I always advise investors to be mindful of why they are so focused on the BRRRR strategy.

If you own real estate in the LLC for 10+ years with no claims, you will certainly benefit from favorable insurance pricing, same would apply to operating any business under the LLC name.

There are also a few other possible strategies to deal with it. 

I want to develop strategies and criteria that will help me analyze deals and find properties to invest in.

Seems like there is always something that he can offer and plan a well rounded overall strategies depending on your particular situation. 

Get a high lease price or profit sharing, due to the extra wear and tear.Make sure they are licensed and insured and local.Get a personal guarantee outside of their LLC name.

@Christopher Mooney NOI is Gross Receipts - Expenses...including Property Taxes/Interest/Insurance, etc.Income tax is based on the NOI less depreciation.

For marketing, best practices are:+listed it on two sites, one of which is Airbnb and the other is a long-term unfurnished site like Zillow, Turbo Tenant or Avail (people convert well on those sites)+Write the listing broad and avoid any preference for traveling nurses, medical professionals, insurance folks, etc.

If you don't want the partnership longterm, you should bring it up to your brother on a few possible exit strategies and collectively agree on 1 or 2 possible "outs". 

Well, lots of people use some variation of this strategy without even thinking about Starbucks.