There are tons of threads concerning options and their use as well as how options have been effected by Dodd-Frank, the SAFE Act and predatory dealing laws.My feeling is that this price level, with a more financially sophisticated buyer, who just sued and won in some matter with a bank isn't going to be that likely to get involved in leases and options and convoluted strategies that lesser mortals might get involved with.This goes a bit deeper as to the issue why your buyer won't qualify, one credit issue generally doesn't wipe out a higher income earner for 5 years, so with more information concerning that issue we can judge what alternatives might be acceptable.Another aspect Inderpal, are you suggesting you would carry back the mortgage but it's your partner who is unwilling?

I reviewed at least a dozen companies who were managing similar properties in the submarket, did a deeper investigation into the best six and selected the top three to come make presentations.

So I discovered when I dug a bit deeper this morning that the Zillow estimate was $75k for each side so a total of $150k. 

That being said, I too would prefer 2,3 & 4 rent checks each month as well....maybe I should look a little deeper for multis.

I am looking to understand the Chicago real estate market deeper and hope to learn from this forum.

They came to me and asked me to help and I thought it would be a great way to say thank you (I won't delve into my family dynamics).

Listen to a little bit about a lot of different re strategies and from there take a deeper dive into subject matter that interests you the most.A fool and his money are soon parted so for now pretend like you don't have any!

If you delve into a D neighborhood you could find quite a difference between "projected rents" and "collected rents". 

But before I do I'm trying to dive a little deeper into the numbers.

@Stephen Guerguy Thank you for the advice, will definitely dig deeper into that.