I’d start with possibly giving a general location where you’re at so folks might be able to recommend a good pro shop for you.
You want to get things done at good shop.
There’s such a variety of stuff for you to choose from that already has holes in them, I’d start with those. The NIB, I’d make sure they’re in their plastic bag and the bags are closed. To help with cracking.
Find a shop, take the list of what you got. Take some photos to show the current layouts. Have them watch you throw some shots. Let them offer an idea of what to drill up and for what purpose. I wouldn’t redo more than five, honestly it be three, if just for league. Learn what they do, get comfortable. Then add another ball with a purpose in mind. You have enough stuff to choose from. But no point in redoing everything with the same layout for yourself.
With the undrilled stuff, just watch Ebay. Check what’s sold and for how much. Check Facebook for some of the bowling groups to see pricing. Be careful selling online, but it helps for determining what’s worth what.
There are some very nice pieces there. Hell, I think Darren Tang is always looking for more Alpha Cruxes.