I have a potential tenant who is requesting to pay rent by money order rather than through the RentRedi platform. Their claim is that paying rent by money order will help them in some way when it comes time to purchas...

Use internet tools such as BiggerPockets, Graham Stephan's and Meet Kevin's YouTube channels, and BiggerPockets Pro online courses.

Go to Etsy and search for "rental property tracker," and you will find hundreds of nice spreadsheets to track 10-20 rentals, usually for under $10.Software has extremely helpful features like online payments, marketing syndication (click a button, and your property is advertised on multiple sites), electronic document review/signing, maintenance tracking, and owner reports.

The loan process was easier than ordering a pizza online.

I'm thinking of signing up for Pro (mostly for tools / calculators) and also checking out other rental calculators online.

For argument's sake, and to keep the math simple, let's say you have $1 Million in ETF's or some other safe-ish, well-diversified assets.Step 1:  Take out an SBLOC (Security backed line of credit) on said portfolio. 

The online community is always here to answer questions as well,  I’m not quite sure your definition of a job opportunity is in your post?  

While we are not truly concerned with making it someones dream home, we do want it to be smooth/safe with a modest level of eye appeal and without a massive time or money investment.

Lets meet or chat online for note partnering if you are still in this business. 

Bad part is there's lots of paperwork you need to full out online.