I’ve learned the hard way that due diligence rarely tells the whole story. The glossy investor decks, five-star Google reviews, and even professional references are often rehearsed to perfection. They tell you what you want to hear, not what you need to know. The real insights, i.e. the unvarnished truths, live in the conversations that never make it into the pitch: the ones with existing customers.
Over time, I’ve turned those conversations into a sort of secret weapon: my own form of “shadow due diligence.” You could call it reverse engineering trust. Instead of relying on surface-level audits or financial statements, I go to the people who’ve already lived through the product, service, or partnership. Because when it comes down to it, customers don’t have a reason to lie.
Why I stopped trusting official references
I remember being sent three “client references” by a vendor once. All of them glowed with praise and on paper, the vendor was flawless. But something about the tone felt too polished, too consistent. So, I took a detour. I found one of their older clients on LinkedIn, someone no longer featured in their marketing materials, and asked for ten minutes of honesty.
The difference was night and day. The former client told me about slow delivery timelines, a constantly rotating team, and unfulfilled promises that never made it into any report. That single conversation saved my company a six-figure mistake.
Official references are like political endorsements — curated, managed, and staged. But unofficial ones? They’re gold dust.
The art of subtle customer due diligence
The trick is to approach it with tact. People can smell an interrogation a mile away, so I’ve learned to make it conversational. I’ll start by saying something simple, like, “Hey, I’m considering working with them. What’s your honest take?” Then I let silence do its work.
Here’s what I listen for:
Tone before words. Are they cautious? Warm? Guarded?
The “almost” praise. Phrases like “They’re great, but…” or “It depends who you deal with” are often where the truth hides.
Emotion over data. If a customer lights up talking about service, that’s better proof than a Net Promoter Score.
This isn’t about catching companies out,it’s about understanding patterns. If three different customers mention “delays,” even politely, that’s not noise. That’s a signal.
Hidden signals that reveal everything
Over time, I’ve noticed a few recurring clues:
Response lag. If a current customer takes days to reply to your outreach, that often mirrors the vendor’s own responsiveness.
How they talk about people. If the praise centers on one person rather than the system, it means the company’s reliability depends on personalities, not process.
End-of-sentence sighs. You can hear them even over the phone that tiny hesitation when someone’s torn between politeness and honesty.
When you pick up on these patterns, you start seeing the truth beneath the testimonials.
Turning customer insights into competitive advantage
I use these insights for more than just vetting vendors, they shape how I invest, partner, and even market. If I’m assessing a startup, I’ll reach out to their earliest adopters and ask, “Would you buy again?” That one question cuts deeper than a 20-page financial model.
In property investing, I’ll ask other owners in the same development whether the management company actually follows through on their promises. In tech, I’ll look up users on Reddit or niche Slack groups where candid feedback lives. The beauty of this method is that it works across every industry.
These unofficial interviews have given me more predictive accuracy than any spreadsheet ever could. Because customers, when unfiltered, describe the experience, not the numbers — and experience determines retention, reputation, and ultimately, success.
The psychology behind it
Here’s something I’ve realized: when people have no stake in your decision, they tell the truth. Unlike vendors or investors trying to close a deal, past customers don’t need to impress you. They’ve already lived the reality. Their emotional residue , such as satisfaction, frustration, or apathy, tells you what future you’re signing up for.
And in many ways, these conversations are more intimate than official diligence. They reveal culture, not compliance. Culture determines how a company reacts under stress, how it treats clients when things go wrong, and how it recovers from failure — the things you can’t see in a contract.
How to do it without stepping on toes
If you’re thinking of trying this yourself, here’s how to do it ethically and effectively:
Be transparent. Tell the person you’re not fishing for gossip, you’re just trying to make an informed choice.
Protect confidentiality. Never quote them publicly or use their feedback as ammunition. Treat it as background intelligence.
Pay it forward. When you become the customer, return the favor. Share your own honest experience with someone else down the line.
It’s amazing how small the world becomes when people realize you’re genuine.
The future of “reference intelligence”
In a world where AI can generate fake reviews and PR teams can rewrite reality overnight, human references are the last bastion of authenticity. I wouldn’t be surprised if, in a few years, companies start treating “customer intelligence networks” the way investors treat analyst reports today.
Imagine a marketplace where verified customers share structured feedback for buyers doing due diligence. It would make business infinitely more transparent and more accountable. Until then, these quiet conversations remain the best-kept secret in my decision-making toolkit.
If there’s one takeaway, it’s this: the truth doesn’t hide in contracts, audits, or pitch decks. It lives in the lived experiences of the people who’ve already been there. The customers who’ve felt the highs and lows. The ones with no incentive to sugarcoat.
Every time I ignore that and rely purely on formal due diligence, I regret it. Every time I lean into the unofficial route, the whispered warnings, the quiet nods of approval, I end up making smarter choices.
So now, before I sign anything, I don’t just ask for financials. I ask for stories.
Because numbers might show you performance, but stories show you the pattern.
William's background stems from consulting with Big 4 consulting and Fortune 500 companies, advising defence, government and enterprise teams with strategy and digital transformation.
William Chan
Founder & Managing Partner
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