Santarelli,Does your company have any multi-family dwellings available for this program you offer, or is it all SFR?

I agree with @Connor Hibbs's comment on terms for first time flippers and if this is something you want to start doing more frequently I'd look for lenders that offer some type of rewards program to gain better terms through doing repeat business.

In terms of the second scenario, the upside I see is the option to get a different kind of loan (say, FHA with a lower down payment and other assistance programs for K-12 educators like me) since I'd be getting a new primary residence instead of a second home.

Sending a personalized greeting to guests when they book, answering their questions, programming lock codes, logging new bookings in my records and notifying my cleaners of them and any requests for early check in, paying cleaners monthly, ordering supplies, updating my listing descriptions about once a week even if it's just a sentence here or there (helps with rankings on the platforms, esp.

Which program?

I had doubts and still have some but now it sounds like those may have been necessary for their loan program after learning why it's a lower risk and FDIC insured requires that. 

That being said, I would use the "Lenders" link on BiggerPockets to try to reach out to more lenders about any programs they have that may fit your needs.Granted, my personal experience is somewhat dated, but when I was primarily doing BRRRs, I had a local lender that required 12 month seasoning on my first two deals.  

It's not podcasts, mentorship programs, and hype.Okay, I agree 80%.  

I have been able to do this for both purchases and cash-out refinances on multiple deals for clients of mine.Typically your max loan-to-value will be 75-80% LTV, but this specialized program will limit you to 10% LTV/LTC less than what you can traditionally do.

@Simandu YakubovFor my flipping business, I prefer to use fewer software programs to streamline things.