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Side Letter: Overstating AI? - Private Equity International | PEI

Reported by Privateequityinternational
Apr 28, 2026· 3 min read
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Key Takeaways
  • • AI disruption concerns are actively delaying and derailing secondaries transactions, with buyers facing internal pressure to justify their own AI investments and integration timelines.
  • • Approximately half of general partners report that their AI initiatives are falling short of expectations, signaling a gap between AI adoption rhetoric and operational execution in PE firms.
  • • AI is reshaping deal underwriting and due diligence processes, requiring PE firms to conduct deeper analysis on automation scope and AI-related disruption risk within portfolio companies and acquisition targets.
  • • AI is creating friction across multiple PE functions—from investor relations and distribution to legal and talent acquisition—forcing firms to adapt their operational workflows and cost structures.
  • • The integration of AI into PE operations spans legal cost reduction (up to 80% potential savings), contract digitization via side letter management, and research acceleration, yet execution remains inconsistent across the industry.
Summary
AI concerns have emerged as a tangible disruptor in private equity secondaries transactions, with multiple deals stalling as buyers grapple with their own internal pressure to deploy and justify AI investments. According to Private Equity International, these delays reflect a broader pattern in which secondaries market participants are forced to reckon with AI implementation timelines that overlap with transaction closing expectations. The issue signals that AI is no longer a peripheral concern in deal execution but a material risk factor that sophisticated buyers must evaluate during diligence and negotiation phases.

The execution gap is pronounced: approximately half of GPs acknowledge that their current AI efforts are not delivering expected results. This shortfall suggests that while PE firms have invested heavily in AI platforms and tools, the operational integration and value realization remain uneven. Firms are adapting their underwriting processes to specifically assess AI disruption risk within target companies, requiring deeper diligence on automation scope and the potential for technology-driven business model shifts. This represents a fundamental shift in how PE professionals evaluate portfolio company resilience.

AI's influence extends across multiple operational domains within PE. In investor relations, AI is playing an expanded role in placement and communication strategies. Simultaneously, legal functions are exploring AI-powered platforms that could reduce transaction costs by as much as 80 percent, while contract management platforms are using AI to digitize and categorize side letters at scale. Distribution and exit strategies are also under pressure, as PE reporting inefficiencies created by legacy systems are generating friction in wealth transfer and fund liquidation processes.

The talent dimension compounds these challenges. PE professionals with AI expertise are in heightened demand, creating competitive pressure on compensation and retention. The industry is simultaneously confronted with the paradox that AI cannot replicate the core judgment-based functions that define PE—understanding founder temperament, navigating board dynamics, and building LP conviction—leaving human capital as the irreplaceable differentiator even as automation reshapes peripheral and operational functions.

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Sources

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Privateequityinternational Side Letter: Overstating AI? - Private Equity International | PEI