It’s cash flowing about $50/month after everything (PITI, flood insurance, home warranty, excess liability & termite protection) - if I got ride of termite it would cash flow $125.

Tax accountant, banker, realtors, property manager, insurance agent, etc.  

Assuming property taxes + insurance added don't go above $1,100 total, you could maybe make this work. 

These typically include services like renters insurance, HVAC filter delivery, pest control, and sometimes utility management.

Unless Quickbooks has addressed the issue does not have a specific real estate module so you have to work around it using customers as properties and jobs as tenants.

You are looking at the rent of $2,000 and mortgage (Loan, Insurance, and Taxes) of $18000 and thinking you have $200 cash-flow.

The insurance is high.  

How do I go about finding those who'd rather just collect the insurance money then sell it off at a discount?  

Hi Carlos,I am in Madison, WI and we shopped around a lot when moving a few years ago and used Neckerman Agency (now McClone) who are insurance brokers. 

This doesn't come cheap--these folks were making high six to seven figures depending on volume.We focused on lending to professional real estate investors--so our customers were frequent repeat borrowers.