You may have to pay in quarterly estimated taxes (Form 1040-ES) depending on your total tax liability, and how much you have withheld on your W-2.

I also don't want to have to check the meters monthly, quarterly, etc. 

You need to do quarterly inspections to keep them in line.I would have contractors do all repairs and bill the tenants for the costs.

Pretty decent apartments in the french quarter start around $200k. 

Only a measly quarter of a trillion $$$ between them :(Just check the list of richest people in the world.

For SBA loans we always ask for annual reports, but I've not seen quarterly reports as a requirement before. you'll most likely have to send in your annual T/R's but for quarterly's I'm sure they just want company prepared statement. do you have an accountant?

Since June 2018, 2 homes of identical or smaller sq footage within a quarter mile of mine, built within 3 years of mine, sold for $1,900,000 and $1,800,000 (each was on the market for less than 2 months before selling. 

In the past, I have adjusted the due date, set up 1099 type tenants on a quarterly payment schedule, requested (and received) 2-3 months rent in advance, sold the property via lease/option, etc.I get that the norm is rent due by the 1st, late fee accrues on the 6th, but this tenant's situation apparently doesn't fall into the normal category, so ask the question, then evaluate whether you can live with (and accommodate) the answer.Good luck!

Curious about those who are in a syndication where the monthly/quarterly cash flow payments are being deferred.  

My business partner and I host a quarterly luncheon with Harry Borders and SurePoint.