I would take exception with one item in your description.

You can then compare that to the company you mentioned and pick the best fit for you.The primary item to watch for would be prohibited transactions.

My thought is to put together a database of big ticket items (roof, siding, water heater, appliances, etc) that I will update with prices every year or so. 

I've been debating the merits of STR vs investing in a buy and hold/traditional rental.

So sorry that you have to replace all of those items and deal with it while guests are there..

Just a quick thought, but if it's not something that drives you I wouldn't commit just to have access to it.While Multifamily properties are the typical and traditional way to house hack and build wealth, we have found that in Colorado and the Denver area specifically, they have some pretty big cons.

What would be the advantages of the BRRRR method here in Houston compared to traditional flipping?

I don’t have much saved up so very quickly;  Also, if im buying a property that cannot be financed traditionally and needs a cash offer, am I able to offer a cash offer if im using “Hard Money?” 

I do know of some landlords that do a "tenant talk" when new people move in that cover basic home maintenance items.

Its going to be short term renal, e.g. airbnb for 6-8 months/year (peak season) and month-month more traditional rental for 4-6 months a year.