Colleen and Anna have been best friends since they were 11 years old. From trick or treating to visiting each other in college to girls trips they always have the best time. Colleen is a mom of two beautiful girls (Maeve and Molly) and is married to her husband Eric who shares a birthday with her. When you see Colleen,you probably won’t be able to tell if she is laughing or crying.

The time for returning the best man opportunity has finally happened and couldn’t have gone to a better guy. Kevin is Mike’s older brother and got married to his beautiful wife Jenn in 2024. With a combined 6 children under their belt, Christmas gifts for the uncle are starting to get bit expensive. Regardless, Kevin has always been a great dad and Mike’s right hand man.

Kelly is Mike’s sister and Anna is so excited to have her as a sister. Kelly has two beautiful girls, Livvy and Fiona who are our Flower Girls. Kelly is married to her husband Kevin. Loves matcha, hates gluten.

Kevin became Mike’s brother-in-law after marrying his sister Kelly in 2014. Kevin is a fellow CPA and fired Mike’s accounting firm during last year’s financial audit for negligence. Mike was not on the financial audit team.

Lee is Anna’s older brother and Mike’s groomsmen. He has always been close with Anna and Mike joined in seamlessly. Lee lives downtown and has a great job in the insurance cybersecurity field. He is always easy to talk to and a great time to be around unless Ohio State loses. In that case, you can expect him to go mute for a few days.

Callie and Anna met freshman year of college at the University of Iowa and have been friends ever since. They joined Tri Delta together and lived together sophomore and senior year. Callie lives downtown and is an occupational therapist at Rush. Her alter ego is Collie.

Kyle and Mike went to school together at the University of Iowa. Die-hard Hawkeye fans, they have been going back for a football game every year since graduation, with the occasional lapse in year due to terrible QB performance. Kyle got married last year to his wife Jess, and they currently live in Chicago. Can quickly identify Kyle at the bar – look for big head, red hair, and a pint of Guinness.

Becky and Anna have been friends since high school. They played basketball together and traveled the world together. Becky has three beautiful children, Rowan, Riley, and Cal with her husband Kevin. You can probably find Becky on the dance floor twerking.

Aaron is Mike’s oldest friend. They met at 3 years old and lived through the nightmare of the next 15 years of Catholic private schooling together. He currently lives in Ravenswood with his beautiful wife Julie and their pup Cleo. Aaron can also be spotted having a Guinness at the bar. Listen for the gent still talking about how Jay Cutler is the greatest quarterback to walk the earth.

Anna and Meghan met the first week of college Anna’s freshman year. They joined Tri-delta together and lived together 2 years at Iowa and 4 years post college. Spaghetti Meggy and Anna have traveled to Greece, Austin TX, and more. Meghan lives with her boyfriend Kyle and their chocolate lab, Gus.

Lyra (Loopy) is Anna’s cousin and built in friend. From growing up together and trips to the city to visiting each other in Chicago and Seattle they always have the best time together (especially when they are beating their parents at bowling). Lyra recently graduated from Colgate University.

Connor is Mike’s first cousin. Connor originally moved to Arizona for his first job after school and then returned shortly after to Chicago. Connor got a new pup, Buddy, and currently lives in Wicker Park. Connor is a big fan of the Cubs, music, and comedy. He keeps Mike in-check from a cultural standpoint. Connor is potentially the smartest of Mike’s friends, but don't expect him to remember his wallet when out at dinner.

Katy is Anna’s longest friend, since second grade. They grew up playing basketball together with both their dads as the coaches. Mr. Toulon would do kart wheels for every basket or goal. From first sleepovers and first groundings to traveling the world together they have the best memories. Katy lives in Lexington with her husband AJ and their son, Charlie!

Brian is the brother without the last name. He was Kevin’s best friend at birth and has been a part of the Kolb family ever since. Brian is the instrumental gear in the family that keeps us all in check. He got engaged in 2025 to his fiancé, Jaime, and they both currently live downtown. You can find him at the bar with a Guinness and a burger… look for the tiniest hands holding that pint and a knife to cut his burger in half due to the miniature nature of those hands.