You can renegotiate based on your inspection/inspection contingency3.

Ideally, we want the entire process to be managed locally to Hawaii to maintain authenticity and manage logistics effectively (stamps from Hawaii and not the mainland).Unfortunately, I haven't found a local company on the Big Island that offers these services.

Is there a particular space within Bigger Pockets that I'm allowed to market specific deals or services.

I've used Cory's Lawn Service for years and they've done a great job. 

PMI for a conventional loan is % based and affected by credit score, downpayment%/LTV, DTI, and number of borrowers on the loan.

I normally advise people to self manage for the first part of their journey if they can so that they can get a knowledge base to become better investors.At some point if you get to enough units self management is tough and its too costly to hire an employee so the numbers make sense hiring a property manager.To be blunt, you are going down a risky path for an investor.  

We are going to touch base in a day or two.I have run the numbers on the Brrrr calculator, but have ZERO confidence that my guesstimate about rehab costs are accurate.

If you can offer flexibility, I would put on listing and/or booking confirmation email which day/time the service is and say it is subject to weather.

Currently in grad school but previously worked in hybrid social service/tenant management roles inside affordable housing developments so I've seen some of the worst of the worst.

"All Diversified Lending LLC" based out of Arizona?