With that said, it’s important for you to first establish a vision of the guest profile that you are trying to attract to your property before you dive in any deeper.

My friend convinced me to use him as a QI as he's done it before over the years and it would save me money.

They recognize that some opportunities are better than others and price is not always the best differentiator and they learned that from their experiences operating over the last few years.  

But if you have done cost segregation studies and have 1245 / ordinary recapture to deal with, all of that income is taxed in the year of the sale, regardless of what you received for proceeds.Not previously as big of an issue, but in this world that we have had the last few years of 100% bonus depreciation, it is rearing its head more and more often.

Maybe in July and August yes, but during the rest of the year Poconos homes mostly only book on weekends.

For simplicity, let's assume we can only build on one per year, so we would love to refinance all with some lender(s) to have more cash to work with.Can banks or lenders do combo-multi-state deals like that?

Seems the past two years the traffic on their site is really growing. 

For context, I live in Salem, MA and a few years ago my husband and I were looking to buy a house that was not turnkey, but also livable, that we could live in while updating, and rent on weekends (either a room or the entire home) during Salem’s busy Halloween season.

Their systems make it easy on both us, and the tenants, and we greatly appreciate their owner portals and end of year reports for when it's time to file taxes.

Interested is strategies for selling long term rental of 8 years.