Jennings has won awards for her feature writing, her car reviews, and her monthly Automobile Magazine column “Vile Gossip,” including the 2007 Ken Purdy Award for Excellence in Automotive Journalism. In particular, she works to give women a voice in the male-dominated Automotive space. She has stated that she started the website JeanKnowsCars.com to provide a perspective on buying, owning and enjoying cars for people who don’t read specialized auto-enthusiast publications, explaining, “I know the secret car-guy handshake, so you don’t need to.”