Why Private Equity Deals Fail: The #1 Mistake Investors Make

Shiv Narayanan
Shiv NarayananJun 11, 2026

Why It Matters

Understanding and correcting these operational blind spots can prevent costly bankruptcies and improve fund performance, making operational diligence as critical as financial analysis in private‑equity investing.

Key Takeaways

  • Delayed management replacement is top cause of PE deal failure.
  • Tech migration overruns cost time, erode portfolio performance.
  • Operating teams must intervene quickly to mitigate management gaps.
  • Misaligned third‑party tech implementations can trigger rapid bankruptcy.
  • Adding a “2.0” value‑creation layer reduces risk and boosts returns.

Summary

The video dissects the two primary reasons private‑equity transactions stumble: slow replacement of underperforming management and costly, delayed technology migrations. The speaker, drawing on experience from over 180 fundraises, argues that these operational missteps erode value faster than any market fluctuation.

Data points underscore the severity: management turnover delays directly waste time—an asset in any growth play—and tech rollouts often exceed budget and schedule, dragging down portfolio performance. A vivid case study from Carlyle’s acquisition of Verizon’s Hawaiian wireline business illustrates how a botched billing system left tens of thousands of customers without invoices, prompting mass migration to mobile and culminating in bankruptcy within 18 months.

Key quotes highlight the lesson: “We took too long to replace them…time is the enemy of our product,” and “misaligned talent doesn’t get the focus it should.” The speaker proposes a “2.0” value‑creation model that embeds an operating team ready to step in instantly, ensuring both management continuity and disciplined tech execution.

For investors, the takeaway is clear: integrating dedicated operational expertise and aligning third‑party providers with the business’s core objectives can dramatically reduce failure risk and enhance returns across private‑equity portfolios.

Original Description

Most private equity deals don’t fail because of the market. They fail because of execution.
After working on more than 180 fundraises, Bob Brown, Founding Partner and Head of Capital Formation and Investor Relations at Motive Partners, reveals the two biggest reasons PE-backed companies underperform—and why management issues and failed tech implementations continue to destroy value.
He shares a real-world story from a Verizon wireline acquisition in Hawaii where a failed billing system migration led to customer losses, operational chaos and ultimately bankruptcy within 18 months.
This clip breaks down:
-Why replacing leadership too slowly kills returns
-How tech migrations become hidden deal risks
-Why embedded operating teams matter more than outside consultants
-Lessons private equity firms still haven’t fully solved
-A cautionary tale every investor and operator should hear
If you're interested in private equity, operational value creation, M&A integration or portfolio management, this is a must-watch moment.
🎙️ Tune into the Private Equity Value Creation Podcast:
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#privateequity #privateequitypodcast #privateequityvaluecreation

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