Typically it's 25% down conventional with about $11k in cloisng costs/pre-paids plus the $70k down and this eats into a lot of my capitol. 

If he says no way, tell him you'll pay to have it cut and charge him back for it. 

I'm not sure how you would approach your friend to buy their property, but in terms of financing, you could always try for a conventional loan program (lesser property requirements, so you could swing a fixer upper pending how extensive the repairs needed are).

And when I said I’d charge a 2.5% finder fee to assign the contract they were immediately up in arms.

Currently, trash pickup is done by the City and charged through taxes.

Specifically, I am looking for a duplex or triplex to live in and rent out the other unit(s) and begin to “house hack.”The good news is that I quality for a great first time home buyer conventional loan to buy a multi-family property with 5% down.

@Giovanni Luna You can't get a conventional loan with title to LLC.

You may want to consider forming an LLC and using a conventional commercial loan.

I feel like I have my bases covered, but am wondering if I'm missing anything obvious or if you have any tried and true questions that help weed out the bad ones.Overall - can you help me get over the fear I'm having about handing my units to a company who (seemingly) will sweep in, re-lease to their paperwork (thus charging me 8 re-leasing fees), disrupt the tenant and their current habits (all of which are well-trained save for an older Section8 gentleman) and ask them to make changes? 

Just want to be fair but not charged unnecessarily.