What a useful technical assessment should leave you with
An assessment earns its cost when it changes a decision. Here is what to expect from one.

A record of what was actually inspected
A good assessment says which code, infrastructure, and documents were reviewed and which were not. Conclusions drawn from a slide deck are different from conclusions drawn from a running system.
Options with their costs
Expect more than one route forward, each with its prerequisites, risks, and what it deliberately leaves unsolved. A single recommendation with no alternatives leaves you nothing to weigh.
Tradeoffs should be stated in terms the business can use: what becomes slower, what becomes riskier, and what stops being possible.
A first step you could start on Monday
The roadmap should begin with something small and verifiable. If the first phase cannot be described as a concrete piece of work with an owner, the assessment is not finished yet.



