The 7 Most Controversial Observations in TechDD Right Now

Trends

Every month, I assess 5–7 companies and speak with a diverse range of individuals—from CTOs and founders to engineers, investors, and operators. That means I get a rolling, real-time feed of what it’s like to be a digital dream maker today.

It also means I see some of the patterns no one really talks about.

Here are my 7 most controversial observations from the past quarter—things we’re seeing in the trenches at Beyond M&A that might challenge your assumptions:

1. (Real) AI Might Have Broken the Lean Startup Model

The classic lean-startup playbook—iterate quickly, ship an MVP, validate with users—is under pressure in the world of genuine, foundational AI. PhDs raising $20m+ on Day 1 isn’t rare now.

Why? Because building (not just using) serious AI needs serious firepower. The result? A have/have-not market is emerging—those who can fund technical debt upfront, and those who can’t.

Lean works for users. But AI builders need deep capital just to begin.

2. Attitudes to Cybersecurity Are Deeply Personal

Across firms, cyber maturity varies wildly—and it often comes down to the personal experiences of leadership. If someone’s lived through a breach or attack, they’ll prioritise it. If not, they’ll keep cyber in the “IT thing” box.

The issue is that many firms over-index on revenue-generating tech and under-invest in infrastructure, hygiene, and resilience. Founders with outdated attitudes can unintentionally shape the entire company’s risk profile.

3. Founders Are Burning Out

There’s a visible, sharp rise in pressure among founders and CEOs. The combination of missed targets and team performance issues is leaving many emotionally drained.

Of course, some will say: “That’s just part of the job.”

But I disagree. It doesn’t have to be.
Founders have a choice—and often that choice is to design a sustainable way to win, not just a heroic one.

This is where having the right partner, investor, or sounding board becomes not just useful, but vital.

4. Technical Roles Are Quietly Being Moved Offshore

More and more companies are offshoring technical roles again—but this time, not just for cost, but for reliability.

Many of the “hidden heroes” in mid-stage scale-ups aren’t in HQ anymore. They’re in Argentina, Vietnam, Kenya, or Eastern Europe.

Global delivery isn’t a trend. It’s an operating reality.

5. Competitive Deals = Shallow TechDD

In situations where there are multiple buyers or aggressive timelines, we’re seeing less depth in diligence than we’re comfortable with.

We’ve had large deals reduced to a single “tech chat” before term sheets fly in. This isn’t just risky—it’s avoidable.

  • Buyers: your pressure to move quickly shouldn’t blind you to the reality of tech and delivery debt.
  • Sellers: use this moment to take control of your own narrative.

6. AI Attracts Investment, But Models Are Evaporating Fast

Investors want AI, but they’re quietly nervous. Why? Because the landscape is full of copycats, grants, hyperscalers, and sudden obsolescence.

It’s entirely possible to back a business with promise, only to see it undercut by a free tool, a new LLM release, or a pivot by a trillion-dollar competitor.

Everyone’s chasing defensibility—but in AI, that’s increasingly hard to define.

7. We’re Hiring Too Soon After Funding

This one’s simple but incredibly common:

A fresh funding round hits. Teams hire fast. Culture shifts immediately.

In some cases, we’ve seen teams undergo significant changes post-raise that render them unrecognisable from the company we assessed during diligence. That’s a huge operational risk—and one that breaks alignment fast.

Speed matters, but so does intentionality. Culture doesn’t scale just because headcount does.

Bonus: Services as Software Is Quietly Eating Professional Services

You might’ve missed it, but there’s a growing wave of tools doing what people used to do:

  • AI-led financial interviews
  • Drag-and-drop AI consulting
  • Smart onboarding bots for B2B clients

If you’re in professional services, you must re-evaluate your delivery model. But don’t panic and throw everything at GPT-powered automation.

The best firms evolve organically, not frantically. And that means taking the time to redesign delivery around insight, value, and experience—not just headcount.

What Can You To The Magnificent Seven?

AI won’t write that title; it’s too obscure and tentative. I digress….

These seven observations aren’t just trends—they’re stress fractures in the old way of doing things.

Whether you’re a founder, investor, or operator, staying sharp means accepting that the playbooks are changing, and not everyone’s going to keep up.

At Beyond M&A, we don’t just assess firms. We listen, we learn, and we challenge. These signals are just the beginning of what’s coming next.

Picture of Hutton Henry
Hutton Henry
Hutton has worked with Private Equity Portfolio firms and Private Equity funds since 2015.Having previously worked in post-merger integration for large firms such as Ford and HP, Hutton understands the value of finding issues prior to M&A deals.He is currently the founder of Beyond M&A and provides technology due diligence for VC, PE and corporate investors, so they understand their technology risks before entering into a deal.

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