Owner to Owner fall issue 2026

October 27, 2026
  • Capital Partners
In this issue of Owner to Owner, we discuss building businesses and company culture with Wister Insurance Co-Founder Darren Pettyjohn and learn about captive insurance from Andy Lewis, CEO and Principal of Keystone Risk Partners. We also explore how minority equity can fund growth while allowing owners to retain control and review the business environment approaching year-end.

From startup to successful exit: Wister Insurance’s Darren Pettyjohn on building businesses, teams, and culture

We recently sat down with Darren Pettyjohn, co-founder of Wister Insurance, to discuss entrepreneurship, risk, company culture, and the future of short-term rental insurance.

Is captive insurance right for your business?

Managing Director Alex Toskovich speaks with Andy Lewis, CEO and Principal of Keystone Risk Partners, to get his perspective on captive insurance – how it works, who it benefits, and how the right businesses can turn insurance into a strategic asset.

When taking capital doesn't mean selling

Principal Michael Boylan and Managing Directors Alice Birnbaum and Benjamin Persofsky explore how minority equity can fund growth and provide liquidity while allowing owners to keep control of what matters most.

The business environment Q4 2026

Michael Conti, Jack Goryl, and Christine Hourihan provide an overview of the business environment on three fronts: the economy, the credit markets, and the private equity and mergers and acquisitions markets.
Wooden cabins in forest below mountain peak during night
Up Next
Up Next

From startup to successful exit: Wister Insurance’s Darren Pettyjohn on building businesses, teams, and culture

We recently sat down with Darren Pettyjohn, co-founder of Wister Insurance, to discuss entrepreneurship, risk, company culture, and the future of short-term rental insurance.

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