If my plant, I would repot into well draining mix. I think same pot is ok, I wouldn't use any bigger. And I would do some serious pruning...that withered branch may be just very thirsty, but from what is visible in photo, most are etiolated. I would shorten them all (or even cut off completely if needed) and let new growth come in. It should make very nice plant - trunk seems to be quite thick :)

PS: rooting leaves of jades is very easy, I see some growing already in the pot - before you know it, you may be swamped with jades, lol (ask me how I know :) Instead of rooting leaves, you could root some of the cuttings.

That plant is a big project, I would advise plenty of healing time between each step. If you repot it, I would give it time, a month or more before pruning. But there may be pruning cuts that could be made initially, too. Major cuts that will force the ultimate shape of the plant.

Are Jade or succulent enthusiast groups a thing? Maybe I can find a group in my area. I'm skurred lol ! I don't want to kill it!

I don't know anything about jade groups, only read here :)

Do not be scared, jades are very easy and likely best succulent to try all kind of repotting, pruning and so on. I have done it with many, and all survived. Only jade I killed was one I overwatered, and it rotted - that was before joining this forum. You can prune your plant totally - not leaving any branches at all, and it will grow many new, healthy ones.

I would look at sites like succulents and sunshine, as jade is a succulent, but it also depends what you want to do with it. People also use jade as a bonsai tree. For guidance on that, if you want, I would recommend the bonsaiempire.com I use them with my own bonsai and they have a giant amount of knowledge on that front. I knew someone who had a jade plant in probably a 3 foot pot, and the plant was spilling over the sides, it was huge. Good luck with whatever you want to do with it!