With the roof, you could get by with peeling off the numerous layers of who-knows-what caulking and using the Dicor. You need a new vent cover, of course. The side damage is all about fiberglassing and it would take a true master to get it all straight and smooth. It will only need an apprentice to get it sealed up with some glass mat and resin.
At the stage you're at, I would continue with the sealing mentioned. After you're done, borrow or beg a blower from someone. I think you may be able to rent one at the bigger rental centers. I use a furnace squirrel cage. The blower is used to pressurize the inside cabin space, usually through a window or hatch. The final part is to go over the exterior with soapy water in a hand sprayer and look for leaks. This pressurized leak test will turn up even the smallest leaks. Without this test, you'll be guessing and chasing leaks forever.
A pinhole leak:
