Best MSP Peer Groups for Owners and Leaders (2026)

Walsh ran an MSP to locations in four states and exited it to a national information technology services company, which is the background that matters most in this category. He is facilitating a conversation he has already had with himself.

Three things on their page are the reason GAIN belongs on the shortlist. Groups are capped at 12, which is small enough that you get real airtime. Every member and every facilitator signs an NDA, and groups are composed exclusively of non-competing companies, so the confidentiality is contractual rather than cultural. And groups are tiered by revenue and operational maturity, which is a more useful split than revenue alone, because a disciplined $2M business and a chaotic $6M business have very little to teach each other.

Their own framing is unusually direct about what the room is for: leaning on other members' experience to make better decisions faster, rather than absorbing a curriculum.

Wilkeson co-created the N-able industry benchmark behind entry 14 with Robert Wilburn, and the two of them went on to write Profit and Growth for MSPs. Before the advisory work he grew a 12-person value-added reseller (VAR) into an 85-person managed services company and exited it. The person convening the room also helped build the dataset a room like this measures itself against.

Their peer-group page describes rooms built one at a time rather than filled: a small curated roster of non-competing owners at similar scale, each group carrying a goal-oriented theme, facilitated by former MSP owners and operators and underpinned by financial and operational benchmarking. MSP Advisor's team page names operators behind the advisory firm too: Brian Cerny was president and chief operating officer of a 50-employee MSP, and Vincent De Beer has led MSPs of more than 100 staff.

Nothing about the commercials is published, not a price, not a cadence, not a group size, and the only route in is a free consultation with Wilkeson. The room also sits inside an advisory firm that sells coaching, on-site training and ConnectWise consulting, and Wilkeson co-founded Instrumental, the outsourced accounting firm at entry 2 on our accounting page. Not a platform stack, and still a commercial relationship worth having in view.

The most specific operator credentials of anyone here, published on their own about page. Lowenthal built an MSP to $300,000 in monthly recurring revenue across 3,000 endpoints at 30% net margins before exiting. Borochaner co-founded and scaled a business to $500,000 monthly recurring revenue and more than 7,000 endpoints at 30% plus margins, sold it, then did it again with a second MSP in three years.

Groups are banded by monthly recurring revenue rather than annual revenue: $30,000 to $100,000, $100,000 to $300,000, and $300,000 plus. That is the right axis for this industry, because monthly recurring revenue is the number that determines what your problems actually are, and it stops a project-heavy business being grouped with a pure managed shop of the same headline size.

Entry is by application plus a discovery call, and groups are curated to be non-competing.

Weaver founded MSPAlliance in 2000, and its own page describes 25 years of advancing the managed services profession, which makes this one of the longest-standing institutions on this list. Only ASCII, at entry 8, goes back further.

Inspire is aimed deliberately at the top of the market and its pitch is a critique of the rest of the category. Their page argues that too many peer groups are vendor-owned and built for sub-$2M businesses, and that if you have been the smartest person in the room for too long you need a different room. The membership form asks for annual revenue starting at $2M to $5M, conversations are framed around growing from $4M to $80M plus, and they state that members average 15 or more years in the industry.

The most interesting mechanic is new: quarterly meetings are now held at member offices, so you see how another operator actually runs rather than hearing about it. Locations named include Miami, Las Vegas, Scottsdale, New Orleans and Boston.

The lowest published price for a room with accountability pods, and one of six entries here that publish a price. Moore started in the industry in 1998 and ran an MSP in Australia before building the Tribe, which its site says more than 5,000 people have joined since 2017.

The accountability groups are a feature inside the wider membership rather than the product itself. You are matched with up to five other members, in one of four intake windows a year, into a private space to run your own accountability rhythm. Vendors are allowed in the broader community with a no-pitching policy.

Set your expectations accordingly. This is not a facilitated benchmarking room, and the platform checks in rather than running your sessions. What you are buying at $49 to $59 a month is a large library, a fast-moving community, and the raw material for a peer pod you will largely drive yourself.

The only operation here built around roles rather than owners. Alongside an owners group they run separate rooms for chief operating officers, service delivery, project management, finance and sales leaders, which solves a problem most peer groups ignore: your service manager has nobody to compare notes with either, and sending the owner to every group does not fix that.

The chief operating officer track is aimed at businesses between $7M and $14M in revenue, and members are required to be non-competing. Their own description of the format is the most useful line on the site: members share real numbers and challenge each other directly.

One verification note in the interest of fairness. Their programme pages refer to the coaches who lead the groups without naming them, and the only individual named anywhere on the site is chief executive Brock Kuhse on the Forge 2026 event page, and the old Taylor Business Group coach biography pages now redirect to addresses that return errors. That is what we could check, not a judgement about the coaches. Ask who will facilitate your specific group and what they ran before.

Robins is one of the most visible and longest-running names in this category. Her own site describes building Technology Marketing Toolkit from nothing to an eight-figure company over more than 20 years, and having helped more than 10,000 information technology business owners. Producers Club sits at the top of that structure and describes itself as the top-level mastermind peer group for Technology Marketing Toolkit members.

You cannot simply buy in. It is invitation-only, you must already be a senior member who has completed the fundamentals programme, and a client coach has to approve you as the right fit. Active participation is a stated requirement rather than a suggestion.

What you are buying is a room of operators executing the same marketing system as you, which is both the strength and the limit. Comparisons are unusually direct because the playbook is shared, and the shared playbook is also the ceiling.

Ownership changed in 2025. Kaseya's own release of 8 July 2025 says it joined forces with Technology Marketing Toolkit and moved Robins to a strategic advisory role, and on 9 June 2026 Kaseya folded Technology Marketing Toolkit and TruMethods Peer into a single programme, MSP Success Peer. Read entry 9 with that in mind: two of the best-known rooms in this category now have the same owner, and that owner sells a stack.

The longest-running community here, with 1,300 plus member companies across North America and roughly four decades of history. Koutavas became chief executive in June 2025 after close to 30 years in the channel, and ASCII's own materials credit the peer network with more than 500,000 member-to-member exchanges.

The model is breadth. Peer collaboration is one of a large number of programmes inside a single membership, delivered through private forums, branded small-group programmes, and in-person events including their regional Edge events. Vendor neutrality is a stated principle and there is no vendor pitching in the peer settings.

That breadth is also the trade. Because the peer component is bundled inside a membership that covers many other benefits, from procurement to education, you cannot price or size the peer-group element on its own, and it is a large community rather than one curated cohort.

Pica founded TruMethods in 2008 after running his own MSP, and their about page states he set out to make life easier for the owners who came after him. If you have heard the vocabulary of this industry, much of it came through here.

The structure is the most intensive on this list: quarterly strategic meetings, calls every other month, and office hours every two weeks with their own experts alongside the peer room. There is a separate track, TruPeer Emerge, built for shops with one to five employees, which is unusual because most programmes at this level will not take a business that small.

The thing to weigh is ownership. TruMethods is inside Kaseya now, and their about page states that Pica serves on the Kaseya leadership team. The framework is genuinely independent of any product in its logic, and the company that owns it sells a stack. Ask directly how the room handles a member whose honest next move is to leave that stack.

One of the largest programmes in the category, with more than 1,000 group members, and the successor to the HTG peer groups that shaped this whole format. It is also the only one here with a track explicitly built for businesses between $750,000 and $1.5M, which is where most owners first need this and where most programmes will not take them.

Their published claims are a 24% improvement in EBITDA and 20% faster growth than the industry average. Those are their figures, measured by them, and nobody in this category publishes audited outcomes. The frameworks are named and long-established, including operational maturity level, curve jumping and legacy planning.

ConnectWise also runs the Service Leadership Index peer groups, which are the benchmarking-heavy sibling: quarterly meetings of about a day and a half, one or two executives per company, composed of non-competing geographies and similar business models, described on their page as a confidential and vendor-free environment.

Hedden co-founded Marketopia in 2014 after operating in this industry himself, and the peer groups sit inside a marketing agency rather than a coaching practice.

Two things here are more transparent than the category norm. Seat counts are published per room, so you can see the scale before you join: 12 in the Growth Mastermind, 10 in the Channel Leadership Forum, 15 in AI Practice Builders. And the top tier carries a real number, $1,999 a month, aimed explicitly at operators moving from a three to five times EBITDA multiple toward five to ten times. In a category where almost nobody publishes a price, both are worth credit.

The honest caveat is what the parent company sells. A room convened by your marketing vendor is a useful room and it is not a neutral one, and the agenda will tend toward demand generation because that is the house expertise.

Not a peer group in the strict sense, and included because for a large number of owners it is the thing that actually answers the question at 11pm. It is a nonprofit community, free at the base tier, and it is where the technical depth of this industry congregates.

The team page is the tell. Alongside Keigher it lists practitioners rather than staff, including engineers from vendors and consultancies and Kelvin Tegelaar, the chief technology officer at Lime Networks and the person behind the widely used open-source Microsoft 365 management tooling in this channel. A community whose volunteers are the people other people quote is a different proposition from a forum.

Be clear about what it is not. There is no vetting, no non-competing rule, no cohort and no accountability. You will get an answer to a technical question faster than anywhere else on this page, and you will not get anyone holding you to a plan.

This is the community arm that was CompTIA's, now operating as the Global Technology Industry Association. If you belonged to a CompTIA community, this is where it went, and the rename is recent enough that plenty of owners have not registered it yet.

The proposition is association-level rather than cohort-level: member groups organised around business-building initiatives, regional communities, advisory councils, a mentorship programme, and a security information-sharing organisation for members. Shoer, as chief community officer, is the person who convenes it, and its board draws from across the channel, mixing MSP operators with vendor and distributor executives.

What it is not is a small vetted room with a cadence and a facilitator. Their page describes collaboration, networking and industry contribution, and does not publish a meeting rhythm or a price for the peer element, so treat it as the vendor-neutral association layer that sits alongside a peer group rather than replacing one.

The peer groups sit inside N-able's Business Transformation programme, alongside two other things that cost nothing: two-day executive onsites organised by revenue stage, and an anonymous benchmark you can filter by revenue and geography. That benchmark was co-created by Robert Wilburn and Dave Wilkeson, who went on to write Profit and Growth for MSPs, and it is the reason the rooms work. Members bring numbers, and the numbers are compared against a real dataset rather than a hunch.

The format is more disciplined than most free programmes. Groups are curated so nobody competes with anybody geographically, the seat is meant for the owner or chief executive plus one optional second executive, former MSP executives facilitate, and N-able states it leaves the room when the financial discussion turns sensitive. The onsite track is pitched at medium and large MSPs; the online track runs 90 minutes a month. The next executive onsite listed when we checked was in Portugal in November 2026.

The thing to weigh is the door. You get in through your N-able growth strategist, account manager or partner success manager, which means you are in the room because you buy N-central or N-sight. That is why it is free, and it is also the limit: this is not the room that will tell you to leave the platform, so ask how they handle it when a member's honest next move is exactly that.