The lovebirds met at the Homewood Suites in Bonita Springs, Florida in 2016 when Devin was hired as the assistant general manager and became Olivia's boss (We know how it sounds!). Olivia heard rumors that Devin was a tough boss before he started and tried to steer clear of him in their time working together, but that didn't last long. The two worked on projects together and were able to foster a good working relationship that stayed that way until Olivia left the hotel to finish up college and take on an internship. While Olivia was looking for her next gig a surprise Snapchat popped up from username "CaughtPantless." Needless to say, this nearly got deleted straight away, but Olivia opened the Snap to find just a random picture of tacos. A few unusual Snapchats later Olivia discovered it was in fact her old boss when he happened to be visiting her home state of Missouri and reached out for suggestions. The conversations took off from there and the two shared their first date at Jack's Bait Shack in Naples where Olivia invited all of her family and friends. Devin just minutes from the bar/restaurant rode his bicycle to the date being the environmentalist he is and thoroughly impressed. The rest is history!