When a second-generation construction company reaches a crossroads, the decision isn’t just financial — it’s personal.
In this episode of ESOP Radio, Trevor Gilmore and Ben Spade sit down with Dave Jaeger, CEO of Legacy Utility Group, to discuss why he chose an ESOP over private equity — and how that decision shaped the company’s long-term strategy, culture, and leadership alignment.
The Crossroads: ESOP or Private Equity?
Legacy Utility was growing. Private equity firms were calling. Liquidity was available.
But Dave and his team weren’t just looking for a transaction — they were looking for alignment.
In this conversation, Dave explains:
Why private equity didn’t align with his long-term vision
How an ESOP created liquidity while preserving independence
Why cultural continuity mattered more than headline valuation
How the decision impacted recruiting and retention
For many founders, the question isn’t simply financial — it’s philosophical.
Pairing EOS with Employee Ownership
One of the most compelling parts of this conversation is how Legacy Utility paired its ESOP transition with the Entrepreneurial Operating System (EOS).
Dave explains how EOS helped:
Clarify roles and accountability
Align leadership around long-term goals
Strengthen operational discipline
Build ownership mindset across the organization
The result was not just a transaction — but a structured 10-year plan.
Managing ESOP Debt and Risk
No ownership transition is without risk.
Dave shares candidly about:
Managing leverage responsibly
Cash flow discipline
Educating employees about ownership
Setting realistic expectations
This episode offers a grounded look at how ESOPs function in capital-intensive industries — and how risk can be managed thoughtfully.
What He Would Tell Himself Three Years Earlier
One of the most valuable moments in the episode comes when Dave reflects on what he would tell himself three years before the transaction.
His answer highlights:
Preparation
Leadership development
Financial readiness
Timing considerations
For business owners weighing their succession options, this perspective is especially instructive.
🎙️ Listen to the Episode
Video Transcript
Introduction
The ownership crossroads: ESOP vs Private Equity
Why PE didn’t feel right
Legacy Utility’s competitive moat
Biggest growth constraint: capital and cash flow
How EOS changed the business
If the CEO disappeared for 6 months…
Why the ESOP rose to the top
Recruiting with an ESOP
Is there risk in an ESOP?
Educating employees about ownership
What Dave would tell himself 3 years ago
Final takeaways
Considering an ESOP?
If you’re evaluating employee ownership and want to understand whether an ESOP may be a strong fit for your company, Menke offers a confidential preliminary feasibility review.
This structured assessment evaluates:
Financial readiness
Ownership objectives
Succession alignment
Structural considerations
👉 Request a Preliminary ESOP Feasibility Review
Or contact Trevor Gilmore directly at [email protected]
About ESOP Radio
ESOP Radio is the official ESOP podcast from Menke—where real stories of growth, succession, and long-term wealth building are told.
Hosted by Trevor Gilmore, CEO of Menke, and Ben Spadt, ESOP Investment Banking Consultant at Menke, the show features conversations with business owners, executives, and advisors who have navigated employee ownership as a strategic path forward.
Explore more episodes at menke.com/esop-radio.
Disclaimer
This podcast is provided for educational purposes only and does not constitute legal, tax, investment, or fiduciary advice.
Phil DeDominicis is an ESOP strategist and M&A advisor who has guided 300+ companies through ESOP formations, financing, and transactions over 20+ years at Menke & Associates. He specializes in selling ESOP‑owned businesses to financial or strategic buyers and in helping ESOP companies acquire other businesses.




