Director of Sales, Realityworks

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.