I would prefer something that is syndication of rental listings only vs property management software as well.Thank youJohn

I manage 400 rentals and have never, ever paid a tenant to leave in 15 years.It may be too late for you to do the right thing.

I can’t help but think they were not prioritizing selling my condo and that has caused me to lose some trust in the agency that is selling my condo.

Our rental market is extremely tight with little availability which is driving rents higher.

I don't particularly want to sell my share of this property as it has appreciated quite a bit since we've initially invested and I'm hoping I can eventually get him moved out to turn it into a full-time rental property.

It is possible that you could take the deduction for your rental as a separate investment activity. 

Condo HOAs can also set restrictions on number of rentals  - many of them don't allow any AirBnbs etc.

If you can find a house or duplex where rental income covers a significant portion of the mortgage, it could help you build equity while minimizing your living expenses.I'd recommend looking into first-time homebuyer programs in your area, and as always, make sure the numbers work for you.

I would definitely say this is house hacking, as you are purchasing and living in a home with the intent of making it a rental.

Pittsburgh is a popular market for house hacking and multifamily investing due to its affordability, strong rental demand, and diverse urban and suburban neighborhoods.