Begin with smaller projects or wholesaling to acquire knowledge and boost your self-assurance.

They offered some decent closing incentives such as 1% back at closing table and 6% property mgmt for a year, 1 year warranty, and i THOUGHT rent assurance for 1 year (found out later they'd changed to 3 months only). 

I Would continue to include any tests you’ve done, since you’ve said they were satisfactory…it just adds a level of assurance to a buyer.

The statefarm agent I am working with is assuring me that it will be "written as a seasonal/secondary home for you with the endorsements to cover the air B&B"Is this adequate or should I be looking for more commercial full rental policy?

Rest assured if that happens you won't have to inquire about that one they stay pretty on top of that sort of thing. in our area even with an increase they tend to trail market rents at least double digits. 

In this scenario, the personal guarantee serves as assurance to the lender in case of default by the LLC.

She assured me that Robert had not received my emails and I must have the wrong email.

Looking to assure deal flow from realtors but for discounted/distressed properties. 

If you wait, someone with more money may come in and give a better offer for that duplex.By purchasing now, you are assured that the property is yours and when rates come down, voila! 

As someone else replied above, you don't want a quitclaim deed (because that provides no assurance to the buyer that the seller actually even has title to the property, leaving the buyer with no legal recourse if things go south).