Or would  LegalZoom or Rocket Lawyer be sufficient? 

Hi folksIs landlord in their right to verify that voucher pays in the amount sufficient to cover the rent, before showing the property to a prospective tenant?

The convention center is back to pre-pandemic levels, Port Covington (poorly re-branded as "Baltimore Peninsula") is almost done where Under Armour is building a new headquarters, the huge Westport development that hasn't even broken ground yet, a new Top Golf, half a dozen new breweries, and one of the most affordable metro areas in the North East.3) As everyone else said already, finding a good 4 unit property will be difficult and it's difficult to use an FHA 203k loan for that type of property due to 'self-sufficiency tests' (ask your lender to explain that). 

Seems like a great option for Chicago as the FHA self sufficiency rule all but eliminates Chicago priced 3/4 unit purchases.

Fannie Mae is coming out with new guidelines to allow 5% down payment on 2-4 unit multi-famiy (Owner-Occupied)...This is huge news at least for an area like San Diego where FHA (3.5% down) can't be used for 3 and 4 unit properties due to self sufficiency rule. 

If you have the equity, great, if not, then hopefully you have sufficient W2 or personal income to qualify both properties with out rental income (basically 25% equity in the vacated property is Req.'

@Kyle Smith Sounds like your property is a winner on the surface...and great ROI @ ~50%When considering ROI, I would also consider some contingency for ongoing repair/maintenance to keep your rental in sufficient shape for your market.Way to go on the deal  :)

While you may find a single planner that can sufficiently model your retirement cash flow needs, you are likely to find that a whole lineup of planners / advisers can best serve you in sourcing the broader spectrum of alternative asset classes.Due diligence and sourcing is simply a bottle neck for anyone.

  $500 per month cashflow helps you ensure you don't lose the house, but it's difficult to get RICH off of $500 per month--that's where you need appreciation...ideally, you want a portfolio that provides sufficient defensive cashflow, with enough offensive appreciation to allow you to hit your wealth building goals.Good luck out there!

So, depending on what properties cost in the land of Bucky (My neighbor played hockey at Bemidji), you may or may not have sufficient capital for rental property investing.