Edtech.com's Summary

Realityworks is hiring a Director of Sales to lead a 25+ person sales organization focused on delivering hands-on Career & Technical Education and workforce readiness solutions. The role entails setting sales strategy, driving revenue growth, and collaborating with cross-functional teams to enhance market presence and customer experience.

Highlights

Oversee and drive sales strategy, revenue performance, and customer engagement across a large team including Account Managers and Sales Operations.
Lead collaboration with Marketing, Product Management, Operations, R&D, and Executive Leadership to align sales efforts with business goals.
Manage a 25+ person geographically dispersed sales team, coaching for high performance and professional growth.
Require strong knowledge of K-12 and Career & Technical Education funding, including Perkins V, and district procurement processes.
Minimum qualifications include a Bachelor's degree and 7+ years in B2B sales with at least 3 years in sales leadership.
Experience with CRM systems such as HubSpot or Salesforce is desired.
Compensation ranges from $125,000 to $175,000 annually, plus eligibility for annual bonuses and sales commissions.
Requires regular travel of 25% or more to customer sites, conferences, and company headquarters.
Position is remote, with candidates required to live in specified states.
Company offers comprehensive benefits including ESOP, health insurance, 401(k) with match, paid time off, and tuition assistance.

Director of Sales Full Description

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Director of Sales, Realityworks

Full Time 40 hours

Senior Management

Salary Range:

$125,000.00 To $175,000.00 Annually

Join Our Team at Realityworks!

Who We Are

Realityworks is a 100% employee-owned company headquartered in Eau Claire, WI. We’re passionate about transforming education by providing innovative, hands-on learning solutions that prepare students for real-world careers.

The Opportunity

Realityworks creates hands-on Career & Technical Education (CTE) and workforce readiness solutions that combine curriculum, experiential learning tools, student activities, and assessment resources to help educators prepare students for real-world careers. As a 100% employee-owned company, we’re looking for a strategic Director of Sales who is energized by mission-driven work, strong team leadership, and the opportunity to expand our reach with schools and educators nationwide.

In this leadership role, you’ll set the direction for sales strategy, revenue performance, customer engagement, and go-to-market execution. You’ll partner closely with leaders across Marketing, Product Management, Operations, R&D, and Executive Leadership to align sales priorities with business goals and strengthen how we serve our customers.

Reporting to the Chief Operations Officer, this role oversees a 25+ person sales organization, including Account Managers, Senior Account Managers, Inside Sales, Sales Enablement, and Sales Operations. You’ll lead an experienced, high-energy team that values collaboration, accountability, and shared wins.

As Director of Sales, you'll lead the team bringing hands-on career-readiness tools into classrooms nationwide — and as a co-owner in a 100% employee-owned company, you'll share directly in the value your team creates. Ready to make an impact? Apply today!

Work Location

Realityworks is headquartered in Eau Claire, Wisconsin. This is a fully remote position, working from a home office. Candidates must reside in one of the following states: Florida, Indiana, Kansas, Maine, Massachusetts, Minnesota, North Carolina, Pennsylvania, Rhode Island, South Carolina, Texas, Virginia, or Wisconsin.

Why Join Us?

When you join Realityworks, you become a co-owner in a company that values your contributions and rewards your success. Our employee-centered culture is built on collaboration, innovation, and shared achievement.

We offer a robust benefits package, including:

Employee Stock Ownership Plan (ESOP): 100% company-funded and designed to grow in value as we succeed together
Health, Dental, and Life Insurance: Comprehensive coverage to support your well-being
401(k) Retirement Plan: With company match up to 6%
Generous Paid Time Off: Over 20 days annually, plus 10 paid holidays
Wellness Incentives: Gym reimbursement and healthy living rewards
Family-Friendly Benefits: Paid maternity, paternity, and adoption leave
Flexible Spending Accounts: Including dependent care coverage
Disability Coverage: Long-term and short-term
Education Support: Tuition assistance for continued learning
Community Engagement: Paid volunteer time and donation matching

Compensation

The expected base compensation range for this position is $125,000 – $175,000 annually, determined by experience, qualifications, and geographic location.

Incentive Compensation

In addition to base salary, this position is eligible to participate in the company's annual bonus program and in a sales commission plan. Actual incentive compensation will vary based on individual and company performance and the terms of the applicable plans.

What You’ll Do

Champions and executes our sales strategy to accelerate revenue growth, capture new market opportunities, and fuel long-term business success
Drives revenue performance through ambitious goal setting, strategic forecasting, pipeline management, and territory planning
Inspires, coaches, and develops high-performing Account Managers, Inside Sales, Sales Operations, Account Services, and Customer Support teams
Cultivates a culture of accountability, collaboration, continuous improvement, and professional growth through hands-on leadership and talent development
Partners with Marketing, Product Management, Operations, R&D, and Executive Leadership to strengthen go-to-market execution, elevate the customer experience, and shape product strategy
Streamlines sales operations, optimizes budgets and resources, and enhances CRM adoption and business processes to support scalable growth
Expands our market presence by building strong relationships with education leaders, industry partners, and CTE influencers while serving as a visible brand ambassador
Leverages deep knowledge of K-12 and Career & Technical Education funding, purchasing cycles, and market trends to uncover growth opportunities, support customer success, and navigate complex customer challenges

What You’ll Bring

Bachelor's degree in Business, Education, Marketing, or a related field, or equivalent combination of education and directly related experience
Minimum of seven (7) years of progressive B2B sales experience
Minimum of three (3) years of sales leadership experience managing geographically dispersed teams
Demonstrated success coaching high-performing sales teams in an autonomous environment
Experience leading inside sales, account services, or sales operations functions
Strong knowledge of K-12 and Career and Technical Education funding structures, including Perkins V and district procurement processes
Valid driver's license, proof of automobile insurance, and reliable transportation

Desired Qualifications

Experience selling educational technology, simulation products, or curriculum-based solutions
Experience working with ACTE, state CTE directors, or other education networks
Experience within an employee-owned or mission-driven organization
Experience with HubSpot, Salesforce, or similar CRM platforms

Travel Requirements

Regular travel (25%+) required for customer sites, conferences, trade shows, strategic planning meetings, and the Eau Claire headquarters.

Physical Demands

Ability to sit, stand, travel, and work at a computer for extended periods
Ability to present to groups and travel frequently by automobile and commercial airline
Ability to occasionally lift and transport sales materials weighing up to 25 pounds
Reasonable accommodations may be made for individuals with disabilities to perform the essential functions

Learn More

Explore our mission and the impact we’re making in education at www.realityworks.com.

Realityworks is an Equal Opportunity Employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.

Original Job Description