here's my suggestions:
Cars: pretty straight forward, they will give you an estimate and usually a check on the spot. Most repairs will be paintless dent repair, unless the paint is damaged, or its severe damage. You should look over the car for any cracks in the paint, especially for dents on edges, near body lines, or deep dents, cracked paint will require conventional repair and its easily overlooked. Take your car to a reputable shop, they will go back to the insurer for supplemental repair costs if its more than what the insurer gives you.
House: If you know a reputable roofer, have them present when the adjuster is there, they will help get the initial claim to cover everything needed. You should also be covered for things like dented gutters, chipped paint/siding, torn screens, broken patio furniture, broken window frames, etc. If you have a mortgage, the check will be made out to you and the bank. Every bank has their own process for how they pay the money out.
Trailer: You will most likely need to take this to a dealer for an estimate, your insurance company will give you instructions on this. You can have this done before or after the adjuster looks at it. Siding repairs are expensive, so be prepared for an expensive repair estimate. As far as the roof, check for broken/cracked skylights, tape these up so they don't leak until you can get them replaced. Also check the top of the awning, the fabric is often damaged, other than that look for broken or damaged a/c cover, refrig vent cover, lights, trim etc. You may want to call the dealer first, some charge for estimates, some don't.
My suggestion is to look everything over in advance so the adjuster gets as much as possible in the initial claim. Also keep receipts for any temporary repairs you make, these are reimbursable.
2019 CC F350
2017 Impact 312 Toyhauler
2014 Yamaha grizzly 700 (mine)
2013 Yamaha grizzly 550 (hers)
1998 Kawi Prairie 400 (boys)