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i hear your worries. it's been mine as well, since ever...

as per jack session specification, saving is only possible if the target directory is completely empty. that's why it asks whether you're really sure to replace, override or wipe an existing non-empty session directory.

yes it's dangerous. you're not the first who answer yes to the critical question, i know.

and next time you are (not so) sure to answer yes on such a potential data-loss warning question, make sure you don't turn off versioning--if you had versioning turned on, the current target directory would be just backed-up and no data would be lost.

what is your suggestion to make things better? not deleting the target directory is not an option, otherwise you can't reuse session names ever.

cheers