I'd like to entertain the thought of an established STR / AirBnB in a great neighborhood in Chicago or in the city.

It's proximity to the outdoors, "Northern" feel, and good dining/entertainment scene lead me to believe that, soon, more of the those UMD graduates will be sticking around.

It was RWN, Judson and Lynn Voss, and then later Lifestyles Unlimited podcasts that provided much of my listening entertainment that kept investing fun for me.And now I have BP.

@Adam Juodis, have you been getting more entertainment value out of your question than you bargained for / wanted?

Here's why you should consider it:Diverse Economy: Atlanta's economy spans various industries like tech, healthcare, entertainment, and finance, providing a stable economic foundation.Growing Population: The city's population is on the rise, driven by job opportunities and a rich cultural scene.

Software:OwnerRez - PMSPricelabs - dynamic pricingStayFi - wifi, capture guest emailsHardware:Schlage Encode - front door lockHoneywell/Resideo - wifi theromstatsKasa - wifi light switches/outletsUbiquiti - cameras/doorbell (no subscription but requires manual setup)Use case:Between guest stays I use the Kasa outlets/switches to turn off mini fridges, outdoor lights and the water heater pump. 

I haven't seen guests look at houses because of lanai screen (I'm assuming when you say lanai you mean the screen and not the integrity of the lanai itself) but because of the outdoor area including pool - assuming you still have these?  

I will say that its better overall with all the new folks with better food, entertainment, etc.

As you've experienced, Naples has A LOT to offer... numerous top rated beaches, tons of shopping, dining and entertainment. 

Highlights (specifically in sports/entertainment) include:Final prep for The World Games (July 2022) - collaboration with the airport, enhanced lightning and safety features on event routes, and the completion of “City Walk” near Uptown.The Birmingham Xpress (BX) bus system for rapid transit - goal is to be within a 10 minute walk to any stop.The World Police and Fire Games - coming to Bham 2025Bham is a finalist for a future CrossFit GamesWorking on getting the New Orleans Saints to play a preseason game here at Protective Stadium.