Tiffany was born and raised in Loudoun County, Virginia. She began competitively riding horses at the age of two with her grandmother, Nancy Dillon. She enjoyed hunting with Piedmont Fox Hounds, competing in local horse shows, trail riding and team chases. She graduated from Loudoun Valley High School in 2005, and afterward went on to double major at Virginia Intermont College. While there, she met the love of her life Richard Keen. They were married in 2011, and welcomed their first child, River Dillon Keen in 2016 and their second Blake Ryan Keen in 2018. Each day is a new adventure!