BRRR, short term rental, mid term, long term, house hack, etc???

Madison has pretty strict short term rental rules if you don't live at the property, so mid term furnished rentals is a strategy I have seen done here. 

This positive cash flow will provide a financial buffer and support your long-term investment goals.Multi-family (MFH) and single-family homes (SFH) are distinct asset classes with different characteristics.

I would probably borrow a little more than $100-$150k if I could to keep more reserves.All I can do is mention my favorite fellow long-term operator and handyman in P-burgh @Jim K..

So 20 year ground contact lumber is okay as long as it’s anchored by cement? 

In addition to being a long-term real estate investor I have been a commercial/res appraiser, historic property renovator/contractor, property mgr and more so I don’t mind properties with issues as long as they are fixable and priced accordingly, and my investments are all about the numbers (NOI/Equity).

Long story short it cost me a deal plus more money (Besides the sign up fee (5k not 4k) plus the monthly cost of 160 to 180 for the "subscription" as well as the EM, Termite reports etc. and not only caused issue with the seller and their realtor but mine as well.

This new form allows us to order a 1007 rent schedule with SHORT TERM RENTAL COMPS.

Approach sellers who might be open to owner financing – especially in a small town where personal connections and negotiations can go a long way.Short-Term Rentals (STR): Given the touristy nature of your area, an STR could yield higher returns than a long-term rental (LTR).

While it’s true that getting a second conventional loan immediately can be challenging, especially if you’re looking to maintain optimal financing terms, it’s not impossible.