Congrats Subbing work out in the high desert aint for the faint of heart.  

CA OR NV AZ WA etc.also this being an investment property I think a work out with the lender is whats in order.

I remain positive that everything will work out!

Depending on the amount of months left on the lease, you could add him and if it doesn’t work out, serve a non-renewal notice.  

Seems to work out great for me.

This will be my first investment property and I am hesitant to just hand $30k+ to someone and trust it'll all work out.

Aloha,Given that this is the first month using the Avail system, unless you specifically provided the tenant in advance with information on the lag time from first hand experience, I would let it go and simply inform them of how the timing did not work out, and have them adjust their "pay" date accordingly, reminding them of the "late" date and penalty for future payments.

If STRs don’t work out, you can still sell at a profit.

Reason being, our first choice path does not always work out.

Every market is different, but in New Orleans there are two types of guests: 1)  Guests looking for a dirt cheap place to stay and don't care where it is, but will complain about the tiniest little things, when in most cases the Airbnb is much nicer than their own home.2)  Guests looking for a unique stay in a real neighborhood (how Airbnb started, until investors of faceless LLCs started to gobble up and change the fabric of these neighborhoods).