My guess is the tenant is so attached to their stuff and the apartment they cannot visualize leaving.  

Quote from @Andrew Self: @Andrew Steffens so you are or are not recommending using a dynamic pricing tool?

I do understand the dynamics of projects in Chicago as I have flipped there in the past.

After 40+ years of experience, I've learned that most folks have no visual imagination, so the condition they see the first view is what they believe they'll get.Experience fact #2:  tenants say the darndest things, so avoid showing the unit with an existing tenant, esp one who is on their way out. 

You can learn firsthand from experienced investors, understand market dynamics, and perhaps even find a mentor.

Some cities in Alabama are steadily growing; it is landlord-friendly, and the rental market is dynamic.

Putting the right structures in place can safeguard your personal assets, limit liability, and provide peace of mind as you scale your investments.To position yourself for long-term success, surround yourself with experienced professionals, especially a tax advisor and asset protection attorney who understand the unique dynamics of real estate investing and your personal goals.

Personally, I think adding a bit more visual interest, like artwork, curtains, a bold accent wall, or even a peel-and-stick mural—could really elevate the feel and make the photos pop for guests scrolling through listings.The backyard looks like a nice open space, but it might benefit from a few fun touches.

Your agent can help you negotiate things like a post-closing occupancy (renting the home from the buyer for a set period) or flexible closing dates to help smooth out that transition as much as possible.Here’s a simple visual that can help you think through your options (see below):But the best way to determine what’s best for you and your specific situation?

If you spend 10 minutes a day looking at what's for sale and selling in your area, at what price, and how long it sits on the market you will know as much or more than anyone else on the planet about the market dynamics of your area in a few weeks to months.