I'm thinking of doing the same, but part-time, with the means to facilitate REI for myself, family and friends.

sorry to revive this old thread but i just came across your post and wanted to let you know how much i appreciate the specific and thorough overview and insights. i'm in boston, but my dad lives in new port richey. i've been looking for some type of small (2-4 unit) multifamily situation in the st. pete area. i'd like to use it to facilitate more frequent visits to hang out with him and escape from up here periodically while having at least one unit generating year-round rental income. i have no qualms about taking on fixer-uppers and i am in agreement with you about doing the work right the first time, even if that means spending a bit more money and/or time to do so. i recently stumbled across a few properties that seems intriguing, to say the least. was considering flying down to check them out but then i realized it's school vacation week so fares are triple what they are next week. i would love your perspective on them ; it's definitely a unique situation and while i do love a challenge  it's difficult to assess exactly what kind of challenges to expect in this case. your post here was a very helpful little push towards the direction of starting to see this whole thing taking actual shape as an actionable plan, so whether i hear from you eventually or not i will remain appreciative forever :D thanks!!

Of course there were some times where I would get hit with some silly fine (I can't remember to list them) when my neighboring landlords were literally letting their buildings get run down, facilitating illegal activities, not per building code, etc.

Payments from seller to buyer typically are made at closing, often facilitated by an escrow officer.

However, in the interim I figured it would make more sense to purchase an investment property to add an additional stream of income to help facilitate that move to the 'burbs'.  

I email him and he replies that he agreed to terminate their lease in June to facilitate me selling the home. 

Offer him $250 to "facilitate" his moving out.

Rather than facilitate all plan investments, the IRA is simply used to purchase the ownership interest of a specially crafted LLC.  

You should be able to facilitate the transaction with your team and attorney. 

Again, money is not happiness BUT it the facilitator to all that allows happiness to flourish.Have a sick parent with Alzheimer's or cancer, universe of difference from with or without money.