Diligence readiness

Diligence and exit readiness

Investors and buyers examine technology, data, security and teams before they commit capital. I write about how to prepare for that scrutiny, how to read a technology diligence finding in financial terms, and what to fix first. This differs by owner: growth startups usually prepare for the next round, and PE-backed companies prepare for a sale.

Metrics this topic covers

  • Technology debt and remediation cost

  • Security and compliance posture

  • Key-person risk

  • Scalability evidence

Field Note

AI and ML only monetize data that is accurate, complete, consistent, current, traceable, and legally usable. The dimensions to assess it by.

4 Oct 2026

2 min read

If this is the outcome you’re working on, see how I work with companies.

Engineering Outcomes is the CTO advisory practice of Oleg Simonov: technology, teams and AI capabilities that drive profitable growth and enterprise value.

Insights

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© 2026 Engineering Outcomes, LLC. All writing by Oleg Simonov.

The content of this site may not be used to train AI models without written permission.

Engineering Outcomes is the CTO advisory practice of Oleg Simonov: technology, teams and AI capabilities that drive profitable growth and enterprise value.

© 2026 Engineering Outcomes, LLC. All writing by Oleg Simonov.

The content of this site may not be used to train AI models without written permission.

Engineering Outcomes is the CTO advisory practice of Oleg Simonov: technology, teams and AI capabilities that drive profitable growth and enterprise value.

© 2026 Engineering Outcomes, LLC. All writing by Oleg Simonov.

The content of this site may not be used to train AI models without written permission.