I was touring the property when they were home and they asked me how the living situation was gonna work out, I explained that my loan stated that I had to live on the property for a year, and the tenant next door was on a year lease & he was month to month so he was going to have to leave.

That is something I would for sure have to look into as, according to your post, it seems like the timeline for mid-term rentals kind of lines up with the amount of time that we would be gone each year, which would work out well and probably require less of a hassle of trying to maintain the property after each stay for Air BnB.

Works best if you trust the flipper.Wrap + Second Position Combo: This is a cool little move—you work out a wrap-around mortgage with the seller, then assign that contract to your borrower, and still lend in a second position for repairs or closing costs.

They're meeting is free and includes a mastermind session to discuss issues people are having.

Many coaching programs include group sessions, masterminds, or events where you can connect with other like-minded investors.

Also, if you decide to sell, commissions are negotiable and/or you could work out a good seller finance, or other creative finance option.

Can work out very well. you just need to make sure you and the owner/seller are on the same page. 

I do however think as things clean up systematically, cashflow will improve and the benefits of low capX exposure in near term and appreciation will work out.

Yes, CT can be an expensive market but depending on where you work out of, it can be manageable.

That was 4, 2 hour sessions a month and they could call me anytime with questions.