Phillip-
I haven't booted from Classic for two years but I remember having the same problem on occasion.
This procedure usually corrected the problem:
(1) check all cables, terminations, addresses for all SCSI peripherals;
(2) using Norton Utilities' Disk Editor, make the Desktop visible, trash it;
(4) from the Preferences folder, trash the Finder Preference;
(3) insert a boot disk with Disk Warrior and/or Norton Utilities on it;
(4) zapp the PRAM using TechTool Lite, which finishes with a restart;
(5) hold down C on the startup;
(6) from the boot disk, run Norton Disk Doctor and/or Disk Warrior;
(7) restart to hard drive.
If that didn't correct the problem, perform a clean install.
If the problem persists, remove and replace the Extensions at a one half replenishment rate.
If none of these procedures work, then I would believe there is a hardware problem such as bad RAM, logic board, etc.
Fred
PB G4-10.3.8/9.2.2; eMac G4-10.4.5; PowerPC 6100-9.1; PB 5300-7.6.1