Seven dimensions, learned the expensive way.
What the deals taught
Nearly thirty years in engineering leadership before any of this was about diligence. The M&A work started in early 2022: as CTO of Woot.com I worked closely with Amazon's Corporate Development team through several acquisitions and divestitures, on the side of the table that inherits whatever the diligence missed. From late 2024 I led technical diligence and integration planning for that team across dozens of deals.
The pattern repeated. The risks that mattered were rarely the ones in the data room. They were in how a team worked, what they knew they had deferred, and whether anyone left could safely change the system. And they were answerable in the first afternoon, if you knew where to look.
What Borehole does
Knowing where to look is the thing this tool encodes. It runs the checks a senior reviewer runs in that first afternoon, without a language model. Where a check cannot decide, the report says so rather than guessing. On a paid survey of a public repository, a language model then reviews the findings against the code and withdraws one it judges the code contradicts; the report says which and why.
When the review runs
The review runs after a paid survey of a public repository, before the report is stored. It never runs on a private repository, a collected survey, a free reading or a re-read; a re-read keeps an earlier review's withdrawals only where the finding and its evidence are unchanged. If the review is switched off, fails or runs out of time, the report arrives as the checks wrote it. The review is a language model's reading of the findings against the code, and it can be wrong. It never adds a finding, never raises a band, and never removes a finding from a proven check or an advisory that affects the surveyed version.
It is free on a public repo and €249 at launch on a private one.
Working with me
An engagement starts where the survey finishes: the team interviews, the levelling, the incident history, and the integration plan against your stack. Two to four weeks, on site or remote, adaptable to your timeline, ending in a plain-English risk register an investment committee can read. I can run it end to end, or work alongside your own engineers.
- Buy side, for private equity and growth investors. What you are about to own, what it will cost to absorb, and which of your systems it lands on.
- Sell side. What a buyer's adviser is going to find, early enough that you can still fix it.
- After close. The integration plan, run by the person who wrote the assessment.