still waiting for my (Kickstarter) Pebble Time 2 to ship.

Those 'HR tools'. 'Workforce Management'.
Once the company commits to it, they stay in use long after their interfaces have become clunky, their features outdated. Pretty bad UX.

Expense reports. Time Sheets. Leave Applications.
I'm looking at you, Kronos. >.<

That moment when your colleagues' "clean code" ends up confusing you terribly.