There's other dialers out there that's more custom tailored to organizing calls, lead follow-up plus much more cost effective and honest with a live customer service line.

You sound very organized for a first-time flipper so it looks like finding that mentor is paying off.

I want to ensure I’m doing this the right way while keeping my finances organized and compliant with any regulations.

I just like that it’s all there and organized and there is a team supporting it and me. 

So this is some kind of communal organization - there is a "mentor" at the top, and a bunch of "mentees" who do work for each other/for the mentor.Hopefully the asset is all in your name and your name only. 

We embrace S8 applicants, but screen them just like any other applicant.Many have an entitlement mentality and try to leverage their S8 voucher by pretending to be helpless:1) A percentage won't apply because they expect a landlord to waive application fees for them.2) Many cry broke and expect a landlord NOT to charge them a security deposit.3) Many of those same S8 tenants trying to avoid paying a security deposit, won't make an effort to call the list of nonprofits we send them that will pay their security deposit if they apply.4) A lot of them try to avoid paying for utilities.

Your HOA also will have to unless they are organized as a 501c3 which most are not.

or should I just wait for the reviews to come in organically from outside bookings?  

As a powerful organization, I would like to see Bigger Pockets become a leader in not simply educating real estate investors but leading the way in warning investors about the real estate guru pitfalls.  

Even now there already starting to call out for private and non-profit sector to, yet again, clean up and solve everything Big Gov botched, yet again.