You start by mentioning your age... you'd need everything to go just right for the rest of your life to make, best case, $400 or less additional each month net cash flow. 

I'm planning on buying a small multifamily first and foremost so I have a place to live and then will either buy a single family or another multi family depending on what I can find/fits my criteria at the time.

Quote from @Brandon Croucier: A DSCR Loan requires the property to be in LIVABLE CONDITION.Does it mean YOU would live in it?

@Holly Radice so I own in Barnum but do not do any STR as I don't live in the area.

There's always gonna be poor people and those poor people are always gonna need a place to live.

The first year was challenging meaning had a tenant but not saving, it was just making my living expenses cheaper.

Hey all.I have prowled BP forums for a while and have gotten lots of good info from it, however I have not been able to find a good forum post for the question below.ContextMy wife and I purchased a fixer upper triplex in May of 2024 and live in one unit and rent out the other two units.

I've done several of these here in Chicago, and currently looking for a single-family house to a live in flip in. 

We overthink real estate...Just find a place that people with options want to live. 

I doubt it was actually live.