An easier route would be to convince him to go in on the short term rental together in a partnership. 

Just make sure you’re comfortable with the interest rate if going either route.  

Transcribing transactions from bank statements, posting transactions to the correct accounts, and then manually creating an income statement, statement of owner's equity and a balance sheet is a fairly time consuming process and I have not been able to keep up with the book keeping between my regular work responsibilities.What accounting software do people recommend? 

Is this all handled by the PMS and then routed to the guest by whoever is the primary host?

Not sure whether the calculation is correct.

Don't depend on Aircover.Homeowners policy will not protect you if your renting as a STR.You need the correct STR policy to protect your property.

It took a few months to correct it but they finally did.

Is becoming a real estate agent the right route?

Asking in the correct forum will get a better response.Read the RULES!

I also had a state corrections officer that was similar.