In preparation for that moment I would recommend evaluating/analyzing the investment to better understand what is required.I believe that Opportunity Funds will present a rather large incentive to those wishing to "cash out" on their investments by selling their assets and exchanging their proceeds into a qualified opportunity fund.

It sounds from your description that it is.However, because you also do personal activities in the room (play games on your desktop), it doesn't sound like this would pass the "exclusive use" rule.Playing the games on your laptop in a different room would likely qualify the room as "exclusive use" as a home office.Also note that in the future if you take this deduction, there is a simplified method you can use to reduce the records you have to keep - just multiply the square footage of the office by $5 (if it is under 300 total square feet).

They have more skin in the game then you do.Make sure you get clear title.

I've recently combed through all the Zoning Board of Appeals documentation for the last couple of years (and I had done the same back in 2014) and in almost all cases the board denies requests to re-establish rights. 

If you're cutting a couple of dozen boards, and you have a table saw, why would you kill yourself using a hand saw?

Use this person as a diving board, not a crutch!

This means that you could qualify with one method without qualifying for the other. 

The lender will take 75% of the established rental income from the property to qualify YOU for the loan. 

(Also, I read Rich Dad, Poor Dad this year and liked it enough to buy the board game.)So, full disclosure I am a real estate agent that services Denver and Colorado Springs.

(Draftsman will be under qualified, especially when permits and filings come into play.)