Working with a CPA can help you navigate tax implications, and staying focused on long-term planning will set you up for success.

Accelerated depreciation, taxable income forecasts, and running various numbers/scenarios.Point is that tax planning/financial planning is not the area to skimp.   

Make sure you have a lot of ducks and all fo them in a row. 5 year estimates on revenue and expenses, full business plan, licenses etc etc all in place before you go in.

Putting more down will give you positive cash flow, with a clear plan to increase rents as well. 

Need to move in immediately is a red flag to understand.Responsible tenants usually plan their moves and thus need to give notice to their old landlord and also are proactive in lining up a new property substantially before the move day arrives. 

I am planning on doing a tenant screen as I have not done this for the tenant myself and it is essentially a new lease from my perspective, but curious what others do for renewals. 

The warranty company is the money making business.

No matter how you do it have a back up plan in the event the mortgage company call the loan due.    

My time here in DC will be likely be less than 2 years so my plan is to do as much research and reading as possible.

The meters, bills, old permits (should be available through the city planning), the appraisals, etc.Most appraisers check with the city on permits and non-conforming use while doing their research.