Director Sales

We Impact Lives Through Purpose-Driven Work in A People First Culture

Ascend Learning, a leading healthcare and learning technology company, is the connection between a powerful portfolio of brands serving students, educators, and employers with outcomes-based, data-driven solutions across the lifecycle of learning. From testing to certification, Ascend Learning products are used by physicians, emergency medical professionals, nurses, allied health professionals, certified personal trainers, financial advisors, skilled trades professionals and insurance brokers.

Headquartered in Burlington, MA, with additional office locations and hybrid and remote workers in cities across the U.S., Ascend Learning was recognized by Newsweek and Plant-A Insights Group as one of America’s 2025 Greatest Workplaces as well as America’s Best Places to work for Mental Well-Being for 2025. 

We're always looking for talented, passionate professionals to join us in our mission to help change lives. If this sounds like an environment where you'd thrive, read on to learn more. 

Ascend Learning brand ClickSafety provides online safety training and compliance solutions for more than 10,000 organizations worldwide across multiple industries. As the first authorized OSHA 10 and 30 Outreach Training online provider, ClickSafety has a history of helping businesses build strong safety culture to protect workers. For more than 25 years, ClickSafety has partnered with companies in construction, manufacturing, warehousing, and other industries to offer a complete environmental, health, safety, and wellness training solution that reduces risk and empowers workers with the knowledge and confidence they need to remain safe on the job.

WHAT YOU'LL DO

ClickSafety is seeking a dynamic and results-driven Director of Sales to lead and inspire our high-performing sales team. Reporting directly to the VP of Sales, the Director of Sales will be responsible for developing and executing strategic sales initiatives that drive revenue growth, expand market share, and strengthen customer relationships within the safety training and compliance industry.

As the Director of Sales, you will be responsible for managing, coaching and leading ClickSafety sales employees and delivering upon all sales goals. This role develops and executes sales strategies, objectives, and initiatives to increase revenue growth for the sales team.

WHERE YOU’LL WORK

This position will work hybrid from our Leawood, KS office. We will consider remote candidates with significant safety industry sales experience. 

HOW YOU’LL SPEND YOUR TIME

• Sales Team Leadership and Development: Lead, motivate, and develop a high-performing sales team by providing ongoing coaching, training, and performance feedback. Foster a culture of accountability, collaboration, and continuous improvement to maximize individual and team success.
• Strategic Sales Planning: Design and implement comprehensive sales strategies that align with ClickSafety’s overall business objectives and growth targets. Identify priority markets, customer segments, and product focus areas to optimize sales efforts and resources.
• Sales Goal Setting and Performance Management: Collaborate with the VP of Sales to establish clear, measurable sales targets and KPIs. Monitor team performance against goals, analyze variances, and implement corrective actions to ensure targets are consistently met or exceeded.
• Pipeline Development and Forecasting: Oversee the management of the team’s sales pipeline to ensure healthy deal flow and accurate forecasting. Use data-driven insights to identify bottlenecks and opportunities within the sales cycle, adjusting strategies as necessary to accelerate revenue generation.
• Client Relationship Management: Build and nurture strong, long-term relationships with key clients, prospects, and strategic partners. Serve as a trusted advisor by understanding their needs, addressing challenges, and delivering tailored solutions that enhance customer satisfaction and loyalty.
• Market and Competitive Analysis: Continuously monitor industry trends, competitive landscape, and customer feedback to identify emerging opportunities and potential threats. Use these insights to refine sales approaches and inform product positioning.
• Sales Process Optimization: Partner with VP of Sales to evaluate and enhance sales processes, tools, and technologies to improve efficiency, consistency, and reporting accuracy. Champion the adoption of CRM systems and sales enablement platforms to empower the team with real-time data and resources.
• Cross-Functional Collaboration: Work closely with marketing to align lead generation and campaign efforts, with product teams to relay customer insights and feedback, and with customer success to ensure smooth onboarding and retention. Promote a unified approach that drives overall company growth.
• Reporting and Communication: Prepare and present regular sales performance reports, forecasts, and strategic updates to the VP of Sales and executive leadership. Provide actionable insights and recommendations to support informed decision-making.
• Talent Acquisition and Resource Planning: Participate in recruiting top sales talent and manage resource allocation within the team to meet evolving business demands. Ensure the sales organization is adequately staffed and equipped to achieve its objectives.

• Travel as needed for client meetings, trade shows, etc. balancing remote and in-person team engagement to exceed sales targets.

WHAT YOU'LL NEED

• Bachelor’s Degree: A degree in Business, Marketing, Sales, or a related field is preferred. Advanced degrees or relevant certifications (e.g., sales management, leadership) are a plus.

• Proven Sales Leadership Experience: Minimum of 7-10 years in sales roles with at least 5 years in a progressive leadership or management position, preferably leading sales inside and outside sales teams in SaaS, e-learning, safety, or compliance-related industries.

• Coaching and Team Development: Experience in mentoring, motivating, and developing sales professionals to improve performance and foster career growth and developing high performing sales organization.

• Track Record of Sales Success: Demonstrated ability to consistently meet or exceed revenue targets and drive significant business growth through strategic sales initiatives. Able to demonstrate a consultative sales approach in working with clients. Strong track record of forming customer relationships which have resulted in long-term productive business relationships.

• Strong Strategic Thinking: Demonstrated ability to develop and execute comprehensive sales strategies, analyze market trends, and adapt plans to capitalize on new opportunities and address challenges.

• Systems, Process, and Data Driven: Proficiency of using CRM systems and forecasting tools to manage pipeline, measure performance, and inform strategic decisions. (e.g. Dynamics 365, Salesforce, Hubspot, SalesLoft, Gong, etc.). Experience with MEDDIC or similar sales methodology providing discipline and rigor to the sales process.
• Strong Financial Acumen: Financial acumen related to forecasting, profit and loss statements, balance sheets and other financial instruments

• Excellent Communication and Interpersonal Skills: Exceptional verbal and written communication skills, with the ability to engage and influence customers, partners, and internal stakeholders at all levels. Able to demonstrate a consultative sales approach in working with clients and strong track record
• Collaborative Approach: Ability to work cross-functionally with marketing, product, and customer success and support teams to align efforts and achieve company-wide objectives.
• Travel is required up to 50% of the time.

BENEFITS

• Flexible and generous paid time off
• Competitive medical, dental, vision and life insurance
• 401(k) employer matching program
• Parental leave
• Wellness resources
• Charitable matching program
• On-site workout facilities (Leawood, Gilbert, Burlington)
• Community outreach groups
• Tuition reimbursement

Fostering A Sense of Belonging

Our values-driven culture unifies our teams and inspires a mindset of action, innovation, and collaboration, with a relentless focus on customers. We seek out and celebrate all people and perspectives and cultivate an inclusive culture where everyone can thrive, feel valued, and be authentic. Our culture is firmly rooted in the belief that by embracing our differences and drawing on diverse perspectives, we are a stronger, more innovative, and more successful organization where employees experience a sense of belonging. 

Ascend Learning, LLC is proud to be an equal opportunity employer (M/F/Vets/Disabled). No agency or search firm submissions will be accepted. Applications for U.S.-based positions with Ascend Learning, LLC must be legally authorized to work in the United States, and verification of employment eligibility will be required at the time of hire.