Whats the solution here?

In going up it was due to the roof line and there being an attic space.Adding a room on by going out needs to consider existing configuration and aspect to enhance flow and comfort of the layout.With a big lot then going out seems the most obvious solution but what are other homes like in the area?

Point out the risk of the project and then provide your solutions to mitigate the risk.

So I need to come up with other money making solutions.

Seller asked for addendum to contract stating that extention, and asked if i (assignor) and end-buyer sign.Q. is a better solution, that buyer and seller sign a lease agreement stating 2 weeks free to stay after closing?

I thought about that, just figured that was a harder solution.

Also, I use Buildium.com for management and find it indispensable. 

Hi Chad, it could be worth considering a shot at a software solution built for DIY landlords (1 - 15 units) to bring some automation to the rental management process (just to make things much much easier for you).

I think I can help walk you through a few solutions

You might find a solution from a local person.