About The Position

The Regional Sales Director (RSD) is a strategic individual contributor responsible for driving ARR growth, market expansion, and regional go-to-market strategy within an assigned territory. The role supports company goals by winning and expanding larger K–12 customers, increasing deal size and win rates, building high-quality pipeline, and strengthening customer and channel relationships. The RSD owns the strategy for their region and uses market and customer insight to shape priorities across channel partnerships, events, marketing, and other go-to-market activities. The role owns an individual ARR quota and the end-to-end sales cycle for medium to large K–12 school districts, typically serving 5,000 or more students. It also builds relationships with senior district leaders and channel partners, serves as a subject matter expert in content filtering, classroom management, and digital safeguarding, and mentors Account Executives across the region. Travel is approximately 25%, generally up to one week per month or 15–25 trips annually, and may include local and in-state driving, customer visits, industry events, and occasional overnight or out-of-state travel.

Requirements

  • Bachelor’s degree.
  • K–12 education experience.
  • At least 8 years of technology/SaaS sales experience or equivalent.
  • Strong understanding of MEDDPICC, Challenger, BANT, or similar sales methodologies.
  • Strong forecasting, pipeline management, and CRM discipline.
  • Strong business acumen and ability to translate market intelligence into sales strategy.
  • Demonstrated experience mentoring peers or less experienced sales professionals.
  • Demonstrated success consistently achieving or exceeding revenue targets.
  • Proficiency with MS Office, Google Workspace, and CRM software.
  • Excellent communication and presentation skills.
  • Ability to quickly build relationships.
  • Strong negotiation skills to realize the best commercial outcome for the company.
  • Organizational and time-management skills.
  • Ability to work and thrive in a high-activity, competitive environment.
  • Ability to travel regularly and speak at trade shows and events in front of large groups.
  • Grit and tenacity.
  • Strong mentorship skills to develop Linewize Account Executives.
  • Confidence and credibility in interactions with senior company leadership.
  • Willingness to travel approximately 25%, generally up to one week per month or 15–25 trips annually; travel may include local and in-state driving, customer visits, industry events, and occasional overnight or out-of-state travel.

Responsibilities

  • Own an individual ARR quota for the assigned region and consistently achieve or exceed sales targets.
  • Develop and execute regional sales strategy to drive new business, upsell, cross-sell, market share, pipeline growth, average deal size, and win rates.
  • Own the end-to-end sales cycle for medium to large K–12 school districts, from prospecting and discovery through negotiation, close, and handoff to Customer Success.
  • Build and maintain relationships with senior district leaders, including Superintendents, CIOs, CTOs, and other executive stakeholders.
  • Build and maintain relationships with prospects, customers, and channel partners, positioning Linewize as a trusted strategic advisor and industry leader.
  • Shape regional go-to-market strategy, including channel partner priorities, events, webinars, marketing activities, and other initiatives that increase awareness, pipeline, and revenue.
  • Serve as a subject matter expert in content filtering, classroom management, and digital safeguarding, providing industry expertise and market insight to customers and internal teams.
  • Mentor and support Account Executives by sharing best practices, strategic sales guidance, and expertise to strengthen regional sales execution.
  • Provide accurate sales forecasts, pipeline visibility, and performance reporting to support business planning and decision-making.
  • Provide leadership with regular feedback on competitive trends, customer needs, pricing, and market dynamics.
  • Maintain accurate forecasting, CRM hygiene, and reporting while meeting defined sales KPIs and performance expectations.
  • Travel regularly and speak at trade shows and events, including in front of large groups.

Benefits

  • Extensive benefits.
  • Enhanced holiday and family leave.
  • Tech allowance.
  • Regular company-wide lunch and learn sessions.
  • Career progression opportunities into other teams and departments.
  • Exposure to industry-leading technology developed in-house.
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