If the software is not simplifying your life or making you more accurate, you shouldn't use it.Software does have 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.

Brett, there are many wholesale only companies that hire for this type of person.

What made you interested in investing in this type of deal?

Type in search words/phrases such as "City" and "short-term rental permits" or "short-term license" or "vacation rental certificate" or something similar.   

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.

For for example, what type of investor are they best suited for and where do they fall short for some other investors?

Next we have document archiving, again has to be secured.

What made you interested in investing in this type of deal?

When you find a property you like, find out what type of loan is currently on it. 

I know some great syndicators and I personally partner with investors on deals and typically get them returns in the 15-25% range depending on the type of deal.