An olde trick of my DGM, Use a large double pan with the drain holes in the second pan, fill pan two thirds with water, and bring to boil. Put tomatoes into boiling water for three minutes and then immediately run cold water over the tomatoes and they will peel like skin off of butter.
Also works with peaches, nectarines., and similarly skinned veggies and fruits. Sometimes, I just run my knife over the tomato, then it will peel just fine. Love bacon and tomato sandwiches.
We bought a sqeeze-o off of the internet and DH will run my cooked pan of tomatoes through it, and it makes for quick canning. No need to core, peel, or take the seeds out, (just any bad spot) and it saves all the jucie of the tomato.