The strategic structuring of teams, roles, and processes to optimize company performance and culture.
10 episodes
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.
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.
Louis Gump, fractional CEO/COO and author of Inside Innovator, discusses his career building mobile 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, cross-functional collaboration, and understanding when to adapt entrepreneurial instincts to corporate environments.
Mike Martin, fractional CMO at Tech CXO, discusses his career building breakthrough brand campaigns—from the Truth anti-tobacco campaign's guerrilla marketing tactics to Super Bowl spots for Monster.com. He shares lessons on creative courage, navigating difficult bosses, and how AI is transforming marketing while emphasizing that creativity still requires human oversight and strategic foundations.
Brantley Fry, partner at Tech CXO, shares her unconventional career path from environmental litigation to political operations to human capital management. She discusses her work on major environmental disasters (TVA coal ash spill, BP oil spill), serving as state director for a U.S. senator, and helping a health tech startup through acquisition. The conversation explores employment agreements, non-traditional hiring, and building culture through M&A transitions.
Alex Gafford, a corporate finance executive at Blue Street Capital, discusses his company's nine-year experiment with a five-hour workday that increased productivity by 24% and revenue by 30%. He explains how condensed work schedules, protected focus time, and AI tools enable knowledge workers to achieve peak performance while maintaining work-life balance, challenging traditional assumptions about hours worked versus results delivered.
Bob Brogan shares four decades of operational and strategic consulting experience, from early data warehousing work at IBM subsidiaries to leading turnarounds and exits. He discusses his approach to business transformation through modular design, cash cycle management, and the importance of mentorship—both as an angel investor evaluating founders and through his Legacy Guild charity providing scholarships to students who've lost parents.
Adam Lehde, co-founder of Happen Technologies, discusses building a hybrid software development company that partners US-based strategy with Ukrainian engineering talent. He shares his journey from mobile developer to entrepreneur, the cultural advantages of working with Ukrainian developers, and his philosophy of building a family-first company culture supported by community practices like F3 fitness groups.
Three fractional IT executives discuss cost optimization strategies during economic downturns, including cloud infrastructure waste, vendor management, and strategic hiring decisions. They share specific examples of reducing AWS spend by 50-75%, eliminating unused software licenses, and the risks of cutting technical staff without preserving domain expertise.
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 psychological safety, transparent communication, and learning from career setbacks as foundations for effective leadership and organizational growth.
Want to go deeper?
Work With Me