Who We Are:
At 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, check, or digital. From field trips to fundraisers, we help them manage every dollar with confidence. More than 26,000 schools across North America trust KEV to manage over $4 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.
Backed by Five Arrows, the PE arm of Rothschild & Co., KEV is investing more than ever to support K–12 in a world of tighter budgets, rising scrutiny, and fast-changing tech. We’re headquartered in Toronto, with offices across North America.
If you’re excited by the idea of building tech that protects schools, empowers finance teams, and improves education through better systems, KEV is the place for you.
About the Role
The Sales team is integral to KEV’s success, driving revenue growth, market expansion, and customer impact through strategic execution and deep product knowledge. We partner across the organization to deliver targeted solutions, exceptional buyer experiences, and consistent performance and foster a culture of agility, resilience, and results.
We are looking for a Sales Enablement Specialist to join our growing team. In this role, you will be responsible for designing and delivering impactful training programs that accelerate performance and drive results for our new logo sales team. You will work closely with our New Logo Sales Team and other cross-functional stakeholders to support onboarding, ongoing development, and sales enablement initiatives. The ideal candidate is credible, confident, and influential, with a strong background in SaaS sales, sales training, and is experienced with the MEDDPICC sales methodology.
How You’ll Contribute
- Build and deliver onboarding programs for new hires, driving faster ramp-up and stronger sales performance
- Develop and lead weekly training sessions for the first six months of a rep’s journey, enabling continuous skill development and product mastery
- Create and maintain training materials and playbooks, contributing to consistency, scalability, and alignment across the sales org
- Provide 1:1 tutoring and coaching for reps with development needs, ensuring individual growth and improved team outcomes
- Support company-wide initiatives, including new product rollouts, tool adoption (e.g., Gong), and process changes
- Gather feedback and iterate on training programs, contributing to ongoing optimization and relevance of enablement efforts
Who You Are
- 10+ years of experience in SaaS sales, with a strong background in sales training and enablement
- Proven experience in designing, delivering, and optimizing training programs for sales teams, especially focused on new logo acquisition
- Deep understanding of SaaS sales environments, with hands-on experience applying MEDDPICC methodology
- Skilled in coaching and tutoring individual reps, with a track record of helping team members overcome development gaps
- Strong presence and communication skills — able to command a room, build trust, and influence without direct authority
- Comfortable leading onboarding programs, weekly enablement sessions, and adapting training to evolving business needs
- Experience with sales tools such as Gong, Salesforce, and enablement platforms
- Familiarity with the K–12 education sector is a plus
Why You’ll Love Working at KEV
- 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.
- The KEV Way – At KEV, you’ll never feel stuck in the status quo. You’ll be part of a team that’s constantly questioning, improving, and innovating—always with one guiding focus: How does this help our schools and the students they serve? It’s a culture that challenges you to do your best work while reminding you why it matters.
- Grow with us – We’re scaling fast, and so are our people. At KEV, you’ll have real opportunities to learn, develop, and shape your career. Whether advancing in your role or exploring a new path, you’ll be supported every step of the way.
- Work alongside excellence – You’ll be part of a team with integrity who treat their colleagues with respect. who are accomplished but humble, collaborative but accountable. It’s a place where you can do your best work while feeling supported and inspired by the people around you.
- 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.
Visit our website for more information and details about working at KEV.
Top Skills
What We Do
KEV Group provides the most comprehensive activity fund management solution enabling K-12 schools to manage every dollar efficiently, accurately, and consistently. By seamlessly integrating and automating all processes, the SchoolCash platform provides real-time visibility and control over how districts and schools create, collect, manage, track, and reconcile activity funds. Over 17,000 schools across North America rely on SchoolCash to manage $3 billion+ in activity funds annually.
