Finding out a substantial recurring cost after you have already made the investment is sub-optimal. 

It's maddening that he could've built so much equity in the past 15 years but he's been on the wrong end of the equation due to that anxiety about making the plunge.

Enter recurring charges and automatic late fees.

Coming out of finance, I banked profits for a reserve for lean times; yet it still doesn't assuage the anxiety that happens from each booking that cancels.

Yes we could clean ourselves, but elect not to with 3 young kids.In general, all the things that could go wrong for a guest, things that are unacceptable when paying as as a guest (internet outage, clogged drain, etc)The anxiety of managing to positive reviews in the early days when one bad review can do you inUnknown and changing legislation 

Just offer to pay them for their time to do the above, or, b) contact a mainstream title company in your town, who will put you on their recurring email for foreclosures, as well as the list of resulting Certificates of Purchase. 

My own disinclination to try something like this is because of the UPFRONT and RECURRING nature of the fees (regardless of whether I might find/buy any suitable deals before the NEXT fee is due)!

But like Joe said about a local group -- I'm trying to figure out when would be best to have a recurring day/time before I'd start it...but I think around Tax season is possible for us to do a Meet-n-greet.

It is ok to be scared and have anxiety but don't let it overcome you.

You don't even need a business banking account with recurring monthly fees.