Stop signs or lights that end in an uphill.
Seriously, after ten years, I still cannot maneuver this. Even a teeny, tiny uphill, I cannot just push off and go.
Yes, frickin' annoying and embarrassing. There have been times, I just get off the bike and walk across a traffic intersection because of an uphill. Maybe I overthink all this.

But better than falling off to the side.

Or having to stop to maneouvre the fenced gap at a railway stop: of course, it's to slow down cyclists but I can't even cleverly cycle through it when obviously there is no train coming.

And this is in the middle of a big urban park! No obstructions of buildings that prevent a line of vision to see any or no train coming.