Any experience with RE investing? 

He's an agent with RE/MAX, one of the largest franchises with a great training program and a lot of tools for their agents to use and build a successful business.

Transfer it to new job and find other ways to raise capital for RE.

I had some money, but knew little about RE and had no access to sponsors and properties in 2010 when I met Brad Sumrok at Lifestyles.

That seems to be the "safer" move when investing in RE. 

Quote from @Jaron Walling: @Kane Spangler There's a since of pressure to build or buy RE in your post.

It's not enough money to be concerning yourself with better ways to re-invest the funds.

Let's re-frame this to help better understand. 

and the only question in my mind is if the landlords will be able to re-rent quickly or if there will be some kind of a 'black swan' event when rentals in DC become completely unaffordable/unattractive.

Join an RE group.