If there is no difference between Carrot and WordPress when it comes to SEO and ranking on GOOGLE then it might make sense to go with WordPress for a long-term play. 

This in turn will kill your exit strategy if you are not doing your due diligence and playing conservative.

Divorce - its easier if the house is in the divorce decree otherwise you need to play mediator between parties to come to an agreement. 

I don't like to gamble on rent appreciation.

Also, to track spending habits - just had a prospect withdraw their application when we asked why they were spending half their income on gambling websites.

Yea this is a long-term personal play more than a strict STR deal. 

It is an appreciation play right now.

Mailing is a slow play and takes volume.

Our current focus is for a family lakehouse / lifestyle play here in TN but would like to work my way into commercial properties, short-term rental facilities, business acquisitions to name a few.

Playing around with my Excel spreadsheet and got to thinking about selling my rental property in the next few months vs waiting until it's paid off in Jun 2027.