Lower end of capital and not eager for a money grab but still wanting to build capital and start this journey for my family and I. 

Mom and pop NY brokerages would be a better option, but they will have no training or systems, but will hold your license while you look.

I just don't see a big enough difference between the RentRedi and all of the other free softwares to justify spending $9/month.Long story short: Why should I use RentRedi compared to the free options out there?

I know it is too late at this point but should you find yourself in this position in the future I would utilize the 1031 exchange option.

Sometimes, a more expensive home with lower property taxes can be more affordable than a cheaper home in a high-tax area.

Since you're selling 8 SFRs, this could break up into multiple distinct exchanges (most likely), but you have the option of combining multiple sales into single exchange purchases. 

Other than lowering my DTI ratio (which is what I'm focusing on now), is there another way to realize that equity or am I stuck with dead equity until I can get that ratio to a better space?

Do I have any other options?

The self serve option is hit or miss, I wouldn't use it in a city with strong squatters rights.

I will definitely look into my options with those.