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, 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.

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. This role is for an active vacancy.

About the Role

We are looking for a Technical Support Analyst to join our Customer Support team, supporting internal teams and customers with complex software, accounting, payment‑related, database, and transactional data. In this role, you will develop subject matter expertise across key product and support workflows, including payments and accounting processes, software troubleshooting, database investigation, SQL queries, approved scripts, and issue escalation. You will act as an escalation point for internal teams and work closely with partners and vendors to resolve issues. You will support our team in building trusted client relationships by driving timely, accurate resolution of issues, and by working directly with clients on high‑impact or complex concerns.

What You’ll Do

- Investigate, troubleshoot, and resolve complex software, accounting, payment processing, transactional data, and database issues, ensuring timely and accurate resolution for internal teams and customers.
- Act as an escalation point for frontline Support teams on complex support issues, including software, accounting, payment, database, and transactional data, working closely with vendors and partners to drive resolution and ensure alignment with KPIs and SLAs.
- Write, execute, and validate SQL queries and approved scripts to support issue investigation, data validation, configuration updates, data correction, and operational troubleshooting.
- Work carefully with transactional, financial, payment, and customer data, ensuring accuracy, completeness, confidentiality, and strong attention to detail when investigating or resolving issues.
- Work directly with customers on high‑visibility or complex issues that fall outside the scope of frontline support.
- Follow documented processes and procedures to resolve issues that require a deep understanding of complex workflows, database‑driven systems,



financial processes, and robust attention to detail.
- Document resolutions and guidelines for support issues in the form of Support Tickets, Knowledge Base articles, and process documents.
- Track and manage open issues with vendors and partners, escalating when needed to meet KPIs and ensure a positive customer experience.
- Contribute to high‑priority projects through technical configuration, data management, release deployments, and other hands‑on tasks.
- Take part in an on‑call rotation for urgent support issues as needed.
- Share knowledge and provide guidance to frontline Support staff to build their skills and confidence in troubleshooting complex software, accounting, payment processing, database, transactional data, and POS issues.
- Use approved AI tools responsibly to improve productivity, research, documentation, analysis, and problem‑solving while maintaining accuracy, confidentiality, and sound judgment.
- Provide ongoing feedback to KEV leadership, partners, vendors, and team members to identify and drive process and operational improvements that strengthen our ability to serve as a trusted partner to clients.

Who You Are

- 3–5 years of technical support experience in a high‑paced software environment.
- Strong technical experience writing, executing, and validating SQL queries to investigate, troubleshoot, and resolve data‑related issues.
- Experience working with databases, transactional data, financial records, payment data, or other high‑accuracy data environments.
- Ability to execute approved scripts or technical procedures with care, precision, and strong attention to detail.
- Meticulous and exact when working with customer, financial, payment, and transactional data.
- Experience with financial software, Point of Sale (POS) devices, payment processing, and/or EdTech is a strong asset.
- Proven ability to investigate and document complex technical workflows and high‑impact issues.
- Strong verbal and written communication skills, with the ability to adapt messaging for both technical and non‑technical audiences, including executives.
- Ability to reach your audience in simple, clear terms.
- Good interpersonal and customer care skills.
- Ability to communicate effectively to multiple audiences from client to technical expert to executive.
- Customer‑focused mindset with excellent interpersonal and problem‑solving skills.
- Creative and analytical thinker with a drive to improve processes and design operational solutions.
- Ability to use approved AI tools effectively and responsibly to improve productivity, documentation, troubleshooting, and analysis.




- Self‑motivated, results‑oriented, and known for follow‑through – someone others can rely on to get the job done right.

Nice to Have

- SchoolCash or SchoolFunds experience.
- Experience working with K‑12 Districts or Schools, especially within School Finance.
- Experience coordinating with external vendors to resolve technical or operational issues.

Salary Range

$65,000–85,000. This range reflects expected compensation at the time of posting. Final offers may vary based on skills, experience, location, and internal equity.

What We Offer

- Competitive compensation – we reward great work with fair, competitive pay.
- Meaningful benefits – because your well‑being matters, both at work and at home.
- Retirement Savings Support – company‑matched RRSP in Canada and 401(k) contributions in the U.S.
- Professional development – ongoing learning, stretch opportunities, and continuing education, including KEV Academy for onboarding and skill‑building, plus KEV University, our online platform offering a wide range of courses.
- Hybrid model – 3 days in the office to collaborate and connect, with flexibility the rest of the week.
- Flexible PTO – close to 4 weeks of vacation and a company‑wide holiday closure.
- Office perks – fully stocked snack bar and occasional catered lunches.

Why You’ll Love Working at KEV

- Make a real difference every day – your work supports children, parents, and schools across North America.
- The KEV Way – continuous questioning, improving, and innovating to help schools and students.
- Grow with us – real opportunities to learn, develop, and shape your career as we scale quickly.
- Work alongside excellence – a team with integrity, respect, humility, collaboration, and accountability.
- Celebrate Community and Culture – team‑building fun, Voice of Customer Series, Monthly Townhalls, and KEVite Awards.

This job description indicates the general nature and level of work expected. It is not designed to cover or contain a comprehensive listing of activities, duties, or responsibilities required by an individual joining the KEV team in this or any other capacity.

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 opportunity 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 team in partnership with Hiring Managers.

Visit our website for more information and details about working at KEV.

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📌 Technical Support Analyst (Toronto)
🏢 KEV Group
📍 Toronto