Don't know if this is of interest but the other day I created a weird exe by accident which Olly did not like at all. That is maybe not so weird but I messed up a makefile such that in linker command the argument after /PDB made reference to an old .pdb file. Olly (1.10) did not crash in the sense that he just shut down. Instead a messagebox with a couple of dwords showing appeared and it would not go away. After pressing OK or cancel the messagebox would appear right away again.

Unfortunately, I did not make a backup of the makefile and I have not been able to reproduce the problem again.
Anyway, just thought I would mention it.