Would appreciate recommendations from this group for attorneys / law firms that specialize in such matters as well as suggestions on what I should / could do if you have personal experience with such matters. 

From personal experience, MLS deals are much less lucrative given their higher price points (typically).With respect to financing, you can talk to any of the hard money lenders on this site for different financing programs they offer (some are tighter with someone who has not yet executed a flip), you can take equity out on existing properties you have, you can use private loan from a friend or relative.

I was used to dealing with one person for property management.

Tacking onto what @John Koster said, the POS ordinances can be tougher in certain cities than others and the tax rates in the burbs can turn a dream deal into a nightmare rather quickly.I'd find a knowledgeable agent who also invests and work with this person to learn the areas and see what fits your investing profile.

I'm particularly focused and eager to learn as much as I can about the Sub-To (Subject-To) method and Owner Financing.A little about me: I own a multi-service home improvement company, which has given me a solid foundation in property maintenance and renovation.

If you were in Seattle you could not end this lease or month/month, no options at all, and you would be stuck with this person until they are carried out.

You could set up a “deferred down payment for 12 months” or have a stepped up down payment (so much per month until number is met) It's really whatever makes sense for the two of you.Things to consider, property taxes have to be paid, repairs have to be made, vacancies have to be accounted for, insurance has to be in the name of the person on title.

I personally have not invested in a property like this before.

So the way I see it it's person's situation specific, as well as properties you have in your portfolio specific vs a specific amount.Good Luck!

Personally, I would go after base hits