There is an entire practice of cyber risk analysis, and most of the companies I work with do this type of due diligence as part of their vendor management process.
Yes:
* you do ask about things like budget allocation, audits, and internal compliance processes.
* you do ask about the tech stack, how it is maintained, and what the patch and disclosure policies and SLOs are
No:
*you do not rely on what figureheads say publicly; none of that is binding in the way legal agreements are
And if you're a vendor, your deals desk probably has all of these answers packaged up and ready to go; or even published on a website like this https://spyglass.trustshare.com/home (no idea who that is, it's a random company's compliance portal I found while googling my employers compliance portal provider).
[edited for formatting]