I learned something from your comments that I hadn't seriously considered before:  The multi-year lease I think is GREAT for turnkeys AND for a newer investor who has a full-time job and a family to support may not have the time, energy, resources, or knowldedge to start from the ground up on with out-of-state real estate investment, I can totally see how turn-key can be super convenient and VERY attractive. 

Convenience?

It’s just making the vacation a little easier for the guest and they will pay a little extra for that convenience, so you can get a little extra income from the people you are already in contact with.

That way you can raise the rent whenever you want and when it’s more convenient for you and you’re in a better position to deal with a move out (if that’s what they decide to do).

I’m happy to honor that for the convenience of one invoice per month.

Wholesaling seems convenient and I’ve dabbled in it a bit, and I have a few friends home that are consistently killing it wholesaling.

From what I remember, AIA contracts have a “right to terminate for convenience” for the owner.....this means you simply simply cancel the contract, pay him for what he has done, and part ways.  

I did that until i realized that until the market crashed, which was conveniently synchronized with the crash of my tolerance for speaking with people. 

Your tenants will be hard pressed to have to give up the convenience or the 'air miles' I would just work it into the pricing model.

Screening is very fast and complete - I can elect to accept CC and set the convenience fee (I do charge a tad above costs), and I find its pretty easy to reconcile a tenants payment via "serial number" or transaction ID reported to the bank with both Rentec accounting AND quickbooks - albeit Quickbooks is still manual for me (you can export from Rentec to Quickbooks via CSV... havent got that far along yet.We literally just completed several rehabs (meaning LOTS of expense), so seeing rents come in quickly and accurately is a relief for a change!