What do you consider to be the most underperforming US city?

Thought this might make for an interesting discussion.

What city in the US do you think is the most underperforming? I.e. the city with the largest variance between what it is (in terms of quality of life) and what it actually could be.

A recent road trip left me thinking that I would bestow this crown on Medford, OR.

Medford is blessed with pretty darn good weather and tons of natural geographic bonuses...mountains on almost all sides, the Rogue river valley running through, alpine and ocean recreation within an easy reach, cost of living isn't crazy. A lot of the surrounding communities are thriving and/or charming: Ashland, Jacksonville, Shady Cove, Grants Pass is decent.

But Medford itself feels like a hastily constructed lumber town that never reinvented itself, has almost no master planning, has a decrepit central business district, no quality major employers...just very little in the way of city success.

It ought to be a thriving micro metropolis of 500k that people are flocking to. But it just isn't.

What other cities are underperforming?