However, he has a separate successful business and is now looking to sell his properties, he has about 20.My question is, what are some good ways to structure a deal so that it is attractive for myself as well as the investor that is selling his portfolio of properties?  

Here's a start Account Closedcashflow analysisage of roofage of mechanicalsmetered separately?

Or should I keep these services separate? 

Furthermore,  the location of rooming house are usually tightly regulated.On top of that, conventional lenders tend to turn-away from rooming house, particularly in the environs of a university.Where you have kitchens in both the upper and lower unit and have fire-separated the ceiling of the lower unit have you formally separated them into a duplex (as a way to avoid an occupancy by-law)?

They are listed separately but they seem to be partial to unloading both at once. 

(ability of the buyer pool to qualify and service debt) Money can be made in any market...it just takes much longer and requires creativity and diligence to identify the opportunities in mature market cycles...in addition to sticking to your financial model...without getting emotionally involved, which results in over paying for deals.

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Effectively, I will be separately writing a check to the Title Company, with a proportionate % ownership on the title (NOT writing my realtor friend a check..).

Effectively, I will be separately writing a check to the Title Company, with a proportionate % ownership on the title (NOT writing my realtor friend a check..).

In Florida my Investor/attorney colleagues recommend 2 separate agreements one is the lease and one is the option as the option is not refundable you don't want to mix the language.