If you're using a property management software, I would make use of their marketing/listings feature too, since they usually post listings to a variety of websites.

I currently work as an Automation Engineer.

HI All, I'm a 27 year old software sales professional looking to learn more about whole selling real estate.

Google "End-to-end Machine Learning project on predicting housing prices using Regression"https://towardsdatascience.com/automating-real-estate-investment-analysis-d2b07395833b (less relevant, but still useful)

I have a lot of experience running complex deals with software executives in the 200k+ range. 800-range credit, no debt, 28 years old, Berkeley grad, roughly 90k in liquid/semi-liquid assets (not locked in a 401k).   

DocuSign, filing, updating software to new rents etc.

If rent goes to zero for 12 months, I would still be responsible for -Water bills in buildings that aren't separately metered -All repairs; roof, furnace, water heaters, appliances -Landscaping and other services-Fuel to and from properties -Equipment maintenance-Taxes and insurance for properties that aren't mortgaged -Any legal fees -Property management software feesAm I looking at this wrong?

And some economic areas will never return to the way they were before due to new regulations, automation, and changed consumer preferences.

I believe the TDA process is automated in Florida through RealTDA.com.

I would not be concerned about prospect tracking software, only that the phone gets answered, that the sales pitch to get the customer is professional, that showings are set up, that showings happen, and that deals get closed.