Songfacts®:

• This song tells the story of a free-living woman who doesn't want to settle down. While all are friends are getting married and having babies, she's still single and wondering if she's getting a bit old for her partying lifestyle. During the third verse, the woman concludes she's doing all right, and is glad she's not "like everyone she knows."
• Shane McAnally, Ross Copperman and Josh Osborne wrote this ode to being free. When Chesney first heard their demo, it reminded him of the independent women in his own life. "I have been surrounded by strong women who lead these lives on their own terms my whole life," he said. "Nothing is more powerful or interesting than a woman who has a sense of her destiny and is willing to go chase it. It's not always conventional, but that's what makes their passion so much stronger. Whether it's my island friends, musicians like Grace Potter, several women on my team; they have a way of embracing life that's unlike anyone else – and I think that's awesome."
• Chesney co-produced the song with Ross Copperman. The musicians are:
  
  Tom Bukovac: electric guitar
  Ross Copperman: acoustic guitar, electric guitar, keyboards, background vocals
  Danny Rader: bouzouki, hi-string acoustic guitar
  Tony Lucido: bass guitar
  Evan Hutchings: drums
  Jeff Roach: keyboards
• Chesney's longtime collaborator, Shaun Silva, directed the music video. It follows a freewheeling, adventurous young woman on her travels from Yosemite National Park, to the Grand Canyon and through mountain ranges. "When Shaun and I started talking about who this woman should be, we wanted to show her on the road, in the world, against a backdrop of the path not taken," said Chesney. "Whether it's the woman FaceTiming friends, sitting on top of her van or by the fire, you get that sense of not just how big the world is, but how great her spirit is. To me, those free spirits should be empowered to chase their dreams and show us what the rest of us miss."