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The Importance of Leadership in PE Deal Thesis and Due Diligence

  • Writer: Jim Tolbert
    Jim Tolbert
  • Mar 31
  • 2 min read

Category: Private Equity, Leadership


Audience: PortCo Leaders, Investors, Private Equity Professionals


Overview: Leadership factors should be embedded in the PE deal thesis and due diligence processes to ensure alignment and drive value creation.


Read time: 3 minutes


Private equity success is no longer about financial engineering - leadership effectiveness is now the critical multiplier of value creation. Yet, too often, it’s an afterthought in due diligence. 


Leadership as a Core Element in Deal Thesis


Too many investors assume a strong balance sheet compensates for weak leadership - it doesn’t. 


A well-defined PE deal thesis should account for leadership as a fundamental driver of value. 


While financials, market position, and operational efficiencies are traditional areas of focus, the quality and effectiveness of leadership can be the key differentiator in achieving growth objectives. 


Key considerations include:


  • Leadership Bench Strength – Does the current executive team have the expertise and resilience to execute the investment strategy?


  • Cultural Fit – Is there alignment between leadership style and the operational framework envisioned by investors?


  • Strategic Vision – Are the leaders capable of driving innovation and navigating market challenges effectively?

CEO leaping off a cliff reaching for a suspended key - indicating financial growth

Leadership Assessment in Due Diligence


The due diligence process must go beyond financial audits and market assessments to include a structured, analytic-based leadership evaluation. 


Key steps include:


  • Executive Evaluations – Conduct assessments of key executives to identify strengths and gaps


  • Organizational Structure Review – Ensure the team is structured for scalable growth and operational excellence


  • Leadership Transition Planning – If gaps exist, outline a clear succession and talent acquisition plan to strengthen leadership.


Identifying Key Value-Creating Roles


Not all leadership roles carry equal weight in a deal. 


Investors should focus on:

  • CEO and Executive Team – The strategic direction and cultural tone are set at the top

  • Operational Leaders – Those responsible for execution and efficiency improvements

  • Finance Leadership – A strong CFO is critical for financial transparency and growth strategy alignment.


The Long-Term Impact of Leadership Alignment


Integrating leadership assessment into the PE deal thesis ensures stronger alignment between investors and operating teams. 


When prioritized early, leadership enhances execution, mitigates risk, and drives sustained portfolio growth. 


Leadership analytics will be as critical as financial modeling—investors who overlook it will struggle to generate outsized returns.


Here is a case study where Investors didn't have an effective leadership plan - a new, hastily selected CEO almost tanked the company: Leadership in Transition: How Data-Driven Transparency Protected Investor Returns.


For investors looking to strengthen leadership assessment in their deal strategy, I’d welcome the opportunity to connect. Schedule a time to chat - https://calendly.com/jimetolbert/30min.


Jim Tolbert is the Managing Director at the Performance Leadership Learning Lab (PL3). His experience includes education, finance, private equity, and leadership development.

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