For Private Equity Professionals
PE analysts often let AI screening tools reject companies that break sector norms but still represent strong investment cases. Without realising it, they trade their hard-won sector knowledge for the speed and apparent objectivity of AI-generated deal rankings.
These are observations, not criticism. Recognising the pattern is the first step.
PitchBook AI scores companies on financial metrics and growth patterns that match typical winners in a sector. An operator-led turnaround, a company with unusual cap structure, or a niche player with strong unit economics will score lower. You stop looking at deals the AI filtered out in round one.
The fix
Pull the bottom 20 percent of AI-ranked deals in your target sector and spend two hours reading three of them before screening season starts.
When you ask ChatGPT to explain a subsector's competitive dynamics, it synthesises published reports and news. It will not know the three regional players gaining share through customer switching that haven't yet shown up in analyst reports. Your pattern recognition atrophies.
The fix
Use ChatGPT only to organise information you already have or to spot-check facts you've heard from operators, not to build your first draft of market structure.
Preqin AI and similar tools find companies in databases. They miss the portfolio add-ons, roll-up candidates, and bolt-on acquisition targets that exist in the market but not yet in structured data. Your deal pipeline becomes narrower and more crowded.
The fix
Identify five deals from your fund's last three years that an AI tool would have missed entirely, then ask yourself how to find similar companies now.
Kensho and similar tools pull together public data into polished summaries that feel authoritative. You cite them in investment memos as if you've built the market thesis yourself. The moment you meet a CEO who contradicts the summary, you have no independent view to stand on.
The fix
Write a two-paragraph market view without opening any AI tool first, then use AI output only to find data points that challenge your view.
When you ask ChatGPT or Copilot to analyse a deal, it returns risks and opportunities in measured tone. You leave the analysis less sure than you went in. In PE, conviction comes from seeing through uncertainty, not from reading both sides of the case.
The fix
After receiving AI-generated analysis, write three sentences stating what you actually believe about the deal's upside, then use AI only to test that thesis.
When you ask ChatGPT to analyse a management team based on their LinkedIn profiles or company bio, you get pattern-matched assessment against generic success factors. You miss the specific question of whether this person can execute your value creation plan. You do fewer management meetings.
The fix
Identify one non-negotiable skill or experience you need from the CEO before running any background check through AI, then validate it face-to-face.
AI-generated memos are coherent and defensible. They are also structurally identical to every other memo written that way. They lack the specific insight that comes from your own wrestling with the deal. Partners stop knowing what you actually think.
The fix
Write the executive summary without AI first, then use Copilot only to tighten prose you've already committed to paper.
When you ask ChatGPT to build out a revenue model or sensitivity analysis, it generates something that looks complete. You don't do the work of testing which assumptions actually drive the case. Your conviction is in the model shape, not in the business logic.
The fix
Before putting any AI model into your investment memo, change one key assumption by 20 percent and explain what happens to value.
Preqin and other tools generate standardised vendor questionnaires and diligence checklists. You send them but don't notice when answers are evasive or inconsistent. You treat returned questionnaires as data rather than conversation starters.
The fix
After any AI-generated diligence questionnaire comes back, mark the three answers that matter most to your thesis and schedule a call to dig into each one.
When Kensho or ChatGPT maps out the competitive set, it organises public data into tidy segments. It cannot tell you which competitors are gaining share through customer relationships you don't see in market reports. You miss the most dangerous competitors.
The fix
Ask three customers and two ex-employees which competitors keep them up at night, then use AI to research only those names.
Your fund uses AI to pull monthly metrics from all portfolio companies into one dashboard. Green is good. Red is bad. You notice the red metrics but you lack the context to know what they mean. A revenue miss might signal a real problem or a planned customer concentration move.
The fix
When a metric turns red, spend 30 minutes on a call with the portfolio company before deciding if it matters.
When you ask Copilot to summarise last month's performance and surface issues, it produces neutral, comprehensive materials. You present them in board meetings without having formed your own view of whether the company is on track. Partners never hear what you actually see.
The fix
Before any board meeting, write down in one paragraph whether you think the company is tracking to plan, then build materials around that view.
When AI tools surface acquisition targets for your portfolio companies, they match on industry codes and geography. They cannot assess whether the acquisition fits your specific value creation thesis or whether the seller is motivated. You pursue deals that look good on a map.
The fix
Before passing any AI-sourced M&A lead to a portfolio CEO, spend time understanding why that target matters to their business plan, not why an algorithm thinks it matches.
When your whole fund uses the same AI tools and prompts, your analysts start seeing the market the same way. The portfolio company assessment that Kensho generates for one analyst is nearly identical to the one it generates for another. No one develops independent sector conviction.
The fix
When you disagree with how a shared AI tool has assessed a portfolio company, write down your reasoning before looking at what the tool says.
Worth remembering
The Book — Out Now
Read the first chapter free.
No spam. Unsubscribe anytime.