I sat in a room recently with a group of MSP owners and listened to a conversation about pricing. Every person at the table was earning a decent living. Every person at the table was also quietly miserable about how hard they were working for it. Nobody was a bad operator. Nobody was lazy. They had simply, over years, settled into a shared idea of what “normal” looked like — and that idea was the ceiling.
That moment stuck with me, because I think most of us underestimate how much the people around us shape what we believe is possible.
Limited isn’t the same as bad
When something feels stuck — your business, your income, your role, your energy — the easy story is that someone is doing you wrong. A bad client. A bad supplier. A bad staff member. In my experience that’s rarely the real problem. The real problem is quieter. You’re surrounded by perfectly decent people who have made peace with a smaller version of the game than you secretly want to play.
Limited people aren’t villains. They’re warm, helpful, often very good at what they do. They just don’t think bigger than what they already have, and over time that becomes the air you breathe. You stop pitching certain projects. You stop charging certain prices. You stop applying for certain rooms. Not because anyone told you not to — because nobody around you is doing it either. The same thing happens with the clients you accept and the staff you hire. Like attracts like, and the average keeps quietly resetting itself downwards.
Audit the room
The room is bigger than you think. It’s the peer group you call when something goes sideways. It’s the chat you scroll while the kettle boils. It’s the three or four voices you hear most often inside your head when you’re making a decision. If those voices have all settled, you will too.
This is where I find Microsoft 365 quietly useful, in a way that has nothing to do with productivity. I use Copilot in Outlook to clear the noise faster, so the time I free up actually goes into conversations with sharper people — not back into more email. I use Copilot Chat to pressure-test my own thinking before I send a proposal: “argue against this”, “what would a more ambitious version look like”, “what am I leaving on the table”. It doesn’t replace good humans. It does stop me defaulting to the average opinion in my own head.
I also pay closer attention to which Teams communities and channels I actually show up in. If every conversation I’m part of is about doing the same thing slightly better, I’ve answered my own question about why my ceiling hasn’t moved. I keep a running Loop page of articles, podcasts and operators who think a level above where I am now, and I make myself read it before I make a decision I might otherwise rush.
Move the ceiling on purpose
You don’t have to fire your friends. You do have to be honest about what each room teaches you. Add one peer group that’s a level above where you are now. Subscribe to one voice who genuinely makes you uncomfortable in a useful way. Spend one hour a week somewhere your current “normal” would feel small.
The ceiling is invisible until you sit somewhere with a higher one. Then you wonder how you ever called the old one a roof.