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The CEO Leadership Market Is Tightening as AI Raises the Stakes

by Billy Chapman, Vice President of Client Engagement

Private equity-backed software and SaaS companies are entering a new leadership cycle. While deal activity remains uneven and sponsors continue to navigate a cautious investment environment, AI is rapidly reshaping operational expectations and value creation priorities. At the same time, competition for proven CEOs is intensifying.

At Bespoke Partners, our CEO, Board, and P&L Practice, led by Katherine Baker, works closely with private equity sponsors and boards to identify and recruit transformational leaders capable of driving growth through periods of disruption. What we're seeing in the market today is reflected clearly in our latest Private Equity Talent Report: CEO Talent Trends in Software & SaaS.

The data points to a market where sponsors are moving earlier to secure leadership talent, candidates are becoming more selective, and AI readiness is quickly becoming a baseline expectation for executives expected to lead growth and transformation.

AI Is No Longer a Differentiator. It Is a Baseline Expectation.

Sponsors are prioritizing CEOs who can drive transformation, embed AI across the business, and position companies for long-term growth. While few executives have extensive AI operating experience, boards are increasingly looking for leaders with the agility, adaptability, and track record to navigate major technology shifts.

Candidates are equally focused on AI readiness. CEOs want to see a credible AI strategy, meaningful investment in innovation, and board alignment around transformation priorities. Companies that can't articulate that vision are increasingly falling behind in the competition for talent.

For boards and investors looking to evaluate CEO readiness in this new environment, our CEO AI Readiness Assessment Guide provides a practical framework for assessing the leadership capabilities that matter most in an AI-driven market. Download the guide here: CEO AI Readiness Assessment Guide.

For more insights on how leading CEOs are navigating AI-driven transformation, watch our latest CEO Tailored Talent episode with Katherine Baker, Jenny Gray, and Alex Bossetta!

The CEO Talent Market Is Getting Tighter

As exit activity returns, many CEOs are choosing to stay through liquidity events, shrinking the pool of experienced operators just as demand for leadership talent rises.

The result is a more competitive market, longer search cycles, and increased pressure on sponsors to engage talent earlier. Firms are responding with proactive talent mapping and more disciplined search strategies to secure top candidates.

At the same time, many executives remain committed to existing value creation plans and are reluctant to leave before key milestones are reached. For sponsors, that means building relationships well before a formal hiring need emerges. In today's market, reactive recruiting is a competitive disadvantage.

CEOs Are Becoming Far More Selective

The report highlights a major shift in candidate behavior.

Top CEOs are participating in fewer processes and spending more time evaluating whether an opportunity truly aligns with their long-term goals. Rather than “testing the market,” many executives are engaging only when they believe the opportunity justifies the investment of time and attention.

That selectivity is not only financial.

Experienced CEOs are increasingly making career-arc-driven decisions, evaluating how each role fits into their broader trajectory, timing expectations, and desired outcomes.

For sponsors, understanding where a candidate sits in their leadership journey is becoming just as important as evaluating operating experience.

Compensation Is Becoming More Strategic

Compensation structures are evolving alongside the market.

The report shows that CEO compensation scales materially faster than broader C-suite compensation as companies grow. Across the revenue bands analyzed, CEO pay increased by approximately 111%, compared to 64% for non-CEO executives.

At the upper end of the market, however, cash compensation begins to level off. Increasingly, differentiation is happening through equity structures and long-term incentive design.

That trend becomes even more visible in the equity data.

CEO equity multiples remained steady at 21x first-year OTE, while equity participation across broader executive functions compressed year over year. The data suggests sponsors continue to place exceptional emphasis on aligning CEO incentives directly with value creation outcomes.

Boards Are Still Willing to Make Changes at the Top

While executive turnover declined modestly across most leadership functions in 2025, CEO turnover moved in the opposite direction. Full-year CEO turnover increased from 11.9% to 13.7% year over year.

The message from sponsors is clear: expectations for CEOs continue to rise.

Boards remain willing to make leadership changes when growth, transformation, or performance expectations are not met. At the same time, continuity across execution-focused functions is becoming more important.

The Leadership Playbook Is Changing

The broader takeaway from the report is that CEO hiring private equity-backed software and SaaS companies is becoming more strategic, more data-driven, and more timing-sensitive.

AI readiness, transformation capability, market timing, and long-term alignment are now central components of leadership evaluation on both sides of the table.

The firms that adapt earliest to these changing dynamics will have a significant advantage in securing the leaders capable of driving the next generation of growth and value creation.

Authored by:

  • billy chapman
    Vice President, Client Engagement

    Billy is a Vice President on the Private Equity Partnerships team at Bespoke. Based in San Francisco, he joined the firm in April 2024. Prior to Bespoke, he worked for YipitData in Business Development where he provided data-driven research reports and insights to large investment funds.

    Billy also spent nearly six years at Adobe in the Document Cloud and AdCloud businesses in the sales organization and built-up institutional knowledge of how Enterprise Software companies operate.

    Billy has his B.A. in Economics from Middlebury College, where he was captain of the Football and Lacrosse teams and was an All American over the course of 3 seasons.