He get's principal and simple interest payments over a number of years.I'll manage the deal and the property.Looking to create a proforma for this that would fit a typical rental analysis but insert the detail of having private money cover the DP.

I will no longer manage furnished long term rentals. 

I actually have two south side chicago properties right in that pocket of Greater Grand Crossing.The key here, more than anywhere else, is proper tenant screening and property management. 

Here is my method I got that has done me wonders, I used the method from Brandon Turners book on managing properties:1.)

The attorneys I have worked with when buying a large apartment complex have all recommend one LLC for holding the property and one for managing it.  

BiggerPockets also has a calculator to analyze deals, and I highly recommend you start this as soon as possible, even if you are not ready to buy.

.✅ Looking at property management options—self-management can save costs but requires effort.4.

I am looking to connect with the investors there as the promotors are continuing to take Asset Management fees to the tune of $450K a year (on top of PM fees) even when their payout to the investors is around $20K a quarter (not meeting preferred) and the overall fund is negative about $450K.

That is exactly how my wife and I got our start in Real Estate.

I'm not in Boston, but I post the asking rent and do not haggle.I've got a property manager to do my screening now, but when I self-managed I used SmartMove by TransUnion.