Regional Sales Executive

Regional Sales Executive

We are seeking a Regional Sales Executive who is ambitious, self-driven, and energized by the challenge of opening new territories. This role is ideal for someone who thrives in environments where creativity, adaptability, and ownership matter more than following a script.

• Responsible for driving the full sales cycle, from prospecting and lead generation, qualification, pipeline development and management, and closing.
• We sell online learning to K–12 students that's proven to improve outcomes and build self-efficacious learners, giving you something genuinely worth selling.
• Success in this role requires someone who embraces experimentation, learns quickly from setbacks, and actively seeks out opportunity.
• With uncapped commission, the earning potential here scales directly with the territory you build.

This is a fully remote opportunity with an expectation to travel to your assigned territory, currently including states like Michigan and Wisconsin, with more potentially added over time. Being located near these states is a plus but not required.

If you're the kind of person who enjoys building something, not just inheriting it, this may be the perfect fit.

Responsibilities

• Develop and execute a regional sales strategy aligned with organizational goals.
• Drive the entire sales cycle, including prospecting, outreach, discovery, presentations, proposals, and closing.
• Identify new market opportunities and build relationships with K–12 districts, schools, and online learning leaders.
• Generate and maintain a healthy pipeline by blending outbound strategies, events, referrals, and creative outreach.
• Learn our solution deeply to position our differentiators with clarity and integrity.
• Collaborate closely with internal teams, including product, marketing, and operations, to align messaging and support customer needs.
• Accurately track activity, pipeline progress, and forecasting in CRM tools.
• Act as the face of our organization in your region, representing our values of integrity, honesty, and learner-centered outcomes.

Qualifications

• Demonstrated levels of urgency in managing and closing opportunities within the outlined sales cycle.

• Bachelor's degree or equivalent professional experience.

• Prior experience in B2B sales; K-12 EdTech background preferred but not required.

• Demonstrated ability to manage a full sales cycle independently.

• Strong communication and relationship-building skills.

• Comfortable with CRM tools and pipeline forecasting.

• Ability to travel up to 20%, including to assigned territory states.

• Salary range: $75,000 - $85,000 USD per year.

• About Us

• At Harris, we believe great people build great software. We offer an environment where employees are empowered to make a real impact, grow their skills, and shape their careers. Our teams enjoy a supportive, award‑winning culture, a casual and collaborative workplace, and opportunities to learn from a diverse group of businesses and industries.

• We are financially strong and proudly part of Constellation Software Inc. (CSI), the largest software company in Canada, providing long‑term stability alongside entrepreneurial autonomy. In addition to a competitive compensation and benefits package, we offer meaningful perks, flexibility, and—most importantly—a culture that values people, curiosity, and having fun while doing great work.

• Follow us on LinkedIn to learn more about our culture, values, and career opportunities.

• Equal Opportunity

• Harris is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, or protected veteran status and will not be discriminated against on the basis of disability.

• Know Your Rights Poster

• EO 13496: Notification of Employee Rights under Federal Labor Laws

• Our commitment to fair and equitable hiring. As part of our recruitment process, we use artificial intelligence (AI) tools during the initial screening phase to help identify candidates whose qualifications most closely align with the requirements of the role. This technology supports efficiency and consistency in the early stages, but it never replaces human judgement. All subsequent evaluations and final hiring decisions are made by our recruitment professionals. AI does not make final hiring decisions.

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