[Hiring] Senior Director, Engineering @CaptivateIQ

Role Description

As Senior Director of Engineering for Incentive Compensation Management (ICM), you’ll lead the engineering organization behind our flagship product that customers rely on to pay their teams accurately and motivate performance. You’ll lead managers across multiple teams and set the technical direction for making ICM AI-native without compromising the accuracy and trust our customers depend on.

This role combines product thinking, technical leadership, and organization building. You’ll partner closely with Product, Design, GTM, and executive leadership to turn ambiguous opportunities into scalable products, and you’ll shape the engineering culture and structure that delivers them.

The Problems You’ll Solve

• Making ICM AI-native: Decide where AI creates real customer value in plan design, calculation, and payout workflows, and build the quality and evaluation practices that make those features trustworthy.
• Scaling a system where correctness is non-negotiable: Balance speed of delivery with reliability, performance, and data integrity at enterprise scale.
• Evolving the organization with the product: Develop managers, clarify ownership, and adapt structure and process as the product matures.

What You'll Do

• Set the strategy: Own the engineering strategy for ICM, aligned with company priorities, customer needs, and long-term platform direction.
• Identify new opportunities and guide product evolution, including the thoughtful application of AI to create differentiated customer workflows.
• Lead the organization: Recruit, grow, and inspire engineering managers and senior technical leaders.
• Build a culture of ownership, velocity, and continuous improvement.
• Design team structures and processes that evolve with product maturity.
• Raise the technical bar: Guide architecture decisions that balance speed, scalability, reliability, and maintainability.
• Drive execution: Create alignment and clear priorities across Engineering, Product, Design, and GTM.
• Make thoughtful tradeoffs and help teams move quickly while holding a high quality bar.

Qualifications

• 15+ years of software engineering experience, including 6+ years leading managers and multi-team engineering organizations.
• A track record of building and scaling high-performing teams.
• Experience owning products end to end and scaling existing systems.
• Hands-on experience shipping AI/ML-powered product features, ideally LLM-based, including how you measure and maintain their quality.
• Strong technical instincts across product architecture, infrastructure, reliability, and developer experience.
• A close partnership with Product and Design, and a focus on customer outcomes beyond engineering.
• The ability to create clarity for teams in fast-moving, ambiguous environments.
• Strong communication and stakeholder management skills, including experience working with executive leadership.
• Nice to have: Experience in enterprise B2B SaaS, finance or compensation systems, or other domains where calculation accuracy and auditability matter.

Benefits

• Comprehensive Healthcare: 100% coverage for medical, dental, and vision for all FTEs, with roughly 75% coverage for dependents.
• Flexible Time Off: Flexible vacation days plus quarterly mental health days to ensure you have the space to recharge.
• Annual Stipends: Dedicated funds for your professional development and caretaking needs.
• Work Anniversary Bonuses: Annual bonuses to celebrate your milestones and contributions to the CaptivateIQ team that grow as your tenure does.
• Retirement Savings (US-Only): A 401(k) plan to help you invest in and secure your future.
• Premium Tools: The latest Apple hardware to empower you to do your best work.
• Inclusive Community: Active Employee Resource Groups (ERGs) that celebrate shared identities and support our DEI goals by fostering an environment where diverse talent thrives.