I generally look for two things: new homes on the market for sale are they being sold very close to asking price, with short days on markets or not.

Regarding the market, short term rentals typically lease quickly as Jacksonville is one of the hotspots right now for STRs. 

A strong “Core 4” can make managing your investment remotely much smoother and prevent a lot of headaches.Also, as you narrow down cities, pay close attention to factors like job growth, population trends, landlord-tenant laws, and short-term rental regulations.Happy to connect with you, and good luck as you jump in!

Investing in short term notes with your SDIRA is a great way to generate income for retirement. 

Out of the 50 addresses zero will probably be interested in selling so it's a numbers game before you find the one. 

Looking to upgrade my game and speed is of the essence.

On the flip side the clients I fund in my land deals are doing very very well in the foothill subdivision 50 miles or so west of the springs.. but thats the land game buy low sell high.. cant wholesale that stuff it needs to go on MLS to marketed and turn around time is generally 90 to 180 days but nice margins for my clients ..

Is it a long term rental or short term rental?

Not it needs to be X% CoC or ROI, no short-term metrics.

But realized there's no perfect timing unless you are already in the game).