If you redid your mid 20s (1 Viewer)

[urbanhack]

I would do Chicago over again.  

 

[Binky The Doormat]

I would have gone ahead and gotten a Masters in Accounting and Finance at that point.  Having spent my entire career in utilities, it would have paid off bigly.  

 

[Sweatpants]

Nashville.  Seems relatively affordable and a great place to be young and single.

Great city. Been here my entire life. 

 

[Jefferson the Caregiver]

Reno.

Small town which, because of the casinos, is open 24/7 for trouble. Perfect climate for an easterner cuz you got all four seasons but none of em too severe (you can visit 14 ft of snow in literally 15 minutes while getting less than a foot total each year in town). Job market so-so, but cheap living. And it is the best town in America to get out of. Burning man desert stuff, Pyramid Lake (a tiny leftover sea with its own monster), top-notch flyfishing in the E Walker River and other runoff cricks, Tahoe (Emerald Bay, nude beaches, Shakespeare on the Lake, night life, great closer for dates that begin in Reno), Yosemite and tremendous find your own slices o' heaven an hour away in the Sierras, 4 hrs over the hump to San Francisco, and $40 Vegas flights running day & night.

I probably like Reno as much as anyone.  Would never consider living there.  Not in mid 20s, not anytime in my life.

 

[Jefferson the Caregiver]

I'm going to say NYC, considering I've always wanted to live there and never did.  If not, San Francisco was fun in mid 20s.

 

[-OZ-]

Nashville.  Seems relatively affordable and a great place to be young and single.

This.

Or, presuming I kept my career path intact I'd choose to live in Vicenza Italy instead of Kansas.