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Technical due diligence checklist for software investments

For investors and acquirers of software companies: what to review, what to ask for in the data room, how to rate each risk, and how to turn findings into a 100-day plan.

Technical due diligence answers three questions for an investor or acquirer: what could break, what it would cost to fix, and whether the team and technology can support the growth plan in the investment thesis. A complete review covers architecture and scalability, code quality and technical debt, security, data, infrastructure and operations, the engineering team and key-person risk, third-party and open-source dependencies, and the product roadmap. Each finding gets a severity, an estimated cost to fix and a decision: price it, fix it in the first 100 days, or accept it.

Technical due diligence checklist

1. Review areas and what to check

Architecture and scalability

Code quality and technical debt

Security

Data

Infrastructure and operations

Team and process

Intellectual property and open source

AI and data products (if any)

2. Data room request list

ItemWhyReceived
Architecture diagrams and system inventoryBaseline for the review[Yes / No]
Read access to source code repositoriesCode quality and IP review[ ]
Last three penetration tests and remediation statusSecurity posture[ ]
Incident reports for the last 24 monthsReliability and operations[ ]
Cloud bills for the last 12 monthsCost trend and drivers[ ]
Engineering org chart with tenure and rolesTeam and key-person risk[ ]
Open-source license scan or software bill of materialsIP and license risk[ ]
Product and technical roadmapFit with the investment thesis[ ]

3. Findings and risk rating

FindingAreaSeverity (high / medium / low)LikelihoodEstimated cost to fixTime to fixRecommendation (price in / 100-day plan / accept)
[Core service on a framework past end of support][Code][High][Certain][Team x months x monthly cost][Months][100-day plan]
[Finding][Area][ ][ ][ ][ ][ ]
Use this template

How to use this due diligence checklist

  1. Start from the investment thesis. List the growth, product and cost assumptions the technology must support, and review against those, not against an ideal system.
  2. Send the data room request list on day one. Access to code and documents is usually the longest delay.
  3. Interview the CTO, two or three senior engineers and the person who runs operations. Verify what you hear in the code, the deployment pipeline and the incident history.
  4. Work through the review areas and log every finding in the risk register with severity and likelihood.
  5. Estimate cost to fix each finding as team size x months x monthly cost per engineer. Use ranges, and state your assumptions.
  6. Write a short report: executive summary, top risks with cost to fix, items to price into the deal, and a draft 100-day technology plan.

Example: a rated finding

FieldExample
FindingBilling and reporting run on one database with no read replica; month-end reports slow the product for all customers.
Severity / likelihoodMedium / certain at the user growth in the thesis
Cost to fixTwo senior engineers for about three months to split reporting onto a replica or warehouse (2 x 3 x monthly cost per engineer)
Recommendation100-day plan; not a reason to change price

Common technical due diligence mistakes

Need engineers for the 100-day plan?

Ryz staffs the work due diligence uncovers, for investors and their portfolio companies: modernization, security fixes, data platforms, AI features and key-person backfills. Senior engineers join the portfolio company's team, reporting to its leads, on US business hours including New York hours, and AI pod teams build in the company's cloud and repos. Only the top 1% of the tens of thousands of engineers we interview make it. Typical cost is $7,000 to $15,000 per engineer per month, which keeps cost-to-fix estimates concrete. Talk to us to scope the team.

Related

FAQ

What is technical due diligence?

A review of a software company's technology, engineering team and processes before an investment or acquisition. It identifies risks to the investment thesis, estimates the cost to fix them and recommends what to price in, fix after closing or accept.

What does a technical due diligence checklist include?

Architecture and scalability, code quality and technical debt, security, data handling, infrastructure and operations, the engineering team and key-person risk, intellectual property and open-source licenses, and, increasingly, how the company uses AI and model providers.

How long does technical due diligence take?

Often one to three weeks depending on deal size and complexity. The biggest variable is how quickly the data room and code access are provided, so request them on day one.

Who should perform technical due diligence?

Senior, independent engineers who have built and run systems like the target's: a fractional CTO, an experienced engineering leader or a specialist firm. They should read code and pipelines, not just interview management.

What happens after technical due diligence?

Findings feed the deal terms and a 100-day technology plan. The plan names the top fixes, owners, budget and the engineers who will do the work, and it is reviewed with the new leadership team after closing.

Questions we didn't answer? Email info@ryzlabs.com.

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