Utilities:  Since the lease was to expire on the 30th of the current month and new tenant arrives on the 1st of the month, there would have been no gap in utilities between tenants.  

From experience I know that military moves are fast paced and stressful so I did a few things to ease their transition;Made sure they left Illinois with keys already in hand even though their lease wasn't officially started so they wouldn't have to go to a hotel or wait to link up with my agent for keys if they arrived at odd hours.Left Directv hooked up and operational so they could keep the kids entertained during unloading.Sent a large fresh fruit and snacks basket from Wine Country Gifts so they could have something immediately coming off of road trip food.Left them some furniture so they wouldn't have to get everything unloaded right away just to have a place to sit and relax after a long trip.Left them recommendations for the best vet in the area in case they had problems with their pets upon arrival.Just little things that I hope made for a little less stressful day 1.

That's just telling them to get rid of it before the cops arrive.

Its all about your mindset, some people with car payments higher that their rent payment probably thought they could never acquire that new car, once they get it they have arrived. 

@Casey Andersen I'd contact the incoming tenants and ask them about what time they think they'll be arriving with the truck.  

Another thing, it is both non-traditional and also very awkward for her to be present in the condo during showings so if that's what she wants, I would explain to her that it can really weird buyers out when the tenant/owner is present during the showings.Unless you have authorization to show the condo until she arrives back in town, you'll probably be violating your state tenant/landlord laws, and if she absolutely won't budge, just wait the two, weeks.

The issue is the second tenant, where the tenants disputes have arrived, will likely do everything possible to cling to the property without paying. 

This is just how I arrived at the flat rate steep fee, but I do like the medium fee, with late day penalty method as well. 

The situation apparently isn't as cut & dried as I was led to believe initially and there's a good chance my friend will follow up with a lawyer.As of today, the landlord did provide a refund of approximately 75% of the security deposit, but it didn't arrive until 22 days after the move-out date. 

Most of the times people forgot or it arrives the day in the mail.