Shep Rose has reached that sobering moment in every man's life where his own biological clock starts ticking. At 37, he is cutting it close with his goal of being married and with two kids by 40. However, he has yet to find a worthy companion that checks all of his boxes. His search for the worldly, intellectual, outdoorsy, can-throw-a-beer-back, artistic, free-spirited, lingerie model-with-an astrophysicist-brain type of woman has come up empty in the bars of Charleston. Determined to meet his match, Shep is taking his search on the road with the help of his friends. He will scour the country stopping in Los Angeles, Dallas, Austin and New York City to meet eligible women and, hopefully, fall in love. Shep will bring a few lucky ladies back to Charleston to meet his Southern Charm family to see who can handle his unconventional life and keep him in a committed relation-Shep.