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Role description

Director of Education Sales

CS
Cyber Skyline
TypeFull-time
WorkplaceRemote
SeniorityDirector / Executive
Salary$120,000–$140,000
LocationUnited States
Posted9/28/2026
Sales

About us

Cyber Skyline builds hands-on cybersecurity challenges that are used for skills development and measurement. We are frequently used as a supplemental lab component for classes and serve over 10,000 students per year. Most of our existing growth has come from self-service sales to individual educators. We're now looking to expand from individual class purchases to larger contracts with high schools and colleges.

The role

We are looking for someone to own our sales process and build our sales playbook. Our existing team handles lead qualification, product education, and onboarding. We are looking for assistance with lead generation and deal closing. As the process matures, you may hire and lead additional sales staff.

Compensation: $120K - $140K base, $200K - $250k OTE, with 1 year ramp

You will:

  • Design and document a repeatable sales process for high school and college accounts
  • Generate leads through outbound outreach, conferences, partnerships, and our existing educator user base
  • Run end-to-end deals with teachers and program/department chairs
  • Navigate the school procurement process, including managing budget cycles and RFPs
  • Select and set up a CRM platform to fit the sales process
  • Work with leadership to determine contract terms and discounting
  • Travel 10 - 20%, including to conferences and company events across the US

Who you are:

  • 5+ years of B2B sales experience, with at least 3 years selling to high schools, colleges, or school districts
  • A track record of closing institutional deals with long sales cycles and multiple stakeholders
  • Self-directed and comfortable working remotely
  • Experienced in building a sales process or pipeline from scratch

Nice to haves:

  • An interest in STEM education

What you’ll get:

  • Work from your home with a home office stipend
  • Health insurance, vision insurance, and dental insurance
  • Quarterly company wellness stipend
  • 401k match after 6 months of employment
  • Reimbursement for half of your Internet bill

Pay: $120,000.00 - $250,000.00 per year

Benefits:

  • 401(k)
  • 401(k) matching
  • Dental insurance
  • Flexible spending account
  • Health insurance
  • Health savings account
  • Life insurance
  • Paid time off
  • Retirement plan
  • Vision insurance

Work Location: Remote

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Company info

CS

Cyber Skyline

The Cyber Skyline Platform is an immersive and engaging hands-on cybersecurity skills assessment and learning platform. Using our unparalleled skills insight and performance metrics, Cyber Skyline makes it easy for managers to evaluate a team's cybersecurity skills or for recruiters to identify top talents with our cloud-based platform.  Cyber Skyline provides cybersecurity assessments, candidate technical skills screening, and competitions for individuals and organizations of all skill ranges. Cyber Skyline's customers include Fortune 100 firms across financial & tech verticals, top US defense contractors, and major Silicon Valley tech companies. Education programs using Cyber Skyline's platform include the NSA Day of Cyber, the National Cyber League, and the CyberUp program. Cyber Skyline is a supporter of workforce diversity in the cybersecurity industry by working with organizations such as Women in Cybersecurity (WiCyS) and numerous other non-profit groups.

Founded2014
HQRockville, US
Size24 employees
Unlock human wisdom
ThesisTermsPrivacy
Industry
Computer and Network Security
Funding
  • Funding round · Aug 1, 2019
Tech stacknodejs, redis, kubernetes, powershell, docker, microsoft-windows-os, java, react, google-surveys, python

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