Google can't help you, your partner is tired of hearing about it, and hiring a strategist for every decision isn't realistic.
At some point, every solo founder hits the wall.
it's not coaching.
You just need someone who gets it — and a room where the thinking actually happens. That's what this is.
Small group, weekly calls, a strategist in the room. You bring whatever's on your plate — a new offer, a pivot, a thing you can't quite articulate — and we work it out together.
Turns out you just needed a buddy.
“Honestly, my business went from zero to 1,000 in The Buddy System. Both because of the network I gained but also just the confidence from the conversations.”
— Ann
When someone asks "how's business?" you say great and immediately change the subject.
Sound familiar?
You're either paying for 1:1 strategy you can't always afford, or you're winging it alone.
You have the ideas. You just don't have anyone to pressure-test them with.
You're confident in your work but constantly second-guessing your business decisions.
Networking events make you want to fake a migraine and go home.
You've tried the Facebook groups. They're not it.
What I know to be true, after 8 years operating solo, is this:
Solo business owners are some of the most capable, creative, and resourceful people I've ever met.
Eight years in. Still figuring it out. That's kind of the point.
They're also some of the most under-supported.
I've been running my studio, Millson + Main, since 2018 — and I spent more years than I'd like to admit thinking my way through every decision alone. Too scrappy to hire help, too proud to admit I needed a thinking partner, too busy to invest in my own momentum.
The Buddy System started because I needed it too. And what I've watched happen inside these cohorts — the clarity, the confidence, the offers that finally click into place — is one of the things I'm most proud of in my entire business.
This isn't a course. There's no curriculum, no modules, no homework. It's a room where you show up, say the thing you've been spinning on, and leave with traction — because the people in that room, and the way we work through things together, makes that possible.
This isn’t a drop-in group. The Buddy System is a small circle of business owners committed to showing up — for clarity, for action, and for each other. We’re not promising magic or fast hacks. We’re offering a safe place to connect, create momentum, and build together.
What you get:
Every week we get together — same time, same people, no agenda required. Someone's working through a new offer. Someone's stuck on a pricing decision. Someone just needs the room to think out loud. We hash it out together, and you leave knowing what to do next. This is the part people keep coming back for.
The Weekly Sessions
8 x 90-minute group calls
By the midpoint of the cohort, you know what you're actually working on, or where you could use more support. This is where we can go deeper just the two of us, so the back half of the program is working with deeper clarity towards a plan, instead of still figuring out the question.
Your Midpoint Strategy Session
1 X 60 MINUTE ONE-ON-ONE
The small size of this group is not an accident. Big enough that the conversation has range, small enough that everyone gets real airtime. These become your people — solo founders who speak the same language, and become the kind of bonds you actually message when something comes up six months later.
The Room Itself
YOUR FUTURE BUSINESS BFFS
No homework. No modules.
A strategist in the room — not just a moderator.
Every cohort starts fresh.
We move with momentum. The back half of the cohort is where things tend to actually happen. New offers get built. Decisions get made. The fog lifts.
HOW IT WORKS
The first few weeks are about getting comfortable thinking out loud. You'll show up, hear what everyone's working on, and start to see your own stuff more clearly just by being in the room.
This is the ideal time to book your 1:1 session. We go one-on-one. You bring what's been surfacing, I help you get under it.
By the end of 8 weeks, you'll have...
what you'll get out of it
Shown up consistently for your business in a way that solo life rarely makes easy
Built relationships with founders you'll actually stay in touch with
Had your stuck offer, pitch, or positioning worked through by people who get it
Made at least one decision you've been sitting on too long
Gotten out of your own head — probably more than once
ANN, REGISTERED SPEC WRITER @ AB SPECS
“And sure that happens, but what they don’t see is when you are up in the middle of the night answering emails to clients across the world, or you have no one to file your vacation request to, so you will be working your entire holiday season... the ones who understand are in The Buddy System.”
“Most people see entrepreneur life as having a Wednesday morning to do whatever you like.”
jana, communications strategist @ loop consulting
“Both because of the network I gained but also just the confidence from the conversations.”
“Honestly, my business went from zero to 1,000 in The Buddy System.”
anonymous buddy feedback
“It was a weekly validation of the importance of supporting others — and not trying to do it all on your own.”
“Hearing that no one has their shit together is always oddly nice.”
— Raegan, Copywriter @ cowgirl copy
“but it was probably the best thing I could've done. I don't really have any friends who are entrepreneurs, much less creative ones. It was really helpful.”
“I felt like maybe I was too new or green to join...”
anonymous buddy feedback
“... and then everyone was so open, honest, empathic and vulnerable with each other. It was a space we could share our struggles, ask for help, willingly offer help to others, rant, or simply bounce ideas off one another.”
“It surprisingly only took maybe two weeks...”
anonymous buddy feedback
“I can ping with questions, insecurities, and blocks that would normally mean a full stop for my business.”
“Through this experience I feel like I have a cohort of ride-or-dies.”
Prices are in CAD and subject to applicable sales tax.
choose your plan:
8 x 90-min live weekly group sessions
1 x 60-min private 1:1 strategy call ($350 value)
capped capacity for valuable connection
runs april 28th to june 19th
(live call days TBC)
pay in full
8 x 90-min live weekly group sessions
1 x 60-min private 1:1 strategy call ($350 value)
capped capacity for valuable connection
first payment at signup,
second at week 4
payment plan
choose your plan:
might not be a fit if...
this one is for you if...
You know you do better when someone's watching, in the best possible way
You want strategic thinking support without the price tag of ongoing 1:1 work
You're willing to show up consistently — for yourself and for the other people in the group
You have enough going on that you actually have something to bring to the room
You're running your business solo and you're tired of thinking in a vacuum
You're looking for a course, a curriculum, or step-by-step instructions
You're not in a place where you can commit to showing up an hour or so once a week
You want a big community with lots of engagement between sessions
You need immediate crisis support — this is a thinking room, not a lifeline (but you can book a 1:1 with me if that's what you need!)
HOW THIS IS DIFFERENT
Eight weeks. Done. No rolling membership, no pressure to stay forever, no guilt about leaving. You commit to the container, you get the value, and you leave with more clarity than you came in with.
It has a beginning and an end.
Masterminds are great until you're the newest person in a room that's been running for two years. In The Buddy System, every cohort starts fresh. Same day one for everyone. No established in-group, no catching up, no feeling like the new guy. You walk in as a peer — because you are one.
It's not a mastermind.
No modules. No homework. No workbook you'll open twice. What you bring to the call becomes the agenda. If you're working through a new offer, we work through it. If you're stuck on a decision, we unstick it. The structure serves the room, not the other way around.
There's no curriculum.
The group is small, not fifty in a Zoom with the chat going wild, not a Facebook group that goes quiet by week three. A core crew who show up every week and actually know what you're working on.
It's small on purpose.
This isn't just peer accountability where everyone nods and says "you've got this." I'm in there thinking with you — asking the question that reframes the problem, spotting the positioning gap you can't see because you're too close to it. You get the group and the expertise.
There's a strategist in the room.
You've probably tried a group thing before. This isn't that.
The Buddy System exists because I needed it too.
HEY HI HELLO
Hi, I'm Meaghan, and I've been doing some version of this since 7th grade and a bootleg copy of Illustrator.
If we're mathing, that's nineteen years — a few agencies, a print shop, some in-house roles, and one very deliberate decision to go solo later — I founded Millson + Main in 2018 and have been running it on my own ever since.
I think in systems. I lead with strategy. And I have genuinely never been able to leave a brand half-baked — which is both a great quality in a strategist, and a really fun thing to manage as an ADHD mom of three.
Eight years of solo business ownership means eight years of making decisions without a room to think them through with. I built this program because the thinking partner I wanted didn't exist — and because every time I've put a small group of founders together and given them the right conditions, something real happens.
I'm not a coach. I'm a strategist who creates structured conditions for other founders to think better. There's a difference — and if you've ever sat across from a coach with a framework and thought this isn't it, you already know what I mean.
Eight years of solo business ownership means eight years of making decisions without a room to think them through with. I built this program because the thinking partner I wanted didn't exist — and because every time I've put a small group of founders together and given them the right conditions, something real happens.
I'm not a coach. I'm a strategist who creates structured conditions for other founders to think better. There's a difference — and if you've ever sat across from a coach with a framework and thought this isn't it, you already know what I mean.
BRANDS I'VE WORKED WITH
Frequently asked questions
The Buddy System has worked best between 3 and 8 people, depending on the industry and personality of the Buddies. The goal is small enough that everyone gets real airtime every single week, big enough that the conversation has range.
How many people are in each cohort?
This is a small group and your absence is felt, so it's best to try to make all the calls — that said, life happens! There's a fine balance between accountability and realism.
What if I can't make a session?
No. Past cohorts have confirmed — the value is in the live sessions, not the chat. You won't be expected to keep up with anything between calls.
Is there a chat or community between calls?
A 60-minute 1:1 with me, scheduled around week 3 or 4. By then you've had enough time in the group to know what you're really working on — and we use the session to go deeper on it so the back half of your cohort is focused and purposeful.
What's the private strategy session?
Our call day is TBC, but we'll start the week of April 28th, and wrap the week of June 16th.
