EdTech, FinTech, SaaS

Inside Sales Representative

Toronto, ONOnsiteFull TimeCA$60,000–CA$70,000 /yrPosted 1 day ago

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Required skills

quota
closing
full-cycle wins
pipeline
forecast
CRM
Salesforce
telephone sales
relationship-building
negotiation

Nice to have

B2B SaaS
installed-base expansion
Revenue Marketing
SchoolCash suite

Role summary

KEV is seeking an Inside Sales Representative to manage the full sales cycle for their SchoolCash suite, targeting schools and small to mid-sized districts. The role involves prospecting, qualifying, demonstrating value, and closing deals, with an outcome of full quota ramp within 6 months. Success requires generating pipeline, running effective discovery, navigating K-12 procurement, maintaining accurate CRM data and forecasts, and collaborating with marketing. Candidates should have 2+ years of closing experience, a track record of hitting quota, strong prospecting skills, and proficiency with CRM systems like Salesforce.

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, 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

The Inside Sales Representative is where momentum meets ownership. You'll run the full sales cycle - prospect, qualify, demo, and close - on deals across our SchoolCash suite: single schools, small and mid-sized districtsOutcome by month 6: full ramp to quota on self-managed velocity pipeline, with accurate forecasting and a healthy mix of new-logo and installed-base expansion wins.

How You'll Contribute

Own the full cycle - from first touch through close - for schools, small/mid-sized districts

Run sharp discovery that surfaces the real problem - a reconciliation headache, a compliance gap, a cash-handling risk - and map it to concrete SchoolCash value.

Navigate K-12 buying reality: bookkeepers, business officials, and procurement timelines tied to the school fiscal calendar and board approval cycles.

Keep a clean pipeline and an honest forecast in the CRM - every stage, next step, and close date current.

Partner with Revenue Marketing to convert demand and hand off larger opportunities cleanly.

Who You Are

You've carried a quota and hit it. 2+ years in a closing or quota-carrying inside sales role, ideally B2B SaaS, with a track record of full-cycle wins — not just meetings booked.

You generate your own pipeline. You're comfortable prospecting daily through phone, email, and social, and you don't wait for leads to land in your lap.

You run real discovery. You ask the questions that get past surface requests, qualify ruthlessly, and know when to walk away from a deal that won't close.

You close and you forecast. You can move a deal through procurement, handle objections without flinching, and call your number accurately.

You live in the CRM and you're coachable. Salesforce hygiene is second nature, you apply feedback fast, and you get better every quarter. (This is a must-have.)

Qualifications and experience

2+ years of proven inside sales or consultative sales experience, with demonstrated success in achieving targets.

Strong telephone sales, relationship-building, negotiation, and closing skills.

Excellent verbal and written communication skills in English.

Experience managing inbound leads and maintaining a structured sales pipeline.

Strong organizational skills and attention to detail.

Proficiency with CRM systems, Microsoft Office, email, and video conferencing platforms.

Ability to manage multiple priorities and deadlines in a fast-paced environment.

Professional, confident, personable, and customer-focused approach.

Ability to work collaboratively with internal teams.

Salary Range - $60,000 - $70,000. The estimated compensation includes an annual on-target variable with uncapped earning potential. Note: 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 believe in rewarding great work with fair, competitive pay.

Meaningful benefits– Because your well-being matters; 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.S.

Professional development – We invest in your growth with 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 – 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.

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.

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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