Sweet! Good info! And I do intend to heel! I guess I will add tabbing to my list if skills to learn!
It's really easy. Here's how I'd go about this:
1. Assemble your box outside of the boat. Standard wood screws will outlast the boat in the Midwest. Do not paint it yet!
2. Sand the paint off the area you'd like to put the box so the resin can properly adhere. An electric palm sander works well (use a half or full face respirator, not a disposable mask!)
3. Place your box in the boat
4. Use EPOXY resin such as TotalBoat or West Systems. I'd recommend TB. You wont need much for this project. You'll probably want three layers of run of the mill fiberglass tape (can someone please specify the weight?) or one layer of 1708. Regular tape will likely be easier to work with for a beginner. I personally like to brush a little bit of resin on the hull and wood. It helps saturate the cloth and makes it stay in place. You'll want to work the resin into the cloth until you start to see the the strand/weave disappear (see youtube for further details on this). Your next layer will need less epoxy than the first to get it saturated
5. Let it cure overnight and then paint if you'd like
I would recommend putting some fiberglass over the area that you're going to screw the pad eye into. Through bolt it if you can
PS - I'm not the expert in fiberglass but have done my fair share