Collateral property issues are more of a concern, so I again recommend getting a field call scheduled ASAP to assess condition and occupancy status of the collateral property and arranging for appropriate property preservation steps if vacant. 

Should I find the appropriate forum sections to ask specific questions?

But, based on the rest of your post, it sounds like you haven't yet submitted any written offers.In terms of WHEN you submit a written offer, it should be after you've evaluated the deal and determined what an appropriate offer should be.  

Might hope she doesn't ask.But, if she does, I'd point out the possible issues if they are appropriate, what is the coworker relationship?

Is this a legal rental and within the bylaws of the condo and paying appropriate short term rental taxes?  

What time is acceptable or yet better appropriate.

Although I have an idea of how to maximize monthly revenue, which involves furnishing and taking care of all utilities.I've been talking to a property manager although I'm more interested in their a-la-carte screening and lease signing service for a relatively small fraction of the first month's rent.Here's my strategy:Acquire appropriate business license from DC.

Discussion points:- What type of lending would be the appropriate choice for the construction?

If you're concerned about liability and/or asset protection then it may be appropriate for you to form one, but that's a personal decision. 

Since we would be dependent on our own income, we thought living in the rental would be appropriate and not rushing.