Senior Director, Customer Education

AbsenceSoft University is our growing education platform for customers, partners, and employees, and we're looking for a Senior Director, Customer Education who's ready to get hands-on. This role sets the direction for AbsenceSoft's training and certification programs while directly contributing to the content itself. Reporting to the Chief Customer Officer and leading a small, growing team, it blends strategic direction with individual contribution — a great fit for a leader who wants to stay closely involved in the work rather than operate purely at the strategy level.

WHAT YOU'LL DO

• Set the strategy and content roadmap for AbsenceSoft University, building the calendar that turns priorities into fully developed courses and certifications.
• Own the certification program end-to-end — exam design and content, renewal tracking, and the roadmap for new credentials — serving as final reviewer for all compliance-sensitive training material.
• Hire, coach, and manage a small team, holding everyone — including yourself — to a high bar for performance and accountability.
• Collaborate with the internal compliance team to ensure course content reflects current leave and accommodations law.
• Partner with Product to keep training current as new features ship and ensure customers are properly enabled.
• Oversee the learning platform, including its integration with internal systems and single sign-on for both employees and customers.
• Report on program health and results to leadership, proactively escalating risks or delays.
• Represent AbsenceSoft in industry and partner conversations related to leave and accommodations education.
• Support organizational security and compliance controls across your role, team, and department.

WHAT YOU'LL BRING

• 7+ years of experience in customer education, training, or L&D, including a few years managing a team.
• A proven track record of building or scaling a training or certification function at a B2B SaaS or technology company.
• Comfort managing a certification program end-to-end: exam design, renewal tracking, and vendor relationships.
• Hands-on experience running a learning management system — from course design through reporting — with platforms such as Skilljar, Docebo, or Absorb, including experience integrating that platform with Salesforce or another CRM.
• Meaningful depth in leave and accommodations compliance is a strong plus — a CLMS or CPDM certification, or equivalent hands-on experience with FMLA, ADA, or state leave programs.
• Also valuable: familiarity with DMEC or similar credentialing organizations, and experience partnering with legal or compliance teams to keep training current.
• A genuine preference for building things yourself, comfortable operating hands-on while blending individual contribution with team leadership.
• High personal standards for content quality and accuracy, especially where compliance is involved.
• A proactive communicator who raises risks or delays early rather than waiting to be asked.
• An adaptable operator, comfortable balancing long-term strategy with day-to-day content and program work.

Why join us

At AbsenceSoft, we LEAD with our values:

Lead with Innovation - We create meaningful change through intelligence, focus and passion.  We embrace curiosity, data, and insight to shape the future of our industry. Always innovating, learning and evolving.

Elevate Every Voice - Every perspective matters. We listen, learn, and build a culture where diversity of thought and experience drives better solutions and smarter decisions. 

Achieve Together - The customer fuels everything we do. We share knowledge, collaborate, celebrate wins, and face challenges as one team because success is always a collective achievement.

Drive Outcome - Every action we take delivers measurable value to our teams, our customers, and the employees they support. Accountability is non-negotiable. We honor our commitments, take responsibility for results, and see every success and setback as a chance to grow stronger.

We offer:

• Impact that matters. You’ll do work that shapes the future of the modern workplace
• Flexibility and trust. We’re remote-first and results driven. You’ll have the freedom and flexibility to do your best work, wherever you do it best.
• Growth and development. We believe the best work happens when people are growing. You’ll have access to learning resources, leadership programs, and real opportunities to take on new challenges and expand your impact.
• Competitive rewards. We offer comprehensive benefits, a performance-based bonus program, and equity opportunities – because when we grow, you should too.
• Time for life. Recharge and reconnect with flexible time off, paid holidays, and flexible leave programs designed to support every season of life.
• Belonging and balance. We’re building an inclusive culture where every voice is valued, collaboration is celebrated, and success is shared.

We’re committed to building a team as diverse as the customers we serve. If your experience doesn’t align perfectly with every qualification, we still encourage you to apply you might be exactly what we’re looking for. If this sounds like a fit, apply today, we’d love to meet you!

Final compensation is determined based on a candidate's relevant experience, skills, education, and geographic location. This position is also eligible for annual bonus.