to pioneering fractional executive work. He discusses value creation stories including Cloud Sherpas (acquired by Accenture) and Boomtown (90M+ revenue exit), the current venture capital environment, and how AI tools are compressing startup development cycles while raising the bar for execution speed.

Decades of Financial Strategy, Still in the Game and Giving Back | Ted Stone, Ep 36

Decades of Financial Strategy, Still in the Game and Giving Back | Ted Stone, Ep 36

Ted Stone, a 72-year-old fractional CFO, discusses his decades-long career in financial leadership, including multiple private equity-backed M&A transactions, integration strategies, and current work helping companies navigate recapitalizations and ESOP transitions. He shares lessons from rolling up businesses, managing post-acquisition culture clashes, and why he continues working seven years past traditional retirement age.

Tariffs and Economic Uncertainty: How We Got Here and What's Next | Michael Weinstein, Ep 28

Tariffs and Economic Uncertainty: How We Got Here and What's Next | Michael Weinstein, Ep 28

Michael Weinstein, a fractional CFO with decades of Wall Street and corporate finance experience, analyzes the current economic uncertainty driven by tariff policy, Federal Reserve decisions, and structural market challenges. He explains how tariffs function as a massive tax increase, why venture capital liquidity has frozen, and how uncertainty prevents corporate investment—while arguing that entrepreneurship and new business formation will ultimately lead the economy out of stagnation.

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