Would this raise any flags?

Taking advantage of a natural disaster to get yourself a pay raise, classic union tactic. 

(PMI effectively raises your mortgage APR and is no longer a tax deduction on a primary residence.)If you really want to invest, what short-term sacrifices are you willing to make? 

That said, the sources and uses did not indicate they were over-raising.8.

My cash flow might only be $300/month from when I buy, but market rent keeps going way up each year due to low inventory making my “base hit” look like a double or triple in 3-5 years as I keep raising rent.

From what I am observing it is seemingly reactionary to cover lower margins and out of necessity to make deals pencil.Meanwhile I am hearing this spun or disguised to help raise capital, negotiate better ownership splits or to merely keep the lights on.

But we have a lot of interaction with guests before they ever arrive - we require a photo ID of whomever has booked our house (and the name and info has to match the booking info), a working cell phone number that we will send a test message to by text to confirm it belongs to the guest (or is at least in their possession), and we converse with them to let them know what to expect from us (and if we have any specific concerns we share those as well) - for example, this week if we had anyone scheduled to arrive we would be discussing the incoming hurricane. 

We raised money for the gap funds on our deal.   

NJ gets a bad reputation but if break state down town by town it is raising rents and collect rents is easy, just need to make sure you are buying in those favorable towns.

Drago raises a good point about exit strategy.