Im thinking its the responsibility of my tenant to get out there (or hire someone) and cut it and drag to the curb.

@Delmas Edwards You can get a plumber to run a snake up the drain that has rotating cutting blades that will cut out the roots.

Mike,Simply ask.

I have used 3 different lawyers, several real estate agents and list goes on.I wish you all the success and prosperity in your venture... just make sure you measure twice then cut once!

Do the math, cut the check.

Sometimes it helps to hear it put so straightforward and simply, so I really appreciate it.

“This relative actually bought the house in the owner's name”So you know the seller is cutting out the relative “who bought the house” (your words) , yes?

Also its simply not that common in the dc area for renters to have renters insurance, so even if I required it, the tenant would be cancelling it the day after they showed me the policy.

3) Is it easier simply to have both parties (private lender and myself go on the contract)? 

If you plan to stay in cash on the other side of the balance sheet you can use the two to blend a much higher ROI than simply going cash without the 1031.