Todd Wilkowski: The Fractional Executive Revolution

Todd Wilkowski: The Fractional Executive Revolution

From The Drop In CEO by Deborah Coviello

November 10, 2025 · 50 min · Season 5 · Episode 549

About this episode

Deb Coviello and Todd Wilkowski discuss the evolution of the fractional executive model and its impact on small and medium-sized businesses.

In this episode of the Drop in CEO podcast, Deb Coviello welcomes back Todd Wilkowski, a seasoned fractional general counsel and trusted advisor to family-owned and closely held businesses. Together, they explore the evolution of the fractional executive model, the importance of building relationships over transactions, and how proactive legal and business strategies can empower small and medium-sized businesses. Todd shares personal stories, the VROOM framework, and insights on collaboration, risk, and the future of work in the age of AI.   Episode Highlights: 02:00 – Todd shares his unique background, from Air Force officer to trusted legal advisor, and the value of diverse experiences. 21:00 – The rise of the fractional executive model: why relationships, not transactions, are the future for business advisors. 33:00 – Introducing the VROOM framework: Value, Relationship, Resources, Responsiveness, Relevancy, and Measurability for client success. 45:30 – Embracing AI and collaboration: how technology and human connection are shaping the next era of business leadership.   Todd is a trusted advisor and outside general counsel for private, closely…

People in this episode

Host: Deb Coviello

Guest: Todd Wilkowski

Topics covered

  • fractional executive model
  • business relationships
  • legal strategies
  • AI in business
  • collaboration

Keywords

  • VROOM framework
  • family-owned businesses
  • trusted advisor
  • future of work

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