I think from an investor stand point if you can just rent as a normal LTR and be flexible with subletters in the summer months that is the easiest way to go. 

Normally they're very generic and don't really give you the info to be successful in your local market, or maybe any market. 

Do you see a lot of borrowers with more debt that just a credit card and car payment? 

You need to let your tenants do normal life things in the place they are renting.

I'd encourage you to try to find the unassuming guy that drives an old truck/car, buys his clothes at Costco, and never brags about how many properties he owns.I'm just a small time landlord but I'd be happy to help if you think that I can be a resource.

Lastly there just is not enough of those type of deals to take on extra work and risk .. its too narrow of a niche.. and keep in mind my fee's FAR exceed normal HML fees they make it worth my while.

If this is an insurance claim the process is very different than hiring a roofer during normal circumstances.  

You need to be carful with locations inside the city though not every location is ideal for investors.

Because the Adjuster's fee is normally a % of your claim payment, you may want to get estimates of the rebuilding costs and see how close the proposed settlement is before you decide if the Adjuster is worthwhile.  

Think of it this way, would you rent a car where the rental agency requires you to cover costs if it mechanically broke down during normal use?