The best leaders rarely do it alone. Here, Beth Bailey makes the case for external peer groups as one of the most valuable investments a leader can make when built through consistent, reciprocal trust over time.

Image by Chris Engel from Pixabay
Community is one of the most powerful things a leader can build: a trusted group of people who understand your world because they're leading one of their own. That's especially true for CEOs. The job comes with a particular kind of weight, one that's often carried alone.
The best leaders I've worked with are genuinely and continuously invested in learning from other people, particularly peers outside their own organization.
The value proposition is simple. It’s validating and refreshing to talk to other leaders who are navigating similar challenges, in different organizations, with different vantage points and perspectives. Whether you're early in your leadership journey, or you’re an experienced CEO, there is something powerful about spending time with others who get it.
Your leadership team is invested in your organization's success. Your board has a fiduciary lens. Your advisors bring expertise, often within their area of focus. All of that is valuable, but it’s not the same as a peer who leads a comparable organization, has no stake in your internal dynamics, and can speak to your challenge from lived experience that mirrors your own. That kind of perspective isn’t meant to replace what's already around you. It adds something none of those other relationships can.
What that investment looks like in practice
I've spent much of my career building and facilitating peer groups. Whether it’s a CEO peer group for Canada’s Tech Network or support groups for widowed parents coping with grief at Hummingbird Centre for Hope, I’ve seen first-hand how that foundation of trust is built in a peer setting.
Over time, a peer group becomes something more than just a sounding board. It becomes a trusted network. These peers get to know you and your leadership challenges. They can engage with you at a depth that could take years to build in a different context. That kind of network grows stronger the longer it's tended and the gains are universal:
The best peer learning environments are reciprocal. You bring your wisdom to someone else's challenge. They bring theirs to yours. The exchange flows both ways, and everyone walks away richer for it.
Early on, it might feel like a useful forum, a place to get input on a particular challenge, to hear how others are approaching something you're working through. That's real value, and it's enough to justify showing up. What can also happen over time, as the group develops genuine trust and the relationships deepen, is that the quality of exchange changes entirely. People share more openly. They bring the harder things. They offer more of their true experience and the parts that were genuinely difficult.
Designed with intention
There are countless ways to design your peer group, and many great models exist. Some are organized around a shared challenge and often dissolve when the challenge is solved. Others are organized around a shared role or growth stage and may be something the group agrees to sustain with the relationship at the centre.
How do you find or design the right peer group for you? Here are a few suggestions:
Whichever path you choose, it’s all about finding shared value and reassurance that as a leader you don’t have to operate in isolation.
An investment you keep making
Peer learning is intentional. It takes showing up consistently, contributing as much as you receive, and tending to the relationships over time.
The leaders I've seen invest in peer groups describe it as one of the most essential parts of how they lead. It’s a place they come back to. A group of people they can be honest with in a way that isn't always possible inside their own organizations. What you have in common becomes the foundation. That foundation, once it exists, is sturdy and held up by the conversation and connection you build together.
Leaders who make this investment learn that a peer group is one of the more durable assets in their leadership toolkit and a form of future-proofing for themselves and their organizations. That kind of return shows up because the commitment was intentional and consistent.
The best time to build a peer group is before you need one. How are you building that right now?