Employee highlight: Kyle Callahan

Meet Kyle Callahan, LeagueSide's newest Account Executive!

About you

I graduated from Mount Saint Mary’s University in 2004, majoring in Business Administration. I am the youngest of five kids and some of my best memories surround time spent at one of the dozens of sports we were all playing growing up. While my career has been primarily focused in Technology Sales within Healthcare, I am excited to be able to bring my knowledge of the Healthcare Market to LeagueSide while supporting something I am passionate about in youth sports.

Where you’re from

I grew up in Churchville, PA (Bucks County) about 30 minutes from Philadelphia.


My wife and I had our rehearsal Dinner at Citzen’s Bank BallPark.

Favorite youth sports memory

My favorite youth sports memory was my 5th Grade Football team winning the Championship. 8 of us went on to play High School Football together, but more importantly we made lifelong friendships, and to this day are some of my closest friends.

Background/Career highlights

I’ve primarily sold Technology and Consulting Services for the last 15 years, focused specifically in healthcare.


Youth sports is such an untapped market when it comes to sponsorship. Using that to better these communities and fund their programs is awesome, and I am excited to talk about a product and company that I am passionate and excited about . Youth sports were such a great part of my childhood. Helping these programs is something I am pumped to be a part of.


Being Scrappy! I love to take on new situations and challenges with curiosity and excitement. I don’t mind getting my hands dirty or rolling up my sleeves to make sure the task at hand gets done!