Over 50 MSP leaders came together for a powerful one-day event dedicated to applying Agile principles to leadership, smarter scaling, and sharper service delivery. Throughout the day, they exchanged real-world insights, shared wins, and learned proven strategies directly from peers, operators, and industry experts.
We kicked off the day with Olympic Gold Medalist and leadership coach Adam Kreek, then dove into practical sessions from MSP veterans and trusted advisors like Todd Kane (Evolved Management), Matt Lee (PAX8), Jermaine Clark (Sherweb), and Devin Rose (eBridge Marketing). We wrapped up with a candid expert panel on growth, hiring, and AI, and then headed upstairs to the ScalePad office for drinks, food, and more real conversations that don’t happen on Zoom.
It was a focused, practical summit designed to help MSP leaders lead better, scale smarter, and deliver real value. Attendees walked away with:
They built real connections over shared meals, peer conversations, and a closing panel that tied it all together.
9:00am Opening Keynote (Adam Kreek) Resilience was about learning while moving forward. In this session, Olympic Gold Medalist and executive coach Adam Kreek unpacked how high-performing teams win through incremental progress and better leadership, not heroic bursts. Attendees walked away with practical takeaways from Lean, Agile, and Kanban frameworks to build teams that could weather any storm, and row through it.
COFFEE BREAK
From Firefighter to Leader: The MSP Manager's Playbook (Todd Kane) Endless firefighting, frustrated teams, and burnout were familiar themes. Running an MSP meant juggling constant emergencies while trying to build a sustainable business. Without proven leadership systems, even the most capable managers and owners found themselves stuck in reactive mode.
This session provided a systematic approach for MSP leaders to transform chaos into control. Participants left with a complete framework that freed up their time while improving results.
Before & After: True Stories of MSP Transformation With Agile Thinking (Wim Kerkhoff) This session dug into behind-the-scenes transformation stories of real teams who embraced Agile and Kanban to improve visibility, focus, and execution.
Attendees heard about:
No pitch and no tool tour: a candid look at what was actually working, so attendees could take ideas back to improve their own teams.
Enhancing Your Product Offering: Finding New Revenue Streams to Set Your MSP Apart (Marco La Vecchia) In this session, Marco La Vecchia, former CRO at Fully Managed and VP at N-able and AVG, shared real-world strategies for how MSPs could evolve beyond traditional services to unlock new recurring revenue.
Participants learned a proven framework to identify untapped client needs and differentiate their offerings in a crowded market. Whether looking to grow margin, increase stickiness, or launch a new service, attendees left with the tools and stories to take action.
Maximizing Microsoft Teams Efficiency: How AI-Enhanced UCaaS and CCaaS Integration Transforms User Experience (Reo Harb) Key outcomes included improved first-contact resolution rates, better team collaboration, intelligent meeting support, and automated workflows that allowed businesses to focus on growth rather than managing disparate communication tools.
12:00pm LUNCH
The MSP Marketing Playbook (Devin Rose) Devin Rose outlined the exact strategies successful MSPs used to build a strong web presence and generate qualified inbound leads. This session provided a practical, step-by-step guide that helped MSPs transform their marketing without wasting money.
Thinking About Risk Differently (Alex Dow) Cyber risk was a constant headwind that needed to be navigated. Alex Dow explained how our biological instincts often mislead us: we downplay distant threats, over-trust shiny fixes, and cling to linear predictions in a nonlinear world.
This session reframed the game: a strategic 101 on risk, exploring the limits of ourselves and prevention. Attendees left with a blueprint for building a more resilient business for themselves, their clients, and the industry’s collective future.
Leveraging AI to Grow Your MSP Revenue (Jermaine Clark) Jermaine Clark showed how artificial intelligence and Microsoft Copilot technologies could transform MSP leadership and growth. The session highlighted how AI could drive innovation, simplify processes, and elevate leadership strategies.
Attendees left inspired with actionable insights to propel their businesses to new heights.
COFFEE BREAK
Cybersecurity, Patterns, and Reading the Tea Leaves for Success (Matt Lee) Matt Lee walked attendees through cybersecurity trends, using historical patterns to decode what the future might hold.
Panel Discussion (Dustin Cassar) The panel brought back speakers and industry leaders for an honest look at what was shaping the future of the MSP industry, and how operational issues impacted profitability and valuation.
Topics included:
Attendees heard real stories, gained practical insights, and had the chance to ask questions in a rapid-fire Q&A to close the day.
5:00pm Summit Social: Happy 2-Hour, Hosted by BenjiPays The day wrapped up with a relaxed happy hour upstairs in the shared offices of BenjiPays, Produce8, ScalePad, and TopDown. Guests enjoyed drinks, bites, and some of the best MSP conversations of the day, the kind that only happen after hours.
It was a chance to connect deeper with fellow attendees, speakers, and sponsors in a casual, no-agenda setting.
Summit host
CTO, SiteTechnology
Dustin began his journey with Quicktech, a scrappy two-person company born in a basement. Under his leadership, Quicktech grew and evolved into the amazing team that SiteTechnology is today.
Dustin is the CTO of SiteTechnology. Throughout his career, Dustin has focused on supporting a wide range of industries, including healthcare, industrial, financial, and not-for-profit sectors, while also catering to every vertical in between.
Keynote speaker
Keynote Speaker, Executive Coach, Values Driven Achievement
Adam Kreek is a rare blend of Olympic champion, elite business strategist, and high-performance leadership coach.
He’s been in the trenches of extreme competition, business volatility, and leadership under pressure, and he brings that experience to every stage. Adam’s keynotes are packed with real-world strategies, high-energy storytelling, and hard-earned wisdom that drive measurable change.
Organizer
Founder, TopLeft, Crafty Penguins, improvingit.ca
Wim is the founder and CEO of three companies serving MSPs around the world: improvingit (a Microsoft-focused MSP), Crafty Penguins (a Linux and DevOps support team), and TopLeft (a SaaS platform helping MSPs adopt visual work management and flow-based delivery).
With over 20 years in the MSP world, Wim has grown his companies from a solo operation to a team of more than 40, learning firsthand how to move from chaos to clarity. After losing key clients due to unreliable project delivery, he rebuilt his approach using Lean and Agile concepts. He focused on real-world tools and team habits that built alignment and accountability. That journey led to TopLeft, which now helps MSPs across North America deliver more consistently and with less stress.
Wim’s passion is practical transformation. Whether coaching leaders, facilitating advisory boards, or speaking at events, his focus stays the same: helping MSPs create healthier teams, improve flow, and deliver better results with clear systems and repeatable practices.
Speaker
MSP Leadership Coach and Founder, Evolved Management Consulting
Todd Kane has spent over a decade creating a management framework that has resulted in massive value for the companies he has worked with. Millions in higher margin projects/operations, millions in saved cash reducing employee turnover, and massive increases in team morale.
Todd has led groups for several of largest and high growth companies in western Canada. Experience with major businesses like EnCana, Canadian Natural Resources Ltd, WestJet, Bell Canada, Long View Systems, and Fully Managed.
His work has been recognized with numerous awards, both technical and business.
LinkedIn
Speaker
Copilot, Modern Work, D365 Lead, Sherweb
Jermaine is the Modern Work, D365 Lead and Copilot Subject Matter Expert at Sherweb, helping partners effectively adopt and utilize Copilot.
In his role he provides strategic guidance, training, and technical support to improve their readiness, optimize tools and licensing, and ensure secure, seamless integration. He also promotes communication, gathers feedback, and aligns with Microsoft’s Responsible AI principles to drive impactful business outcomes.
Speaker
Co-Founder and Managing Director of Innovation, Mirai Security
Over the past two decades, Alex has worked within three mission-critical security operation centres (SOC), including the Vancouver 2010 Winter Olympics SOC, has established Vancouver’s cyber security community and in 2017 co-founded one of Western Canada’s leading cyber security consultancies.
Alex is a community builder. In 2013 he established Vancouver’s cyber security community through the founding of the BSides Vancouver cybersecurity conference. In 2017, frustrated with how broken cyber security consulting had become, forged Mirai Security from within the community. Mirai Security has quickly become the centre for cyber security excellence in Western Canada by attracting cyber security professionals who want to do cyber security better.
Alex is an innovator. Over the years, he has focused on balancing risk by pragmatically improving situational awareness and incident response capabilities through security architectures that support the business. Today, Alex is the Chief Innovation Officer at Mirai Security. Mirai, Japanese for the future, focuses on the “future of cyber risk” by helping enterprises securely digitally transform through innovative governance, secure AI adoption and maturing software development practices.
Alex is a thought leader. With a passion for knowledge and giving back to the community, Alex loves public speaking, contributing to cyber security books, advising higher-education, has taught for the SANS Institute, and now documents his learnings on Youtube.
Speaker
Director & Co-Founder, UnitedCloud
From telecom engineering to business development, Reo is an executive with over 26 years of experience in the telecommunications industry. Over the course of his career, he’s built a strong understanding of the telecommunications market on a domestic and global scale.
Through Reo's decades of his business expertise, he co-founded UnitedCloud, a leading Canadian Unified Communications Provider, where he leverages his ability to create value for partners and clients in a constantly-shifting marketplace.
He is skilled at uncovering new revenue opportunities for Managed Service Providers (MSPs), Value-Added Resellers (VARs), Internet Telephony Service Providers (ITSPs), and Internet Service Providers (ISPs). By facilitating client engagement with AI-enhanced Unified Communications "UC Voice AI" Solutions, he helps partners improve client retention and elevate their service offerings, positioning them for long-term success.
Speaker
Chief Revenue Officer, Produce8
Marco is an accomplished sales leader with a proven track record in the information technology and services industry. With deep expertise in sales strategy, storage solutions, go-to-market planning, channel sales, and professional services, Marco has consistently driven business growth and forged strong partnerships.
He is known for his results-oriented approach and strategic mindset, he brings years of experience leading high-performing teams and executing complex sales initiatives across diverse markets.
Speaker
Senior Director of Security and Compliance at Pax8 | CISSP | CCSP | PNPT | International Speaker
Matt Lee has dedicated the last 13 years to raising the cyber security tide in the SMB, and MSP markets. His efforts have served in every capacity in a growing MSP that grew to support 20,000 endpoints. His leadership around technology direction, and security/compliance, protected and elevated over 17,000 people in Small to midsize businesses in five states.
He has since taken on a deep role as a force multiplier as the Security and Compliance Senior Director at Pax8. He is driving the external thought leadership to help MSPs continue to grow in their security knowledge, operability, and capabilities. He is a known speaker, and subject matter focused contributor to Zero Trust, Framework Centric Security Program approaches, and one of the chief editors on a new project classifying ISV, SaaS, and Service Providers along the CIS Framework taxonomy. He lives to ensure his children maintain the same quality of life we do around technology, which is imperiled daily by threat actors.
Speaker
VP of Operations, eBridge Marketing Solutions and Associate @ The MSP Broker
Devin has worked alongside Hartland Ross since joining eBridge Marketing Solutions in 2014, where he is VP of Operations. Over his tenure at eBridge, he has worked with hundreds of IT services business to help them grow by employing best practices for MSP marketing.
Devin became part of The MSP Broker in 2022 as an Associate. In this role, Devin assists buyers and sellers of IT Service Providers to achieve a smooth transaction for all parties.
Panellist
General Manager, Empyrion Technologies
With over 25 years in the IT industry, Taylor Maguire is the General Manager of Empyrion Technologies, a leading MSP based in Chilliwack, BC. Over the past 18 years, Taylor has helped grow Empyrion from a 5-person team to a thriving company of 27, serving clients across diverse industries including legal, accounting, and manufacturing.
With a background in IT and custom programming, Taylor now focuses on leadership, business development, and helping organizations use technology to thrive.
Panel guest
Founder & Managing Partner, The MSP Broker and President @ eBridge Marketing Solutions Inc.
Hartland is the founder of eBridge Marketing, a firm born from the vision to support IT service companies with their digital marketing needs. What began as a focused digital marketing agency has since evolved into a globally reaching firm, specializing in helping IT service providers grow, both organically and through mergers and acquisitions (M&A).
As the business grew, so did Hartland’s personal mission, shifting from marketing alone to a deeper mission of adding value and improving the lives of business owners of IT firms. This purpose now drives everything he does, bringing meaning and impact to every client partnership.
Hosts and sponsors
The Agile MSP Summit was proudly hosted by TopLeft, with generous support from sponsors who believed in building a stronger MSP community through practical, vendor-neutral learning.
The Agile MSP Summit was built on curiosity, humility, and shared growth. We gathered to learn from one another, challenge assumptions, and make meaningful connections that helped us lead and deliver better.
To keep the event a high-value, high-trust space for everyone, all attendees were asked to uphold the following:
If anyone experienced or witnessed behavior that didn’t align with these values, they were encouraged to speak directly with a member of the organizing or hosting team.
Together, we made the summit a reflection of the very best of the MSP community.
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