Currently, my focus is on wholesaling, house hacking, and single-family rentals as well as trying to learn as much information as I possibly can.

Short-term rentals are often regulated by the city and limited to certain areas.

I am looking for a small Multi family rental.

He gives a discount on his hourly rate for rental property owners in hopes of making a long term relationship.

This is a company that will perform scheduled inspections of your rental property to identify deferred maintenance needs, dubious tenant activities (say, illegal pets, bad housekeeping, failure to change HVAC filters etc). 

One thing that I can see in our MLS is rental projections and sometimes live rental numbers for homes that have been rented in 2024.

Second question is the home in in a poa “he pays no dues and it’s not active was just placed when the house was built in 1990, which means technical short term rentals aren’t allowed.

The rental yields here are also quite attractive—duplexes, in particular, can provide a strong cash flow.2.

If your wife is a stay-at-home mom and is involve with managing the rentals you may want to explore Real Estate Professional Status as an alternative tax strategy or along side your STR tax strategy.

They're great when you live at the property, but can then destroy your anticipated cashflow if / when you decide to move out and rent all units.- When house hacking, be sure to establish a good relationship with your tenants, but avoid "being friends".