I'm not exactly sure when it started, but my Amiga now asks me to "Please insert volume ENV in any drive" during reboot. If I hit retry, it boots up fine.
I thought it was something in the startup-sequence (someone somewhere mentioned assigning ENV: to RAM: before loadwb but my startup-sequence has it). Also, I don't think its a startup-sequence issue as I put ECHO STARTING at the beginning of the file and the request pops up before STARTING appears. On reboot, the AmigaDOS screen appears followed immediately by the request for ENV. After clicking retry, it continues on until I get to the workbench.
When I cold boot, It doesn't appear until after the reboot after the ROM updates. So what is happening there? I tried to find a description of the Amiga boot process but they all seem to start with startup-sequence.