Though Maddie and Tommy both grew up in the suburbs of Chicago, their paths never crossed- until life brought them both to sunny Arizona. It turns out, sometimes you have to travel over 1,700 miles to find the person who was right around the corner all along. Our first conversation was a strong sign we were meant to be: we discovered a shared, passionate love for Lou Malnati’s pizza (the best, obviously). From there, things moved quickly-in the best way. On February 14th, 2023, Tommy took Maddie out on their first date. True to character, he showed up 15 minutes early, nerves and all, and thoughtfully ordered Maddie a glass of wine. Maddie arrived 15 minutes late-which, if you know her, is perfectly on time. From the moment they sat down, the conversation flowed effortlessly. Hours passed like minutes. Tommy planned a flawless second date and laid all his cards on the table—something that didn’t go unnoticed. It was clear this wasn’t just another date. This was something real. Tommy had Casper-a playful (and slightly aloof) husky, and Maddie had Harley-the high-maintenance, opinionated, and proudly stubborn yorkie. Let’s just say… it took Harley a little time to accept Tommy and Casper into his carefully curated life. But eventually, love (and treats) won out. In October 2023, they made it official and moved in together in Gilbert, Arizona, into a cozy home with a big backyard perfect for the pups. Life felt full. After months of planning, help from friends, and a few near-miss text message slip-ups, Tommy pulled off the ultimate surprise proposal. On March 31st, 2025, while on a cruise with friends, he proposed on a private island in Great Stirrup Cay, Bahamas. While posing for a photo on a hammock, in classic Tommy fashion, he flipped it over and pretended to hurt his back. He got onto his knee, pulled the ring from his pocket, and asked the question. Of course, Maddie said yes! They celebrated the big moment surrounded by close friends, white sand, ocean breeze, and lots of champagne. Now, they’re so excited to celebrate the next chapter of their story with all of you—because love is best when shared with the people who matter most!!!