Just to mention two alternative ways to get data: bug reports, product feedbacks. You can ask for logs, system diagnostics, backtraces... One may have less data, but probably of a superior quality.
Outsmarting sysadmins, developers and users is not the first need.
If one is not gathering enough data because many are not able to find the tools and/or the website for the reports, that's a usability issue and that is what should be solved.
I seriously think telemetry is the wrong solution for the matter.