Choose a real object
Start with a document your organisation genuinely cares about: a board pack, supplier agreement, investigation file or personnel record. Define who needs to work with it internally and who, if anyone, needs external access.
That immediately turns broad claims about “secure collaboration” into observable requirements.
Test the denied paths
Ask to see what happens when the user may read but may not share, when a session is revoked, when a share expires, when a file is under hold, or when a placement rule conflicts with a request.
A product’s failure behaviour often tells you more about its security model than a successful upload.
Ask how the evidence connects
After each action, ask which identifiers connect the event to the actor, object, version and policy decision. Then ask whether the same record can be queried later and delivered to your monitoring systems.
This is how you discover whether audit is a first-class product capability or a retrospective log search.
Separate current capability from roadmap
It is normal for a product to evolve. The important thing is to distinguish what exists now, what is planned and what is only a category aspiration. That distinction should apply especially to certifications, client software, integrations and compliance claims.
A clear evaluation leaves both sides with fewer surprises.
Use one workflow
Choose one sensitive object and a handful of uncomfortable actions. The platform that can demonstrate deny, revoke, hold and placement on that object is easier to evaluate than a matched feature list.