Strategic Accounts Sales Executive, Large Districts

Goalbook; Chicago (IL); Remote; USD 110,000 - 150,000; Full time

Benefits offered by this job

Full medical, dental, and vision coverage

401k matching

Flexible schedule

Annual profit sharing

Open vacation policy

Job summary

An educational technology company seeks a Strategic Account Sales Executive in the Chicago area. This role involves driving sales cycles within large school districts, establishing strategic partnerships, and ensuring alignment with educational priorities. The ideal candidate should have over 4 years in K-12 sales, strong analytical skills, and a proven track record of relationship management. Offering a salary of $110-150k, benefits include full health coverage, 401k matching, and a flexible work environment.

Qualifications

• 4+ years of sales experience in the K-12 EdTech industry.
• Demonstrated success closing large school district deals.
• Comfortable engaging with high-level administrators.

Responsibilities

• Lead end-to-end sales cycles for high-impact school districts.
• Build trusted relationships with district leaders.
• Forecast pipeline across multi-year enterprise sales.

Skills

Sales experience in K-12 EdTech

Ability to navigate complex decision-making

Executive presence

Analytical skills

Job description

Background

Are you passionate about improving outcomes for students and experienced in navigating complex education systems? At Goalbook, our mission is to empower teachers to transform instruction so that ALL students can succeed. We partner with 1,100+ school districts in 48 states, working closely with district and school leaders to create scalable change to instructional practice. We're looking for a talented and motivated individual to join our growing team.

Role Summary

We are seeking a Strategic Account Sales Executive to own and advance a defined territory of the largest, most high-impact school districts in the nation. In this role, you will act as a consultant and orchestrator, navigating multi-layered decision-making environments to close transformative deals. We aren't just looking for a top closer; we are looking for a force multiplier who will elevate our organization’s strategic selling capabilities within our nation’s largest school systems.

Key Responsibilities

• Own and lead end-to-end sales cycles across a defined territory of complex, high-impact school district accounts, conducting senior administrator-level discovery to align district strategic priorities, funding streams, and instructional initiatives with Goalbook’s solutions.
• Design and execute tailored account strategies, navigating extended, multi-stakeholder buying environments to maintain momentum and drive successful closes.
• Build and sustain trusted relationships with cabinet-level and senior school district leaders and key stakeholders, positioning Goalbook as a long-term strategic partner rather than a transactional vendor.
• Architect deal structures that enable sustained instructional impact and lay the foundation for long-term expansion.
• Translate large district buyer insights into actionable feedback that informs product roadmap decisions and strengthens enterprise messaging.
• Rigorously maintain and forecast pipeline across complex, multi-year enterprise sales opportunities.
• Elevate the team’s sales capabilities by collaborating with peers and exchanging market knowledge and best practices.

Required Skills & Experience

• Experience: 4+ years of sales in the K-12 EdTech industry with demonstrated success closing large school district deals. Special Education solution-related experience preferred.
• Strategic Mindset: Proven ability to manage multi-year sales cycles and navigate complex and matrixed decision-making environments.
• Executive Presence: Comfortable and persuasive when engaging with the highest-level administrators at the nation’s largest school districts.
• Analytical Skills: Strong ability to align solutions with customer budgets and long-term strategic initiatives.
• Proven track record as part of a collaborative and high-performing sales team.

Benefits

• $110-150k salary range, based on experience and location, plus commissions on new revenue, including multi-year tails
• Full medical, dental, and vision coverage
• Safe Harbor 401k matching
• Open vacation policy and flexible schedule
• Goalbook Parental and Family Leave policy
• Goalbook Universal Basic Income
• Goalbook Annual Profit Sharing
• A truly motivated, passionate, and fun team. We’re collectively interested in helping you grow in your career.

Contact

Submit an application addressed to Jon D'Angelo and provide your cover letter, resume, LinkedIn profile, and how you heard about us. This role is remote, but ideally based in the greater Chicago Metro area or New York City, or in cities in the Midwest within 45 minutes of a major airport. Applicants will not be considered without a cover letter.

Goalbook is committed to building a diverse team that can understand and serve ALL students in the US public school system. We are an equal opportunity employer and strongly encourage applications from all people of diversity, including those with diverse needs, backgrounds, abilities, and other distinct characteristics.

Learn more about working at Goalbook! Check out our teammates’ stories: https://goalbook.com/careers

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As you explore job opportunities at Goalbook, we urge you to be cautious of recruitment scams in which fraudsters pretend to represent our company by utilizing the name, image, and likeness of Goalbook team members. The only way to apply to our roles is directly through our website. All communications and calendar invitations will come from a team member with a @goalbook.com email address. All interviews are conducted through video calls directly with our team members via Google Meet or Zoom.