Going barefoot is kindof trendy right now, it's like Atkins. Some people believe in it.
Some horses that have grown up barefoot and are trimmed properly can go barefoot, and some horses can go barefoot during light use if you aren't in a rocky area. We currently have one barefoot horse we bought that way, and we are gonna wait and see if she holds up. Most people have to shoe them to keep them sound.
I am of the belief that there isn't anything intrinsically better for the horse about being barefoot and natural. Wild horses didn't live like ours do, and wild horses also often go lame and die young. Natural can be very hard. It isn't a magic answer.
Saving money is always a good goal, but it might be that saving money on shoing isn't a good option for yours. A horse is nothing without feet, and he could be a year before his feet harden and become accustomed to being barefoot, if at all.
That's my two cents.... there are lots of opinions about this.
How will re-shoeing help him heal. Keeping weight off the sore area?