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What PE Firms Miss When Technical Diligence Gets One Paragraph
What PE Firms Miss When Technical Diligence Gets One Paragraph
Private equity firms reprice financial risk all the time, but technical risk often gets reduced to a short paragraph in the investment committee memo. That can be expensive.
A software platform may look stable during the deal process while hiding immature AI features, untested scalability, key-person dependency, roadmap pressure, and architectural limits that only become visible after close.
AI-Powered Processing of 500+ Page Bid Packs at Scale (1/4)
Big organizations drown in documents: 500-plus-page PDFs, scanned annexes, tables, and forms that arrive not once, but all the time. Shoving entire files into an LLM is slow, expensive, and hard to defend. This post shows a better way with AI: extract a small, testable catalog of requirements, index the documents locally, retrieve only the few passages that matter, and demand verbatim, page-linked evidence.
We use procurement as the running example, but the same pattern applies anywhere you process large volumes of pages: vendor risk and security due diligence, contract and policy review, healthcare and regulatory dossiers, M&A data rooms, insurance claims, ESG reports, and more.
Dal Codice Spaghetti all'Architettura Al Dente: Guida
“Spaghetti code” is almost never born that way. It starts as something small and pragmatic. A controller that “just hits the DB for now.” A static helper that “we’ll clean up later.” A feature that needed to go out yesterday.
Then the company grows, the product evolves, people leave, and suddenly your core system behaves like a haunted house: opening one door triggers five surprises somewhere else.
Here's how to save some real money.
CTO Architecture Review to Roadmap (Part 3)
After all this, what do we actually walk away with? Not another 60-page PDF. Not a vague “you should probably refactor this.” You want something you can run the company with. This is where the review either becomes a tool for leadership or dies as a document in a shared folder.
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CTO Architecture Review to Roadmap (Part 2)
You might have clean diagrams, well-chosen patterns, and even a formal architecture review behind you: yet still be struggling with slow delivery, mounting technical debt, unreliable releases, or a platform that doesn’t match where the business is actually trying to go.
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CTO Architecture Review to Roadmap (Part 1)
When companies reach out to a Fractional CTO, they almost never start with a blank slate. They’ve already built something. It mostly works. It’s creaking in a few places. People are nervous about scaling, security, costs, or that “big rewrite” someone keeps lobbying for. And quite often, they’ve already done some kind of architecture review.
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Surviving LLM Rate Limits: Building Backpressure
Once you move beyond a toy demo and start running real workloads on top of a large language model, rate limits stop being a theoretical concern and become a very practical constraint. At small scale you can mostly ignore them. At medium scale you start seeing occasional 429 errors and retriable failures. At larger scale your whole system can suddenly feel brittle: bursts of errors, retries piling up, and users waiting far longer than they should.
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