Every bad technology decision starts the same way. You feel pressure, the team wants an answer, and the cheapest option starts sounding smart. But mid-market choices are rarely about price alone. They are about speed, control, technical debt, vendor dependence, and whether the next move makes the business easier or harder to run. If you […]
Build, Buy, or Integrate? A Decision Framework for Mid-Market Leaders Read More »
The first budget surprise in a deal is usually not the purchase price. It is the cleanup that follows. If you wait until after the letter of intent, you are often negotiating with the clock against you. Skipping thorough IT due diligence early in the process creates blind spots that threaten your total deal value.
How to Negotiate Acquisition Integration Costs in the LOI Read More »
You can close the deal and still lose the value in the first 90 days. That happens when systems stay split, vendors keep pulling in different directions, and nobody owns the real decisions. Poor post-merger integration often leaves companies struggling with duplicate tools, fragmented data, and a team that loses momentum. When PMI is poorly
Post-Acquisition Technology Integration Checklist Every CEO Needs Read More »
The deal model says you're buying growth, capability, and strategic advantage. The uneasy part is that a large share of that value may sit inside systems your team hasn't really inspected yet. That's where CEOs get trapped. The strategy is clear. The revenue story is attractive. The sellers sound confident. But underneath the pitch, you're
Technology Assessment for Acquisition: A CEO’s Playbook Read More »
If you're buying a company and the deal model assumes growth, synergies, or operational scale, acquisition technology due diligence can't be an IT side task. It's part of underwriting the deal. Too many buyers still treat it like a late-stage checklist. Someone asks for an application inventory, a security questionnaire, maybe a cloud bill, and
Acquisition Technology Due Diligence Guide Read More »
