Hi @Zachary Reiff,From an accounting/finance standpoint, QuickBooks Online is your best bet for an all-in one software.

What is your financial objective?

To what extent would you entrust them towards handling duties such asCommunity and Forum building Online event hosting Social Media Handling Deal Finding and Analysis Appointment Setting Remote sales(real estate course and events)Customer Support

Focus on the reasons for that growth, the sustainability of which areas will be most attractive and you're investing in a great market if you have the right key indicators in mind and the right focus of your objectives.

You are looking it this through you own self-worth and frailty, not objectively. 

I'd love some feedback online or in person. 

Check out other online guides available here: https://www.biggerpockets.com/guides3.

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.

I hope you’re not getting your lending criteria online, John.

You can also check their reviews online at Google, Facebook, or Yelp.