I'm significantly ramping up my lending activities for 2020 and looking for a good software package to manage and automate as much as possible.

I want to know who uses loan doc software to create their NOTES and disclosures when they lend their own money?  

I feel like so many people have repeated the "VRBO guests are older and take better care of the place" trope that there is a lot of confirmation bias there, and people just kind of repeat it. 

May or may not blow up your deal but it's much easier if...Meet the investor with a clear title, a copy of the contract the investor that is being assigned (you can even meet at title so they can confirm that it is the contract), and an assignment form.

I'm looking for a property management software that will allow me to upload documents as well.

I can find those on common websites/craigslist to confirm. 

Talking to some real estate software providers, they have between 300 - max of 20k paying users.  

What is the best software to use for a small portfolio?

I am trying to get the pros and cons of multiple property management softwares and was wondering if anyone has any opinions.

Yardi Breeze is a really inexpensive software that is user friendly.