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Remote, Oregon, United States
Remote only
CaptivateIQ is transforming the way companies plan, manage, and optimize sales performance.
We started with incentive compensation management and are now expanding our platform to solve broader enterprise performance management challenges. Recognized by analysts like Gartner, Forrester, and G2 and backed by investors including Sequoia, ICONIQ, Accel, and Sapphire Ventures, we help high-growth companies like Netflix, Figma, and Stripe drive revenue performance with flexibility and insight.
We’re building a category-defining platform at the intersection of finance, sales, operations, and AI. We’re looking for ambitious builders to help shape what comes next.
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.
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. Customers pay real people based on our calculations. You’ll balance speed of delivery with reliability, performance, and data integrity at enterprise scale.
Evolving the organization with the product. You’ll develop managers, clarify ownership, and adapt structure and process as the product matures.
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
Stay close enough to the work to spot risks, challenge assumptions, and raise quality across the organization. You don’t need to write production code, but you do need to earn the respect of the engineers who do.
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
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. Experience applying AI to improve how engineering teams work is a plus.
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.
You’ll own a flagship product in a category CaptivateIQ helped define and drive the next generation of AI-native capabilities
You’ll operate with significant ownership and influence across product and engineering strategy
You’ll work alongside deeply collaborative product, design, and engineering leaders
You’ll join a high-growth company with strong product-market fit and ambitious expansion plans
You’ll have the opportunity to shape not only products, but the engineering culture and organization that builds them
