I'm not sure how large the top parts are on those cuttings, but it's important they be strong enough to stay upright on their own without too much help, otherwise you might want to selectively prune to improve stability. Give the cuttings a week or so in a place with good air flow before you pot them up, and then wait another week or two after that point to water for the first time. When you pot up the cuttings, try not to bury too much stem. Maybe half an inch is good, more than that less so. You might have to stake or tie them to keep them vertical for a little while.
My perspective on this plant is different from yours due to our extremely mild climate (jades are everywhere here in the ground and they are mostly ignored and do fine). But when I have to start a plant from a cutting, I try to view it as an opportunity to shape the future of the plant. Sometimes it's a relief just to reduce the overall size, making the pot more portable and easier to lift, and then I can enjoy the process of it getting bigger over time just as much as I might have enjoyed it the first time.
For me it's more about the journey than the destination.