Director, AI-Driven Compliance Platform

AbsenceSoft; United States; Remote; USD 158,000 - 197,000; Full time

Benefits offered by this job

Impactful work

Remote-first culture

Growth opportunities and leadership

Equity opportunities

Flexible time off

Inclusive culture

Job summary

AbsenceSoft is seeking a Director of Product - Compliance to lead strategy, roadmaps, and execution for the company’s compliance engine encoding 200+ statutory laws. You will manage product managers and compliance experts, shaping features across legal, engineering, and go-to-market teams, with a focus on AI-enabled automation and regulatory accuracy.

The role emphasizes cross-functional leadership, strategic vision, and delivering measurable outcomes.

Qualifications

• Minimum 10 years of experience in product management, including time leading a product area end to end and managing or building a team of PMs.
• Demonstrated success setting product direction, aligning teams, driving measurable business outcomes, and shipping complex products on time.
• Direct experience owning a compliance, regulatory, or rules-engine product (RegTech, tax, legal, benefits, healthcare, fintech, or HR compliance). This is the core of the role.
• Proven ability to translate regulatory requirements into scalable product features.
• Proven experience shipping AI or LLM-powered products, with the evaluation rigor to keep quality high in accuracy-critical domains.
• Enterprise B2B SaaS experience with strong data fluency.

Responsibilities

• Define and execute the product vision and strategy for AbsenceSoft’s compliance platform.
• Lead, mentor, and grow a team of product managers and compliance domain experts.
• Own the roadmap for the engine encoding 200+ statutory leave and accommodation laws (FMLA, ADA, PWFA, state paid-leave programs).
• Ensure compliance content stays accurate and current as laws change across supported jurisdictions.
• Advance the use of AI and automation to keep the platform ahead of the regulatory landscape.
• Exercise clear judgment on where automation adds value and where accuracy must be protected.
• Partner with Legal and compliance domain experts to translate regulatory requirements into scalable product capabilities.
• Partner with engineering, design, and go-to-market to ensure timely, high-quality delivery of compliance features.
• Drive go-to-market readiness for compliance capabilities in collaboration with Sales and Customer Experience.
• Instrument what you ship and and track outcomes against clear metrics.
• Present the compliance roadmap to executive leadership and to customers’ compliance and legal leaders.
• Represent the voice of the customer and their compliance and legal stakeholders across the product lifecycle.
• Monitor the regulatory landscape to identify emerging risks and opportunities.
• Participate in a highly compliant environment, assisting to maintain company controls and security within your role.
• Assist in maintaining applicable organizational security and compliance controls within your department and role.
• Other duties as assigned.

Skills

Product leadership

RegTech/compliance

AI/LLM

Enterprise SaaS

Cross-functional teamwork

Job description

AbsenceSoft is seeking a Director of Product - Compliance to lead strategy, roadmaps, and execution for the company’s compliance engine encoding 200+ statutory laws. You will manage product managers and compliance experts, shaping features across legal, engineering, and go-to-market teams, with a focus on AI-enabled automation and regulatory accuracy.

The role emphasizes cross-functional leadership, strategic vision, and delivering measurable outcomes.