Ep42 Chris Thomajan: Bet on the Jockey, Not the Horse: A 35-Year CFO's Guide to Backing Winners

Ep42 Chris Thomajan: Bet on the Jockey, Not the Horse: A 35-Year CFO's Guide to Backing Winners

Chris Thomajan, a CFO with 35 years of startup experience, discusses his career path from English major to finance leader across 100+ companies, primarily in Boston's biotech ecosystem. He shares frameworks for evaluating CEOs, navigating venture capital cycles, and managing founder transitions, emphasizing that betting on the right team matters more than the product itself.

Ep38—Louis Gump-Innovation, Timing, and Leadership: Whether You're an Entrepreneur or Intrapreneur

Ep38—Louis Gump-Innovation, Timing, and Leadership: Whether You're an Entrepreneur or Intrapreneur

Lewis Gump, a fractional CEO/COO and author of 'Gorilla Marketing Tactic,' discusses his career building mobile and digital businesses at CNN and The Weather Channel, the critical differences between entrepreneurs and intrapreneurs, and how founders can successfully transition into larger organizations post-acquisition. He emphasizes that innovation requires leadership commitment, cultural fit, and the ability to build bridges across diverse teams.

Ep37—Mike Martin: Big Tobacco to Government Contracts: Building Breakthrough Brand Campaigns

Ep37—Mike Martin: Big Tobacco to Government Contracts: Building Breakthrough Brand Campaigns

Mike Martin, fractional CMO at Tech CXO, discusses his career journey from landscape architecture to advertising, including breakthrough campaigns for the Truth anti-smoking initiative and Monster.com's Super Bowl ads. He shares insights on modern marketing challenges, the role of AI in creative work, and lessons learned from both toxic leadership and successful brand building across hospitality, e-commerce, and government sectors.

Ep20 Adam Lehde — Family Values, Ukrainian Excellence: Creating the Ideal Workplace

Ep20 Adam Lehde — Family Values, Ukrainian Excellence: Creating the Ideal Workplace

Adam Lehde, co-founder of Happen Technologies, discusses building a hybrid software development company that partners US-based strategy with Ukrainian technical talent. He shares his journey from mobile developer to entrepreneur, the cultural strengths of Ukrainian developers, and his philosophy of building a family-first company culture while maintaining high performance through direct communication and ownership mentality.

Ep17 - Kirby Winters — Scout Skills, Leadership Hacks, and Smart Security in the Age of AI

Ep17 - Kirby Winters — Scout Skills, Leadership Hacks, and Smart Security in the Age of AI

Kirby Winters, fractional CISO at TechCXO, discusses his journey from telecom to cybersecurity consulting, emphasizing leadership lessons from Boy Scouts and entrepreneurship. He covers the evolving threat landscape, social engineering attacks, cyber insurance challenges, and compliance requirements like SOC 2 and CMMC. The conversation explores how AI is amplifying security risks and the growing need for fractional security leadership in small to mid-sized businesses.

Ep16 - Rich Makover—Leadership, Resilience, and Sales Mastery

Ep16 - Rich Makover—Leadership, Resilience, and Sales Mastery

Rich Makover, a fractional Chief Revenue Officer and executive coach at TechCXO, shares his journey from Penn State lacrosse player to CPA to sales leadership at Avon and beyond. He discusses the value of athletic resilience in sales, the evolution from individual contributor to C-suite executive, and his transition into fractional leadership and executive coaching. The conversation covers sales strategy, team building, leadership development, and helping professionals navigate career transitions.

Ep 09 - Bart Foster: Grit Becomes Growth, the Path from Pain to Transformation

Ep 09 - Bart Foster: Grit Becomes Growth, the Path from Pain to Transformation

Bart Foster shares his journey from corporate executive to founder of SoloHealth, a health screening kiosk company that scaled to 4,000 Walmart locations before he was forced out by his board. After moving to Boulder, Colorado, he founded Business Outside, which uses nature-based experiences to help corporate teams build authentic connections and develop intentional leadership approaches.

Ep 07 - Christy Johnson -  Cultivating Resilience Through Adaptation, Partnership and Growth

Ep 07 - Christy Johnson - Cultivating Resilience Through Adaptation, Partnership and Growth

Christy Johnson, performance engineering lead at VIP Ventures, shares her unconventional path from international microfinance to steel manufacturing to venture capital. She discusses her seven-year tenure as interim-then-permanent CEO of a portfolio company, the firm's hands-on 'performance engineering' approach to supporting founders, and how COVID-19 transformed her company into a successful fully-remote operation.

Ep 01 - Maria Goldsholl: Building Authentic Leadership and Culture in Startups

Ep 01 - Maria Goldsholl: Building Authentic Leadership and Culture in Startups

Maria Goldsholl, fractional Chief People Officer at TXO, discusses authentic leadership, building trust-based cultures in startups, and the value of fractional executive services. She emphasizes humility over ego, the importance of going through hard things together to build team resilience, and how transparency and psychological safety drive organizational success.

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