Exit Horizon: CEO Insights

Regardless of an executives’ experiences or expertise, it’s never easy to be a new CEO. When it comes to replacing a company’s founder, though, the process can be even more challenging. 

In our first episode of Exit Horizon: CEO Insights, JM Search’s Managing Partner Andrew Henry speaks to Lenny Castiglione, CEO of Ob Hospitalist Group. A multi-time CEO, Castiglione succeeded Ob Hospitalist Group’s founder in 2015.

Now, with his array of succession experiences, he offers advice to fellow CEOs preparing to succeed company founders.

In this episode, Lenny provides tips on:

• Hiring an executive coach
• Seeking advice from the company’s founder(s)
• Shifting his perspective on remote leaders
• Checking in with employees regularly

Download JM Search's 2026 CEO Compensation & Insights Study - featuring insights from 350 CEOs & Presidents.

Learn more about JM Search.

Welcome to Exit Horizon: CEO Insights, a podcast from JM Search. With Season 1 hosted by Managing Partner Andrew Henry, this series brings you candid conversations with seasoned chief executives who have navigated the high-stakes world of executive leadership, private equity partnerships, and organizational transformation. In each episode, top leaders share their tested playbooks for success in the moments that define a CEO.

Whether you are an aspiring leader, a newly appointed CEO, or a seasoned executive, tune in for real-world advice on leading through change, making high-pressure decisions, and driving exponential growth.

To get the latest insights on the CEO role, be sure to download JM Search's 2026 CEO Compensation & Insights Study - featuring input from 350 CEOs & Presidents across industries.

Learn more about JM Search.