@Von Wilson you could ask the developer next door to partner with you and have them build on your property.  

Quote from @Michael Goddard: It is always great to hear someone coming from a place of giving to gain knowledge.

Please feel free to reach out to me and my team if you would like to come up with a game plan and build your buy box. 

Is now a good time to get into the DC market?

There will likely be dozens of follow-up calls so don't be discouraged if you can't close someone upon first contact.All the best!

Theoretically, I should be able to collect the funds from the deal, should my family member decide to go through with the deal.

I've only evicted a tenant through the court system three times in the last ten years, but I remove about a dozen tenants every year outside of the court system, all legally.Any tenant can move out in two weeks.

When you finance through national lenders, in your experience, is a balloon a common requirement for commercial loans of this nature or is it possible to get a fixed rate for 30 years?  

I found my handyman through my RE Agent. 

The question is whether to contribute up to another ~30k via mega backdoor (MBD) or to a taxable account.