Workday
It has actually made my life better in a surprising way
I'm a freelancer, so apply for ~120 or so contracts a month
Workday is such utter shite that I will not apply for roles that require it
Then my gf reminded me, that all, and I mean each and every one, of my bad contracts with bad clients have been ones that use Workday
So by refusing to apply for roles that need Workday keeps me away from working for clients that use it, and my life is better
Sharepoint
Choice one: Have 65535 bookmarks to documents you need
Choice two: Download everything you need and hope that every other poor sod hates it so much they never try to update an existing document
Choice three: Pen and paper
Word
I just never use it
I write everything in Libre Office - which has these weird quirks of not screwing about with formatting to what it thinks you want, nor adding random shit to the ribbon, nor asking you eighteen times per document if I want to save to the cloud, or share with Teams, or translate (and my German is better than Word's) - and then saving it as an ODF for others to open in whatever they like
Sometimes, new Word is so bad I actually miss Clippy...
Outlook
It's been shite since it was introduced back in the '90s and has steadily got worse with every new version
Things that used to work, don't, and new e.g. search features are either unwanted or make things unfindable
Various authenticators
Are all hateful and the number of organisations that have set it up only to work with Crapple phones makes me want to scream
See Workday above though - it's a reliable guide that I won't want to work for that client when they start emails with "Use your iPhone to ..." or only provide Crapple links to download things
Only eight years to retirement ...