Putting aside the fact I would never mail a yellow letter because of my model, you can do better than sending a mail piece since you are spending considerable energy building the list.Sign up with BeenVerified or Intellius to find phone numbers, e-mails, social media pages.

You are not going to continue to invest time and energy in monitoring rent collection.  

That said, from what I can see Tampa Bay as a whole dodged a huge bullet.  

He has a very demanding career and i know hasn't put much of any time or energy into renovations/general land lording.

New windows definitely have more of an appeal to the tenant because they offer a fresh look and will reduce your energy expenses. 

I personally used Bullet Roof for my residence and have a lot of clients that have used Rosie's Roofing.

The option 2, would allow me to stop wasting my time at a dead end job with no upside and a time/energy drain.

While you wait, spend a lot of time and energy learning your market and its history so you know exactly what a deal looks like (or whatever market you want to buy in.

A transaction's facilitation and coordination takes a lot of time and energy so why not let a professional handle that for you free of charge?  

As long as you surround yourself with the right people and the positive energy, you will grow as fast as I did.