[Hiring] Senior Director, Customer Education @AbsenceSoft

Role Description

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.

• 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.

Qualifications

• 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.
• 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.

Benefits

• 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.