@shayne1990,
How many hours/ day do you work?
It probably depends somewhat on that.
But there's a lot of individual variation anyway. My daughter's ears are pretty much healed now, but that's recent and she got her ears pierced 2.5 years ago. (And she left them in for something like 8 weeks solid at the beginning -- whatever was recommended anyway, I forget what the number was though.)
Are you able to get the earrings back in after having them out? That's probably one of the biggest indicators as to how it will turn out. I had to take my earrings out for a basketball game a few weeks after I had mine pierced, and it was murder to get them back in after just a couple of hours.
If you're not having a lot of trouble, it may be that you've already started healing pretty well.
I don't think re-piercing your ears each time you put them back in is likely to work out very well, though.
Maybe talk to your doctor and go from there.