Pickup Sports Ramblings
Ideas, rants and raves from a lifelong pickup sports organizer.

The “Freshness” Factor: How to Keep Weekly Games Interesting for Your Regulars
So, you’ve done it. You’ve mastered the logistics. Your game is full every week, the payments are all collected, and you have a reliable system

Beyond the Group Chat: Why WhatsApp and SMS Are Failing Your Sports Group
Every amateur sports group starts in the same place: a brand new, hopeful group chat. Whether it’s on WhatsApp, SMS, or Facebook Messenger, it’s the

Case Study: How We Cut 5 Hours of Weekly Admin from Our 3-on-3 Hockey Game
For a player, game day starts an hour before the puck drops. For the organizer, it starts 48 hours earlier. For over a decade, I’ve

The Art of Fair Teams: 5 Methods to Stop On-Ice Arguments Before They Start
It’s a ritual as old as the game itself. The players are warmed up, the pucks are gathered, and the organizer stands at center ice,

From Spreadsheets to Sanity: My 10-Year Journey to Automating My Hockey Game
For more than a decade, my 3-on-3 pickup hockey game has been a fixture in my life. It’s not a formal league, just a dedicated

HappyRoster vs. The Big Guys: Why League Apps Don’t Work for Pickup Sports
If you’re an organizer for a pickup game, you’ve probably done the search. You’re drowning in spreadsheets and group chats, you know there has to