More properties helps increase your profit but also covers any lost rental income if one property is rented but one becomes vacant it's a wash. 

No tickie, no laundry...advise BOTH persons that you will not be able to hold the property for them should the lease not be signed immediately (and provide a date that is within 24 hours).

He mentions laundry income, but that would only apply if you rent a washer/dryer or use a coin-op washer/dryer.He's giving you a fairly detailed list of income sources.

I wash them off when they need it, and shake out the floor mats or vacuum the car out between trips (depending on the guests how well they kept the car clean).

I came across a self serve car wash for sale.

Wash, Rinse and Repeat.

I’m considering pressure washing, roof gutter cleaning but I’m open to other ideas.

For the same price as a hotel, you can get your own room with a kitchen, laundry, etc plus other amenities depending on the listing.  

In hind sight you should have better managed what it was he wanted to build there, but today's issue is to resolve the parking issue.

Anyone on title would be considered an owner.75% of the rents would be considered income when refinancing, so while the rents won't totally wash the mortgage, it's a step closer to him being on title and the mortgage when he refinances.