We are contemplating turning it into a short term rental. 

I'm currently contemplating on building a collaborative relationship with a Real Estate Investor who specializes in wholesaling.  

I've contemplated doing a promote - where both partners get a pro-rata return on their investment until their original equity is returned and then having 60% go to me and 40% to my partner. 

Whereas minor sinkhole openings on your property not only leave you the bill to remedy the problem, but also permanently tank the value of your property unto eternity.To all the other investors here: am I crazy for even contemplating owning more houses in Florida?

This is pretty much impossible on a stabilized apartment.Now I am contemplating selling the fourplex, as I was just gifted a $3000 punch-turn on my last tenant leaving.

Where in Indiana are you contemplating investing in?

I live in Naples but previously lived on Marco and am contemplating building a STR there.

I'm currently limited by HOA to no STR and leases of at least 90 days or more for the property that I'd contemplate selling as part of a 1031.My other ATX property is downtown and has a 30 day min lease period - which is very workable. 

I was contemplating the idea of purchasing the home from my parents and them keeping a portion of the sale and the other portion to be distributed to my siblings.  

Contemplate retirement and possible sale of the business to another investor.My Why Ability to dictate my future and how I spend my time.