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The Tech Due Diligence Checklist: the first pages of the printable checklist, on a yellow background

The Tech Due Diligence Checklist

The technology questions buyers, investors and big customers ask in due diligence, what good answers look like, the red flags that change deals, and how to get ready.

Diligence finds the shortcuts. Better you find them first, while there's time to fix them or explain them.

Whether it's an acquisition, a funding round or a big customer's security review, the technology questions are much the same. Who owns the code? What happens if a key person leaves? When were the backups last tested? Which contracts end if the company is sold? Surprises in the answers cost more than the gaps themselves: in price, in time, and sometimes in the deal.

This checklist works from either side of the table.

What's in it

  • 33 questions in eight areas: systems and architecture, security, data and privacy, people and knowledge, software and intellectual property, contracts and costs, technical debt and scale, and operations and resilience. Each one shows what a good answer looks like, the red flag to watch for, and boxes to tick Ready, Partly or Gap.
  • The data room: the 14 documents reviewers will ask to see.
  • The score: a summary by area, and the five red flags that change deals.
  • If you're the one being reviewed: a three-month plan to get ready, how to handle the meetings, and a page for your gaps and the plan for each.

Who it's for

Owners and CEOs preparing to raise money, sell the company or pass a big customer's review, and the investors, buyers and advisers asking the questions.

It draws on The "Later" Tax, Every Organization Has a Sarah and The Security Questions Every Executive Should Be Able to Answer.

It's a practical checklist, not legal, financial or security advice. For a transaction, have specialists review what it surfaces.

It's a 5-page PDF, made to print and write on.

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