The ugliest technology surprises rarely come from the code. They come from ownership nobody can explain, spend nobody can defend, and risks nobody has tracked in board language. Often, these hidden liabilities are the primary reason a private equity firm might reevaluate an acquisition, as they can quickly undermine the original investment thesis. By the […]
Technology Due Diligence Checklist for CEOs and Boards Read More »
A deal can look clean until you ask the wrong questions. The seller has a polished deck, the demo runs fine, and everyone sounds confident. Then you start digging and find technical debt, vendor dependence, shaky security, and a roadmap held together by hope. That is where technology due diligence matters. Whether you are leading
Technology Due Diligence Questions CEOs Should Ask Before Buying Read More »
A sale in the context of mergers and acquisitions exposes everything. Weak systems, messy ownership, duplicate tools, and half-finished work show up fast when a buyer starts asking hard questions. If your tech stack is hard to explain today, it will be harder to defend during tech stack due diligence or formal technical due diligence.
How to Prepare Your Tech Stack Before Selling Your Company Read More »
You can get away with “I’m not technical” for a while. Then the board asks why spend is up, the roadmap keeps slipping, and nobody can explain the risk in plain English. At that point, the issue is no longer your background. It is your leadership. You do not need to become an engineer. You
Why “I’m Not Technical” Is No Longer a Safe Answer for CEOs Read More »
You can buy a company with strong revenue and still inherit a mess. Weak systems, fuzzy ownership, vendor dependence, and bad reporting can change the value of the deal before you ever sign. That’s why technology due diligence is not an IT box to check. It’s a leadership step. You’re trying to learn what you’re
Technology Due Diligence Before an Acquisition or Investment Read More »
When growth, a sale, or new capital is on the table, your technology organization gets tested fast. The weak spots that were easy to live with yesterday become the first things people notice today, ownership gaps, messy systems, weak reporting, tool sprawl, and vendors who know too much and answer to too few people. That’s
How to Prepare Your Technology Organization for Growth, Sale, or Investment Read More »
Selling your company or taking on a new investor is one of those once-or-twice-in-a-career moves. You get one shot to make the story clear, the numbers believable, and the risk profile calm enough that buyers lean in rather than pull back. The problem is that most mid-market companies are built for running the business, not
Fractional CTO for Acquisition Readiness – Making The Deal Tech Ready Read More »
If you run a PE-backed company and feel that technology is lagging behind the deal thesis, you are not alone. Many CEOs and COOs sense that tech spend is rising, risk is creeping up, and the board is asking sharper questions than ever. Private equity (PE) firms buy businesses, work with management to grow value,
How PE Firms Use Fractional CTOs to Transform Portfolio Companies Read More »
TL;DR: Tech acquirers in 2024-2025 prioritize operational readiness over revenue growth. Deals succeed or fail based on five pillars: stable systems that scale, clean financials, mature security,…
What Acquirers Look For When They Buy Tech Companies Read More »
