Im not sure I understand what you plan to do.
When I drill holes for presets, I install the bolts at that time.
I don't pull the bolts and then re-drill holes when I return weeks or months later.
Pulling the bolts can be a crap shoot. Some bolts easily pull out even after a full growing season and other bolts get tight and require turning them with a tool to remove, which IMO is not a bad thing.
THE BEST tool for pulling bolts is mini vice grips. They are tiny and make pulling bolts a breeze. It makes pulling bolts very sure and controlled. Sometimes a bolt can be just slightly snug and it may take a little extra effort to pull with just your fingers. If the bolt doesn't instantly easily pull with my fingers, then I grab it with the vice grips. Its fast and actually safer because there is no question about the rate in which it will pull. Without the v grips, you might struggle for a minute or so, and at that point, the bolt may free or it might not. Meanwhile you are trying so safely and quickly get down the tree. I had several trees this year that there was no way a bolt could have been removed by hand. Even after only 5 months in the tree, the bolts were rock solid tight, but they pulled easily with v grips. You WILL need a tool to pull from time to time. Don't waste your time with any type of wrench that can be easily dropped. Carry vice grips.