Groomsman
Conner is Madison's brother and a great friend to Michael. These days, he's also the couple's official third wheel, as he currently lives with them. Whether it's helping tackle home improvement projects, lending a hand whenever it's needed, or simply being a great friend to have around, Conner is always there. He's the kind of person who's up for anything—even letting Maddi and Mike crash his trip to Rome and nearly getting in trouble with the Italian authorities while helping them capture the perfect engagement photos. The couple is so grateful to have Conner standing by their side on their big day.
Bridesmaid
Not only is Sarah Mike's older sister, but she has also become one of Maddi's closest friends and the sister she always wished she had. Over the years, Sarah has been a constant source of love, support, and encouragement for both Mike and Maddi. As Mike's older sister, she's always been there to offer advice, lend a hand, and occasionally remind him that she knows best. When Maddi joined the family, she not only gained Sarah as a friend, but also Sarah's husband Matt, who quickly became a good friend, no matter what he says. Together, they've made countless memories and turned family time into some of Maddi and Mike's favorite moments. They couldn't imagine celebrating this day without Sarah by their side and are so grateful for everything she does.
Groomsman
Mike's older brother and first roommate, Connor has been by his side since day one. After sharing a room for many years, Connor became an expert at handling Mike's childhood antics—and now he and his significant other, Renee somehow manages to put up with Maddi's, too! Whether it's offering advice or rescuing us from our latest electrical DIY mishap, he's always been someone we can count on. We're so grateful for his love, support, and willingness to help, and we're honored to have him standing with us on our special day.
Groomsman
Jack has been one of Mike's closest friends since childhood and a trusted partner in plenty of adventures—and more than a little mischief—over the years. Whether it's anything outdoors, a project that needs an extra hand, or just someone dependable to count on, Jack is always there. He's the kind of friend who shows up when you need him, and his loyalty means a lot to us. Plus, he's really tall, which is pretty cool. We're grateful for his friendship and excited to have him standing with us on our special day.
Bridesmaid
Hailey and Maddi became friends through Jack and Mike, and what started as mutual association quickly turned into a friendship filled with endless laughs and unforgettable memories. Hailey is one of the funniest people we know and has a way of making everyone around her feel welcome, included, and entertained. Whether she's cracking a joke, telling a story, or making an already funny situation even funnier, she keeps everyone laughing. Maddi is especially grateful for Hailey's company on the many Winslow boys camping trips—because surviving a weekend surrounded by that many Winslow boys takes a special kind of patience. Thankfully, Hailey has been there every step of the way, making the adventures a lot more fun and creating memories they'll laugh about for years to come.
Bridesmaid
Nikki and Maddi have been friends since moving into Saint Joseph's College in 2019. As teammates on the soccer field and roommates off of it, they quickly formed a friendship filled with laughter, adventure, and plenty of unforgettable memories. From navigating college life together to somehow deciding it was a good idea to raise fish as roommates, they've been through it all. Nikki's outgoing personality, quick sense of humor, and willingness to say yes to just about any fun plan make her someone everyone loves to be around. If there's an adventure to be had, Nikki is usually the first one on board. Years later, she's still proudly considered one of the roomies, and Maddi couldn't imagine celebrating this day without her by her side.
Groomsman
Jarred and Mike have been friends since their Seacoast days as kids, and their friendship only grew stronger when they became college roommates for five years. These days, Jarred lives nearby and has remained a close friend to both Mike and Maddi. Whether he's out on the golf course, hanging with Sal, or convincing someone to join him on a late-night gas station run, Jarred is always up for an adventure! We are so excited to have thankful to have Jarred by our sides on our wedding day!
Bridesmaid
Logan and Maddi have known each other for the past few years through their jobs on Bean 5 at Maine Med. Their friendship really took off after bonding during a particularly memorable patient care experience early on—a story that's become one of their favorite workplace memories. Throughout the wedding planning process, Logan has been a constant source of support and has helped bring countless details together. More importantly, she's somehow managed to turn work into a place Maddi actually looks forward to going—which may be her most impressive accomplishment yet. Logan is always honest, whether it's what you want to hear or what you need to hear, and she somehow manages to keep everyone laughing along the way. Maddi is so grateful for her friendship and couldn't imagine this day without her by her side.
Groomsman
Kyle met Mike while playing soccer in college, and the two quickly became close friends and roommates for several years. Over the years, Kyle has been a trusted source of advice and a great friend to both Mike and Maddi. When he's not scrolling TikTok with the volume somehow set even higher than the maximum, you can usually find him on the golf course or enjoying his favorite sour candy. Kyle is always down for a good time and has a way of putting everyone around him in a better mood.
Groomsman
Jake, better known as "Boss Man," is one of Mike's childhood best friends. The two became especially close during high school, spending countless weekends traveling together for soccer tournaments—and finding plenty of opportunities to get into mischief along the way. If you've ever heard Jake's contagious laugh, you know it's impossible not to smile when he's around. Whether he's chasing his next adrenaline rush through extreme sports or bringing energy to every gathering, Jake is always fun to be around and has been a great friend to Mike through the years