I’ve done some vinyl, and honestly found it mildly annoying. The first ever cut I did with my Silhouette was a recycling triangle symbol for our recycling can that is a regular trash can. People kept forgetting which was which and trying to throw trash in the recycling. I went with a cut file that was as clean and clear as possible. No fiddly little tiny bits to get nudged out of place. And thankfully it worked great. But I’ve had a few problems with transfer tape, and smaller fiddlyer bits on other vinyl projects. Abbeeroad made awesome custom stickers for our Asheville meetup, and whatever the combo of transfer tape and my water bottle was, it didn’t go on great. Most of the image was fine, but the head of the little person she designed stuck more to the transfer tape than the water bottle, so it was pulled & stretched out of shape a bit during the transfer. Same with the plastic canister I decorated for holding rulers in my studio. The ‘Makers Gonna Make’ text transfered fine, but the tiny stars that surrounded the letters did NOT want to stick to the canister, and wanted to stay on the transfer tape instead, so I ended up just ditching the stars since they were such a pain in the bum.
My best advice is to test one of your spice jars, and then decide if you want a less fiddly/stringy font, that might get caught on your tape, and not stick to the jars. I’m worried that things like the tail off the end of the final o in oregano will drive you nuts.