I could just repay him and basically use him as a lender.

@Chris Habets, I was living in the home and basically had a roommate who lived in the basement.

At a 5% downpayment, the monthly total payment is ~5k and perhaps the rents could be increased a bit but even then, they'd only be around 5k total monthly gross rental income..after any expenses and repairs you're in negative territory. i don't really understand who would buy that property..I guess an owner occupant who doesn't mind having a higher personal monthly payment still, or someone just seriously banking on appreciation and willing to incur negatives during the meantime which seems silly..but i agree with the original poster that lots of multis in these areas (wicker/logan proper/humboldt) are priced like this kedzie one and basically aren't a good deal sadly, since they are the nicer properties (location and often turnkey wise). have to go further north/west to get the deals. im hunting for a 2-4 flat myself and wish it could be in prime palmer square location like the kedzie unit linked, but the numbers just dont work

Basically each property undergoes SEC approval by itself, so each one has to be vetted. 

Hey Guys, I'm about to go the self employed route and need a little help with how do setup my personal income taxso tell me if I'm going about this right....Heres just a simple example1. 5k rental income- 2k expenses - 1k (salary I pay myself) = 2k net profit - 3k (depreciation) = -1k loss for loss on rental2. 1k salary * 15.3% (med/SS tax) = 153 paid in personal taxes so far3. deduct health insurance/ 7.65% (half of med/SStax)  from personal income 4. carry the 1k business loss to my 1k salaryEssentially not paying rental income taxes and also basically just paying 7.65% of taxes on the personal salary I pay myself.obviously just an example but just wondering if Im looking at this the right way?

I have a basic, broad knowledge base; I have been a BP member for a long while and have listened to most of the podcasts and have read a number of the books.

My name is Colin and I’m from pa, I am brand new to investing in rental properties and I’m in need of some basic information on what the steps are to buy a property to rent out.

@Jaysen Medhurst Unfortunately basically zero chance I can sell these properties, before buying the other. 

Why are people generally not ok with “feeding” a rental property with negative cash flow, when they basically do this every day with standard retirement accounts?

I am basically just asking for advice on moving forward and I know there are great people on here with a lot of experience.