A number of tests fail if they are not running as an administrator with elevated privileges. These tests should really check they have the needed permissions/privileges and skip if they don't.
With Windows 2000 being decomissioned I repurposed it to allow testing running the tests in a regular user account (*) for developers interested in fixing these relatively easy test failures.
Bug 39232 - setupapi:install fails if privileges not high enough https://bugs.winehq.org/show_bug.cgi?id=39232
Bug 39231 - setupapi:devinst fails if privileges not high enough https://bugs.winehq.org/show_bug.cgi?id=39231
Bug 39230 - odbccp32:misc fails if privileges not high enough https://bugs.winehq.org/show_bug.cgi?id=39230
Bug 39222 - mstask:task_scheduler fails if privileges not high enough https://bugs.winehq.org/show_bug.cgi?id=39222
Bug 39221 - msi:install fails if privileges not high enough https://bugs.winehq.org/show_bug.cgi?id=39221
Bug 39218 - advpack:advpack fails if privileges not high enough https://bugs.winehq.org/show_bug.cgi?id=39218
Bug 39213 - advapi32:security fails if privileges not high enough https://bugs.winehq.org/show_bug.cgi?id=39213
Bug 39212 - cmd:batch fails if privileges not high enough https://bugs.winehq.org/show_bug.cgi?id=39212
There's also these issues but they cannot be reproduced on that Windows 2000 VM:
Bug 39237 - urlmon:sec_mgr fails if privileges not high enough https://bugs.winehq.org/show_bug.cgi?id=39237
Bug 39238 - mscft:inputprocessor fails if privileges not high enough https://bugs.winehq.org/show_bug.cgi?id=39238
Bug 39239 - ole32:compobj fails if privileges not high enough https://bugs.winehq.org/show_bug.cgi?id=39239
Finally the issues below seem to only happen on Windows 2000 though I'm not really convinced that means the tests are right though.
Bug 39233 - setupapi:misc crashes if privileges not high enough https://bugs.winehq.org/show_bug.cgi?id=39233
Bug 39234 - setupapi:query fails if privileges not high enough https://bugs.winehq.org/show_bug.cgi?id=39234
Bug 39235 - wintrust:crypt fails on Windows 2000 if privileges not high enough https://bugs.winehq.org/show_bug.cgi?id=39235
Bug 39236 - shell32:shlfileop fails if privileges not high enough https://bugs.winehq.org/show_bug.cgi?id=39236
(*) More precisely Windows 2000 calls that a 'Restricted User Account'. It's an account where the user is not allowed to install applications. This is the sort of accounts that corporate desktops would be configured with.