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Red Flags in Technology Due Diligence

Technology due diligence red flags can change a deal’s price, timetable or terms. Find the issues early, cost the fix and show who owns it.

Six technology due diligence red flags

  1. Critical knowledge sits with one person. Check who can access, maintain and recover the important systems. Put handover notes and a second authorised owner in place.
  2. Software rights are unclear. Confirm ownership of code, supplier agreements and open-source licence obligations. Record any restrictions that affect how the buyer can use the product.
  3. Cloud costs undermine the growth plan. Compare infrastructure spending with usage, revenue and the forecast. Explain which costs rise as the business scales.
  4. Security gaps lack an owner. Review access, incidents, backups and known vulnerabilities. Show the buyer what is controlled, what remains and who will fix it.
  5. The roadmap ignores technical debt. Match planned features against the work needed to keep the platform reliable. Give the debt a cost and a place in the delivery plan.
  6. Claims have no supporting evidence. Test statements about uptime, capacity and delivery against records. Correct the story before a buyer finds the gap.

What the quieter warning signs reveal

Sparse internal documentation, missing tests and inconsistent answers often point to weak ownership. Ask the team to demonstrate a routine release, restore or incident response. The result shows whether the process works beyond the presentation.

How to deal with a red flag before a transaction

Record the issue, its business impact, likely cost, owner and next decision. Fix what you can before diligence. For the rest, give the buyer a clear remediation plan and a realistic timetable. A known, costed issue is easier to discuss than a late surprise.

Use our technology due diligence checklist to organise the evidence. Seneca can run an independent technology due diligence review and help you prioritise the work.

Frequently asked questions

Do technology red flags always stop a deal?

No. The impact depends on the issue and the transaction. A buyer may ask for a fix, change the terms or adjust the price; some issues can stop a deal.

How can we spot red flags before the buyer does?

Run a sell-side review of architecture, code, licences, security, team dependencies, costs and the roadmap. Check important claims against evidence and assign an owner to each gap.

What should we tell a buyer about an unresolved issue?

Explain the impact, what has been done, the remaining work, its cost and who owns the decision. Keep the data room and management answers consistent.

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