Entrepreneur creates surprise-and-delight shirt business

Employee: Sara O’Brien, 38. She’s a multimedia designer at journalism education and strategy center Poynter Institute in St. Petersburg, where she does everything from graphic design to video and photography work.

Side hustle: Making clever, locally themed T-shirts through her company, Wide Sky. She got started in 2014 when she was feeling unfulfilled by her previous job. “I wasn’t really feeling like I was getting that creative space I needed,” she says. “So I would daydream about it a lot on my long commutes from Tampa to St. Pete.”