Quote from @Jaron Walling: After reading this I'm surprised the OP lasted 2 years...

EDUCATE YOURSELF - yes, it will take time, but will lead to a selection that better meets your expectations & avoids potentially costly surprises!

It's best they be honest with their current landlord so he's not caught by surprise.

But then again I wouldn't be surprised if they did. 

This would mean you wouldn't have anything out of pocket.They could surprise you and offer to do all owner financing or do it for a few years with a balloon payment.I made an 3 offers on a house and to my surprise the owner gave us all owner financing with a small downpayment and zero percent interest. 

I furnished 2 STRs for that amount, just go to either high-end thrift stores or a lower-end antique store....you'd be surprised at how little you can pay for solid wood furniture...

Albany Park surprises me, particularly as to new builds.

This habit saved me from a big surprise during my first year.The actual transfer process is simple: use a designated account for your Airbnb business.

YUP minimum requirements.. although you would be surprised how many folks cannot get a bond because they lack credit score.. this will weed out the really poor players and give state a vehicle to regualted those that violate the laws without all the grey area currently.

I use DealMachine, and I'm happy with it (I read the instructions you provide at the site, so I actually wasn't surprised by anything).