1 Girl, 4 Looks: The Face Behind ChiCityFashion

Here at R29, we embrace an entrepreneurial success story just as much as an awesome, well-thought outfit. That said, it's no shocker that we'd adore Jena Gambaccini, the gorgeous face behind ChiCityFashion. Showing off four copy-worthy ensembles, the celebrity-Twitter-savant-turned-blogger gave us the sartorial scoop on everything from her fashion rules for fall to her go-to outfit for a Chicago restaurant opening (this gal likes to eat!).

The best part? Her guidance is realistic, so you need not worry about trying to pull off a Gisele-like look when you're only 5' 2" (good things, small packages). So, whether it's a new career or a new image you seek, click through to be inspired.