Before I do anything, I plan to get an expert's opinion, but looking for initial feedback & ballpark.

So I got the package of rental forms from WI Legal something or other, and on the initial agreement (M-M) I only required tenants to pay for "water"; not fully realizing that the Milwaukee water bill also has "sewer" and "muni" charges - which are far more than "water". 

What gets the most traction, what generates the most face-to-face opportunity?

Very familiar with one, my husband calls it camp and the mere mention of me renting it sends him off on a tangent.....original full log cabin on 10 acres next to federal forest, generator, 10 acres....it would rent in a heartbeat...but then I would be a widow.

I sincerely doubt this new generation will either. 

For instance, one PM I spoke to has the following fees:50% of first month's rent to initialize tenant (+$50 just to draw up the lease)8%/month rents collected$150 flat for a renewalThis comes in at about 12.5% of gross rents in year one of a tenant's lease, and then probably closer to 9% in every year they renew.

based on those numbers it would pass my initial test.

He used his youth and the principles of the "snowball effect" to create generational wealth that can still be seen today with modern manWho was the first landlord?

"Real Estate Commission Rebate Program"Pre-arranged and in place for pre-approved borrower/buyer clientsGood Faith Bid for a Purchase Price of: $500,000Listing Pays: 3%= $15,000 / Rebate to Buyer: $12,000Rebate to be credited at closing as follows: Closing Cost                         $ 8,000Home Warranty                  $ 500Attorney Representation  $ 700 New Flooring$New Window Treatments$New Windows$New A/C System $New Appliances                   $2,800Hurricane Generator$ Other: $_______________________________                                    $ 12,000 Rebate TO BUYER

We’re not looking for high cash flow, but the place should at least be able to break even when we move out.Here’s what we were thinking: Type: 2 - 4 unitsNeighborhoods: Bucktown, Wicker Park, Roscoe Village, or similarPrice Range: We’d like to cap our initial cash investment at $250,000.