I got this Jade plant several years ago when it was only a few inches tall. As it grew larger, I re-potted it, but I'm growing concerned that the stems are too close together. Should I try to break it up during my next re-potting (if that's even possible)? Also, I'm intending on doing some serious pruning (~1/3 or more of the current height--above where the woody part starts) to encourage larger stems and branching. When I try to plant the cuttings, should I put each one in a separate pot, or place a few together (similar to the existing plant's configuration)?
I would not worry about the stems crowding each other. If allowed to grow, they will likely just merge together. Pruning will likely induce branching, as you have suggested. Your plant needs more light. Notice the wide spacing between leaves and the relatively tall, thin, stems? More light will generally shorten the leaf spacing and thicken the stems. Your pruning will help, as well. Planting a few cuttings together will create a little more support for the plant stems, as Crassula ovata tends to be a relatively top-heavy plant. You can just as easily plant them individually, but they will often need some type of support.
Thanks. Unfortunately, I don't really have access to a window with more light (small studio apt)--so it'll have to make due for now. Would artificial light solve this problem?
i agree with everything mark said. i'd plant them (cuttings and original) in groups of 2, 3 or 4...just one can be kind of 'boring'. grouping them will add visual interest as well as the support mark mentioned. yes, grow lights will help if you can't provide natural lighting. i have my plant stand lights set on a timer and it's set to be on for 12 hours a day.
If you can get it outside, it is possible to grow it as an indoors-outdoors plant, and it will thank you for the full sun you can give it. A friends deck, the roof top, any place in full sun if it is conditioned to it first. Typically it will be happiest if night time temps stay above 50F and you water it weekly or so.
Be careful if moving any plant from inside to outside into full sun, it must be done gradually, or the leaves can burn to a crisp and/or drop.
Thanks to everyone for your replies. I've pruned it and will plant the cuttings once they've calloused over. Unfortunately, I don't really have a means to putting the plant outside since I'm in a city, but I have put up fluorescent lights to help make up for the poor lighting conditions. Again, thanks for all your help!