I recall installing Office from ~35 floppy discs, and finding that one of the discs in the 20s was unreadable after what felt like an eternity. The installation still completed after I skipped it though, so presumably it only contained some optional feature I never ended up using.
A friend of mine had his first job installing Oracle from floppies. I'm not sure what the actual count was, but we would joke about him installing disk 1 of 99...