You didn't sign up for this, but here you are.
Welcome to Camp Coulda-Woulda-Shoulda.
Welcome letter
Dear camper,
Welcome to Camp Coulda-Woulda-Shoulda, where the coffee is reheated, the maps are optional, and ambition is best handled after lunch... assuming lunch does not run long.
I'm Moe. As Camp Director and Chief Mediocrity Officer, it's my pleasure to welcome you to the foggiest, most aimless corner of the wilderness. Don't worry, you won't be expected to do much. In fact, we pride ourselves on low ambition, loose scheduling, and highly flexible standards.
You may hear rumors of "personal growth" or stumble across a collection of Field Guides that will aid in your exit out of here. Honestly, it sounds exhausting. Why rush? Camp's just fine.
Get to know the Staff in the meantime. Tap on their headshots below to read more about their department and how they operate. Get comfortable and stay as long as you'd like.
Yours in glorious mediocrity,
— Moe, the Mediocre Ogre
Camp Director, Snack Critic, Certified Detour Creator
Meet the Camp Staff
Camp is run by monsters, pirates, and squirrels chewing through the power lines. They're the problem. Also, weirdly, the lesson.
Patterns keeping people stuck
If you can recognize a pattern, you can predict the future. Lucky for you, each pattern has a Field Guide to help you see, assess, and navigate your way out of that pattern and subsequently out of Camp Coulda-Woulda-Shoulda.
Field Guides are deep-dives into the patterns holding you back from reaching your true potential. When you finish a Field Guide and overcome your stuckness pattern, you'll earn a merit badge rewarding your hard work and dedication. These aren't just symbols of accomplishment; they're reminders of the tools and insights you've gained. And yes, we DO need stinkin' badges!
If you're unsure where to begin, REPORT TO THE INTAKE DESK and answer a few questions. By the end, you'll find out which Camp staff member best represents the pattern keeping you stuck, plus what to do about it next.
Not sure where to start?
The Intake Desk will figure out which patterns have you stuck.
Report to the Intake Desk
Adults don't sign up for Camp. They wake up here. Stuck.
Camp Coulda-Woulda-Shoulda is no retreat. It's not a workshop, and it's definitely not something you signed up for on a Tuesday afternoon when you were feeling motivated. You ended up here because you got stuck — not by design, but by default.
The staff at Camp represent the very patterns keeping you here: Moe the Mediocre Ogre, Chaos Dragon, Drama Llama, and Captain RedFlag to name a few. They've been running the place for years. They know your name, and they've saved you a bunk.
The first step is figuring out which staff member has been running your life. The Intake Desk will help you see the pattern that's been secretly holding you back, and provide you with the appropriate Field Guide on how best to get unstuck from that particular pattern.
The only way out is through, Champ, and I'll be with you every step of the way. Let's get to it.
— T.S. Gregory, Narrator
About the Founder
T.S. Gregory is a writer, designer, creative strategist, and longtime student of what happens when smart, capable people get tangled up in their own patterns.
His career has taken him through communications, leadership, events, creative work, and enough questionable management decisions to populate a dysfunctional summer camp. There may be a former boss or two hiding among the staff. A few versions of Gregory himself made it in, too.
Camp Coulda-Woulda-Shoulda grew out of years spent watching people know better, want better, and still somehow find themselves circling the same old trail. He created Camp as a way to make those patterns easier to see without making people feel worse for having them. Humor helps. So do ogres, dragons, llamas, pirates, squirrels, ghosts, and the occasional enthusiast with an unreasonable number of keys.
Mostly, he hopes you find something true here.
Maybe you laugh first. Maybe something lands a little closer to home than expected. Maybe you finally find a name for the thing that's been quietly running the show.
And maybe you leave Camp knowing yourself a little better than when you arrived.