You will hear a couple bicker, or you'll notice that they never asked normal questions about laundry or parking - a sign that they are desperate for any property or they don't expect to stay long enough for it to matter.You can chat them up and then quickly blurt out, "So why are you moving now?"  

If you are only getting desperate-looking people who are trying their hard luck story at every advertised vacancy and the local market is not totally tanked,  you may be asking a bit too much.Good luck.

A desperate tenant will sign anything to get into your unit. 

They might be desperate. 

With the new County Courthouse being built, what we are in need of desperately is parking garages!

I would rather have a unit vacant than get desperate, and although I have seen some tough stuff, I have had smooth sailing with tenants.

We have been trying desperately to get her hooked up on our software.

Millions in the USA (and worldwide) are desperate to search for answers to your question in the next 24 months. 

In my experience, this tenant will be someone (from personal real-life examples) will later ask you to put in an extra rod in the already huge walk-in closet because they'd rather have more rod on the wall than the extra space on the end most people like to store boxes in, or they will later ask you for room darkening curtains at your expense because the street lights are too bright, or they decide they want different flooring, or different wall paint or they want in-unit washer/dryers even if your plumbing can't take it in an old building...just on and on and frickin' on.Wishy washy applicants, for me, always, always, always, turned into high-maintenance pains in the rear.So, sure, if you're desperate to get the place rented, and you're willing to deal with whatever is going on with these people that means they need to see your unit again, and don't respect the fact that they're being a pain in the butt already.....then go ahead.But, I'm here to tell you that odds are screaming that these guys will be a PITA, and you will wish you waited to rent to someone else.  

My rentals are nice enough that I am not desperate to rent them.