Thats totally do-able too. Sometimes, depending on ding size, rather than fill a recess with cabosil and then glassing over it, we will cut a swath of fiberglass to fit within the recess to bring it up to level, and then glass over it. You’re definitely following the standard process of planning your attack with board repairs - explore all options and figure which will suit your tools/needs best.
If you don’t have a compressor, I highly reccomend buying one of those dusting cans they use on computers. You’re going to need to make sure you have a clean, uncontaminated working environment, otherwise you risk compromising the strength or the bond.
Don’t discount re-using the flap yet though! Like I said, anything you can do to make this job easier and mantain the original shape of the repaired area is a great idea. Once thing some people don’t realize going into a repair is that it isnt JUST the foam that needs to be re-shaped, but the glass you put over it as well. You’ll need to re-build any lines in the rails, and sand the repair flush with the rest of the board. If you don’t have a vac-bag then consider your options for applying weight to patch to get a solid bond (the glass flocking between the old flap and the foam will help this process a LOT). Sometimes people will shave a piece of square foam to match the contours of the repair area, and set that on top with a layer of wax paper between. You can then use clamps, cinderblocks, rocks, weights, or small children to apply pressure evenly to the flap and ensure a solid bond.
After you re-attach the flap, there may likely be some small gaps you will either need to fill with epoxy or cover with glass tape, but re-using that patch will greatly reduce the ammount of work you need to do and the ammount of weight you’re adding to the board at the repair.
Any chance you have a photo of the board you can post? If it’s a stringered board you’ll want to re-bond the stinger somehow. If not, it’s a good idea to use dowels or biscuits of some kind to ensure a strong, even bond of the two separated pieces. Tap a couple of holes in the foam to run a dowell between the two pieces, then fill the holes with epoxy, and paint the contact points of the foam with a small bit of epoxy. you can then insert the dowels into the holes (now coated with epoxy to ensure they aren’t just floating around in there) and merge the two pieces. The dowels will help keep everything lined-up and make it so you only need to apply minimal pressure to the two pieces to get a strong bond (if the break is at the nose, I usually stand the board up on its nose as it cures so the weight of the board pushes downward onto the repair.
Sorry if that was a little rambly, I tend to think out loud as well