Isaac and Brittany met during her years working at iHeartRadio. Isaac was best friends and roommates with a Kyle McCabe. Kyle was Brittany's co-worker at the time. Being in sales, Kyle would bring Isaac along to different events and outings... the Bud Light ones to be exact. Over time, Brittany and Isaac became good friends. They would joke and laugh together constantly. They even jokingly planned out their future wedding saying Shot Doctor would officiate it and they'd pay him in cold cuts. Isaac tried to ask Brittany out a handful of times, but she turned him down and kept playing hard to get. One night at Froggers, they chatted for hours after an event wrappped. At the end of the night, Isaac, being the kind gentleman that he is, helped Brittany carry all of her work stuff out to her car and asked for a kiss. To his surprise, she gave him one! After some time and some failed attempted plans, Brittany had a night off from dancing and invited Isaac to join her at the Orlando Magic Game - Oct 13th, 2015. This would unknowingly become their first "date."

The rest is history.