Very familiar w the city as I was born and raised here.Going 20% down conventional w plans to pay it off ASAP as I make over 100k per year after taxes and live well below my means.I hope to rent it out and cash flow as soon as I pay it off.Today during the blue tape walkthrough I identified an issue with the front door.

Would this raise any flags?

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

They never see the card.

In this case, speed is your friend.If you can, pay for repairs out of pocket (or on a credit card or with a loan) do so and then submit the actual bills to the insurance.

(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? 

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.

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.

We raised money for the gap funds on our deal.  

Open a cc with a good point/interest rate/perks dedicated to the LLC, it will make it so much cleaner for taxes and you will receive points rather than using debit card with no add value.