Who We AreAt KEV, we help school districts eliminate the school finance blind spot. Our platform gives district finance teams real-time visibility and traceability into every dollar collected at the school level
- whether it's cash, cheque, or digital. From field trips to fundraisers, we help them manage every dollar with confidence. More than 27,000 schools across North America trust KEV to manage over $8 billion annually. By unifying payments, accounting, and reporting, KEV simplifies life for bookkeepers, builds trust with parents, and gives finance leaders the oversight their current systems cannot. It's how we help schools stay compliant, reduce risk, and focus on what matters most, student success.

About the role
KEV Group is a $100M SaaS and payments company serving schools and districts, on a path to $300M through organic growth and acquisitions. We're looking for a Chief of Staff to the CEO to make sure the executive team works on the right things and gets them done. This is a senior operating role, not an executive assistant or project coordinator role. Own the quarterly executive offsite and the annual strategy and three-year planning cycle. Keep one integrated leadership calendar, including the CFO's financial cycle, the CCO's GTM–R&D; operating reviews and the CHRO's talent and performance cycles. Board and governance Legal owns statutory governance. Strategic projects Lead two or three CEO-sponsored initiatives at a time, such as pricing, entering an adjacent market or redesigning the customer journey. Define scope, owners and milestones, then hand finished work to a line leader. Run the weekly M&A; pipeline review with the CEO, Corporate Development, Finance, Legal and R&D.; Draft CEO communications to the company and the leadership team, with the CHRO.



Act as the CEO's thought partner: prepare decisions, pressure-test plans and protect the CEO's time. What you won't ownKeeping these boundaries clear lets you lead without becoming a bottleneck. Budget approvals, headcount releases, pricing floors and contract approvals stay with the CFO. You won't manage functional teams. Projects you lead move to a line owner once they're up and running. Lead at least one CEO-sponsored project to a clear decision. Strategic projects delivered on time and handed off Time to decision on executive-level issues Executive team rating of meeting and decision quality Chief of Staff, Strategy & Operations or Business Operations. A foundation in strategy consulting, investment banking or corporate development is a strong plus. You move senior leaders through credibility, preparation and follow-through. Clear thinking and writing. Commercial and financial fluency. You're comfortable making others successful and handing work off. Nice to have:experience in education technology or the public sector; bilingual English and French; an MBA or equivalent. Competitive compensation – We believe in rewarding great work with fair, competitive pay. both at work and at home. Retirement Savings Support – We help you plan for your future with company-matched programs, including RRSP matching in Canada and 401(k) contributions in the U.
Hybrid model – 3 days in the office to collaborate and connect,



with flexibility the rest of the week. Flexible PTO – Take the time you need to recharge with close to 4 weeks of vacation and a company-wide holiday closure Office perks – Enjoy a fully stocked snack bar and occasional catered lunches—because we know that great conversations (and ideas) often start around good food. Make a real difference every day – At KEV, your work supports children, parents, and schools across North America. We don't just build software, we create solutions that simplify lives and strengthen communities. Our mission is rooted in impact, and every team member plays a vital role in shaping the future of K-12 education. How does this help our schools and the students they serve? Celebrate Community and Culture – At KEV, we connect, recognize, and celebrate our people. Join Club KEV for team-building fun, hear directly from customers in our Voice of Customer Series, stay aligned with Monthly Townhalls, and be inspired by the KEVite Awards, where top contributors are recognized by their peers. KEV Group is pleased to accommodate individual needs in accordance with the Accessibility of Ontarians with Disabilities Act, 2005 (AODA), within our recruitment process. If you require accommodation at any time throughout the recruitment process, please speak with your recruiter. KEV Group is an equal chance employer who agrees not to discriminate against any employee or job applicant because of race, color, religion, national origin, sex, physical or mental disability, or age. KEV may use AI-enabled tools to support components of our recruitment process. These tools are used to support human decision making. All hiring decisions are made by our People and Culture t

📌 Chief of Staff (Winnipeg)
🏢 KEV Group
📍 Winnipeg