I finally hooked up my real Amiga to the network and transferred over Tiny Launcher 2.2b38. I thought I owed you to test your menu on real Amiga hardware too.
I wrote my Amiga specs on my first report, but I can add that I'm running on a Classic WB v23F base on the system, and I've tried booting both from Workbench and from CLI with no startup-sequence.
Unfortunately I am experiencing the exact same bugs as I do in emulation, so I am afraid bad emulation and WinUAE settings cannot be blamed
Could you try loading up TinyLauncher on a ClassicWB to see if this is what causes the crashes?