I usually leave it connected and walk away from my MacBook Pro.

The Mac often went to slumber and many times the not properly ejected message pops up.

Having a very chaotic nature doesnt help with that sort of thing.

Would still rather not have that again, because the drive contained some photos that werent yet backed up.

BTW, the error it displays is with the volume selected (disk passes the first test).

I cant recall ever having this issue before on a Mac in the last 5 years.

I think this drive was used as a time machine backup disk, which is why I had it connected all the time.

Still often goes wrong, disconnects, suddenly I see that it hasnt been making backups for a couple of weeks.

Anyway. Thanks for all the answers Jettison is a cheap enough program I guess, but still surprised MacOS doesnt have anything built in.

Jettison app automatically ejects your external drives when you put your MacBook to sleep.

You can create a macro that will run when the system goes to sleep, and have that macro run a simple shell script like this.

Not the answer youre looking for Browse other questions tagged hard-drive usb sleep-wake external-disk.

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My Passport For Mac Not Ejecting