In this episode, Tonya breaks down how the Winnipeg Women’s Soccer League (WWSL) has grown into one of the largest women’s soccer organizations in Canada, with nearly 2,000 registered players and more than 40 years of history. She explains how the league balances indoor and outdoor seasons in a city with limited turf availability, how player surveys and committees guide decision making, and why transparency, communication, and strong governance are the foundation of long term success. Tonya also shares how WWSL is evolving its structure, delegating roles across board members, and preparing for future growth while staying true to the league’s legacy.

In this episode, Fabio shares how Coverall Soccer League grew into one of Winnipeg’s largest adult soccer programs with more than 100 teams across multiple formats. He explains how supporting captains, empowering passionate part time staff, and building multiple ways to play created a strong community foundation that keeps players engaged year after year. Fabio also breaks down how focusing on experience and connection has helped Coverall grow without losing the culture that makes it special.

In this episode, Tony shares how Brampton Adult Soccer (BAS) grew from a few pickup games in the late 1990s into one of Canada’s largest recreational soccer leagues, peaking at more than 120 teams across multiple divisions. He explains how consistency and professionalism kept the league strong through COVID 19, why new programs like the Indie Leagues are attracting younger players, and how community engagement and referee development ensure the league’s long-term sustainability.

In this episode, Robbie shares how 902 Hoops grew from 16 teams to more than 40, transforming a struggling basketball league in Nova Scotia into one of Canada’s most innovative community sports organizations. He explains how paying off debt, rebuilding trust, and investing in technology like AI cameras and stat tracking reignited the basketball community. Robbie also breaks down how focusing on structure, professionalism, and sustainable growth has helped 902 Hoops build a league that players love and trust season after season.

In this episode, Ben shares how Mid State Sports grew from an 8-team softball league in 2011 to one of Nashville’s largest youth and adult sports organizations with 30,000 annual participants. He explains how public-private partnerships and strategic facility management fueled their expansion, why renting and maintaining parks became a key revenue stream, and how professionalism and community engagement have kept players and families coming back season after season.

In this episode, Yair shares how Jewnity grew from eight basketball teams in 2023 to a 1,000+ player multi-sport league in Toronto. He breaks down the lessons learned from early pricing strategies, why first impressions and player experience drive retention, and how sponsorships have kept the league sustainable while staying mission-driven.

In this episode, Brandon shares how Game On! Sports has grown from a single coed football league in 2008 to a multi-sport organization with thousands of players across kickball, softball, pickleball, and more in Buffalo, NY. He explains how the league has scaled while being run entirely by part-time staff, why securing top-tier indoor facilities has been the key to growth in Buffalo’s climate, and how staying on the field with players keeps the organization closely connected to its community.

In this episode, Jeremiah shares how he grew Peake Social into one of Maryland’s largest community sports platforms, now serving thousands of players across multiple sports and events. He breaks down how bar sponsorships generate significant revenue at little cost, why owning an email list of over 10,000 players fuels consistent sellouts, and how acting like the “mayor of town” creates a loyal, engaged community. Jeremiah also highlights the revenue potential of sponsorships and events, offering a tactical playbook for league organizers looking to scale.

In this episode, Joey shares how he built Absolute Athletics into one of the largest coed flag football leagues in the country, with over 50 adult teams and a growing youth division in South Chicago. Since launching the league in 2017, Joey has expanded into multiple formats including 7-on-7, 5-on-5, and all-women’s leagues. He breaks down how stat tracking, structured playoffs, and championship events drive player engagement, and why listening to team captains has been key to sustainable growth.

In this episode, Ryan shares how he built three NFL Flag Football leagues serving hundreds of kids each season in East DFW over five years. Using the Neighborhood Sports franchise model, strong school partnerships, and a culture focused on fun, Ryan balances running multiple leagues with a full-time job and family while finding the right pace for sustainable growth.