Senior Director, Engineering - ICM at Captivateiq, Remote USA

Senior Director, Engineering - ICM at Captivateiq in Remote USA. $237,440 to $373,630 a year. Apply with swipeandhired.

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.
About the Role
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. 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.

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

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

What You'll Bring
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.

Why You'll Love This Role
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

Benefits

Notice to Prospective Candidates

CaptivateIQ participates in E-Verify, web-based system that allows enrolled employers to confirm the eligibility of their employees to work in the United States