I understand I can increase liability in each individual landlord policy, but one single umbrella policy is much more cost effective when I have multiple properties.

everything on and off market gets multiple offers almost immediately. 

Although the journey has been worth it, I've sacrificed quite a bit from a personal lifestyle perspective, relationships, etc.

And @Natalie Bender is right about spreading your risk by going into multiple DSTs. 

You could also consider a reverse 1031 exchange, where you buy the new property first.Make sure to identify multiple properties (up to three) to keep your options open, and try to negotiate longer contingencies with sellers.

Quote from @Paul Novak: BP Team,I am looking for perspective and advice. 

I'm simplifying but by no means do those riders enhance coverage - they prevent the contract from being voided and add premium to make up for the increased risk.You're an investor with multiple properties so adding this type of rider isn't really what your initial post was about at all, was it?

What is true is that the low income space is definitely not for everyone, hence my desire to be able to provide options for multiple types of investors with varying risk appetites'.

That home was in Milpitas CA.. probably worth about 1 mil today.. but I lived there 2 years sold it made over 50k and I was off to the races.. primary home equity as I look back 50 years of ownership and multiple homes has made me well over 2.5 million in tax free gains. 

I am seeking recommendations for an app that can integrate with multiple platforms.