
Business Transformation Consulting
Specialized consulting focused on guiding organizations through major operational and strategic changes, combining technology, process, and people management.
14 episodes


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.

Ep30 Bob Brogan—Road Warrior to Business Architect: 40 Years of Transforming Companies
Bob Brogan shares four decades of experience transforming companies across operations, IT consulting, and strategy. From early data warehousing in Canada to leading a $100M exit for a 43-year-old online ordering pioneer, he discusses business cycles, modular design principles, and the transition from tactical execution to strategic leadership. Now managing partner at Tech CXO Great Lakes, he emphasizes paying forward through mentorship, angel investing, and community work including founding the Legacy Guild scholarship program.


Ep24 Alan Gold—Sales, Marketing, and AI: How to Survive, Scale, and Avoid Stagnation
Alan Gold, a fractional CMO and sales consultant with 30+ years in technology marketing, discusses the evolving landscape of sales and marketing in the AI era. He covers M&A market dynamics, hiring and developing sales talent, the critical importance of strategy over tactics in marketing, and how companies can break through growth plateaus by finding adjacent markets and refining their differentiation.


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.

Ep 11 - Rob Reesor: Insights, Tips, Tricks and Wisdom from a Tech Veteran
Rob Reesor shares his four-decade technology career journey from early AI expert systems at Intellicorp through pioneering e-commerce at Virtual Vineyards to executive leadership roles across multiple private equity-backed companies. He discusses the evolution of software development, the challenges of technical debt management, building trust with non-technical stakeholders, and navigating acquisitions while emphasizing transparency and team empowerment.

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
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 04 - Mark Flickinger: From Rowing to Venture Capital - Lessons in Teamwork and Growth
Mark Flickinger, partner at BIP Ventures, discusses his journey from mechanical engineering and competitive rowing to venture capital. He explains BIP's platform-heavy approach with 50 employees supporting both investors and portfolio companies, their focus on high net worth LPs, and strategies for helping founders navigate the current market environment. Flickinger emphasizes the importance of solving real problems, building strong boards, and maintaining discipline during economic uncertainty.

Ep 03 - Jan Heybroek - From Startup to Successful Exit - Lessons from a Healthcare Entrepreneur
Jan Heybroek, partner at TechCXO's exec ops practice, shares his 17-year journey building and selling a medical market research company to a medical education firm in 2021. He discusses M&A negotiation tactics, the importance of transparency during due diligence, post-acquisition integration challenges, and healthcare industry trends including AI's role in diagnostics and the shift toward personalized medicine.

Ep 02 - Lewis Goldman: Mastering Marketing Evolution in the Digital Age
Lewis Goldman, a growth marketing executive at TechCXO, discusses his career evolution from advertising psychology to digital transformation across major companies like CNBC, Citigroup, and MetLife. He shares lessons from the dot-com era, explains modern marketing channel strategies including Google's lower-funnel and Meta's upper-funnel approaches, and explores how AI is reshaping both targeting capabilities and content authenticity in an influencer-saturated market.

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.
Want to go deeper?
Work With Me