The money and the deals are the two biggest hurdles and you seem to have that already squared away.

And the biggest disconnect is the location - it is super nice, in a historic district, walkable to a vibrant downtown.

i have 1 primary residence (Listed as my primary but I rent this place out) and 1 rental property (listed as an investment property on the loan).My gf also has 1 primary residence which we both live in.If our goal is to buy a  primary residence where we both live and rent out her primary residence, does she have to change her primary residence to a rental property so her taxes are files correctly and would there be any tax incentives making this change as well?

i have 1 primary residence (Listed as my primary but I rent this place out) and 1 rental property (listed as an investment property on the loan).My gf also has 1 primary residence which we both live in.If our goal is to buy a primary residence where we both live and rent out her primary residence, does she have to change her primary residence to a rental property so her taxes are files correctly and would there be any tax incentives making this change as well?

.- The biggest tree house I have ever seen in the back yard.We decided not to make an offer because I was pretty sure it was a meth house.

Biggest issue is probably fire sprinklers - many towns require them for conversion to a 3 family. 

The biggest thing is to have super clear expectations written out ahead of time to avoid and falling out or resentment during the transaction, make sure you and your partners have the same vision for the investment, and make sure you trust your partners.

I really want to turn those properties into Airbnb listings due to promising ROI and no HOA restrictions … The biggest challenge for me is to hire someone on the ground to set it up and coordinate with vendors, for example running errands to pick up the keys from my agent, purchase / receive / assembly furniture, installing smart lock so I can have full control over my property remotely..

I did this to free up the FHA loan with intentions on using it again to house hack a more expensive four-plex.My biggest problem has been finding a four-plex for sale in an area where I could move into that would not be any further away from where I work (already an hour drive each way).

They may not believe that your daughter has actually lived with you.We've seen a spike in rental application fraud, the biggest issue being residency fraud.Applicants are claiming they live with family/friends to hide their true landlord whom they haven't made payments to in months with eviction moratorium.