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CaptivateIQ

Director of Engineering, ICM

Posted 5 Days Ago
Be an Early Applicant
In-Office or Remote
Hiring Remotely in Toronto, ON
207K-326K Annually
Expert/Leader
In-Office or Remote
Hiring Remotely in Toronto, ON
207K-326K Annually
Expert/Leader
Lead multiple engineering teams to own and scale the Incentive Compensation Management product. Set engineering strategy, drive AI-first product direction, guide architecture and reliability, recruit and develop managers, and align execution across Product, Design, and GTM while maintaining quality and on-call support.
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About CaptivateIQ
CaptivateIQ is transforming the way companies plan, manage, and optimize sales performance.
We started by revolutionizing incentive compensation management, and now we're expanding our platform to solve broader enterprise performance management challenges. Recognized by industry analysts like Forrester and G2 and backed by top-tier investors, including Sequoia, ICONIQ, Accel, and Sapphire Ventures, we empower high-growth companies like Netflix, Figma, and Stripe with the flexibility and insights needed to drive revenue performance.

We’re building a category-defining platform at the intersection of finance, sales, operations, and AI,  reimagining how revenue organizations plan, operate, and make decisions. We’re looking for ambitious builders to help shape what comes next.

About the Role 
We’re looking for an Engineering Director to lead our flagship Incentive Compensation Management product with a focus on building innovative,  customer-centric, AI-first capabilities that transform the world of incentives.

This role is equal parts product thinking, technical leadership, and organizational building. You’ll partner closely with Product, Design, GTM, and executive leadership to identify opportunities, shape strategy, and deliver meaningful customer and business impact.

You’ll lead multiple engineering teams and managers through ambiguity to turn new ideas into scalable products and platforms.

What You'll Do

    Strategy

    Develop and execute the engineering strategy for a portfolio of initiatives, ensuring alignment with company priorities, customer needs, and long-term platform direction. Help identify new opportunities, shape technical direction, and guide product evolution at scale, including the thoughtful application of AI to create differentiated customer experiences and workflows.

    Organizational Leadership 

    Recruit, grow, and inspire high-performing engineering organizations. Develop engineering managers and senior technical leaders while fostering a culture centered around ownership, velocity, innovation, and continuous improvement. Design organizational structures and engineering processes that evolve with product maturity.


    Technical Leadership
    Guide architectural and organizational decisions that balance speed, scalability, reliability, and long-term maintainability.  Stay close enough to the work to identify risks, challenge assumptions, and raise the quality bar across the organization. You don't need to write production code, but you need to earn the respect of the engineers who do.
    Execution

    Drive alignment, prioritization, and execution across Engineering, Product, Design, and GTM teams. Create clarity in ambiguous environments, make thoughtful tradeoffs, and help teams move quickly while maintaining a high quality bar.

What You'll Bring

  • 10+ years of software engineering experience, including 4+ years leading managers and multi-team engineering organizations

  • Proven track record of building and scaling high-performing engineering teams

  • Demonstrated experience owning products end to end and scaling existing systems

  • Experience building AI/ML-enabled products — or strong interest and aptitude in leveraging AI to create differentiated product experiences

  • Strong technical instincts across product architecture, infrastructure, reliability, and developer experience

  • Deep partnership orientation with Product and Design; you think beyond engineering and care deeply about customer outcomes

  • Ability to operate effectively in ambiguous, fast-moving environments and create clarity for teams

  • Strong communication and stakeholder management skills, including experience working cross-functionally with executive leadership

Why You'll Love This Role

  • You’ll own a market leading product and shape the next step function evolution in capabilities and company impact

  • 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

  • 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.

Notice for Prospective Candidates

  • We are aware of active recruitment scams using the CaptivateIQ name, in which individuals pose as our recruiters and post fake remote job openings and make fake job offers on the Internet. Please note, we will never do the following:
  • Attempt to correspond with a candidate using a free web-based account, such as an email address that ends in @gmail.com, @yahoo.com, @hotmail.com, etc.
  • Make an offer of employment without conducting multiple rounds of interviews face-to-face using secure video-conferencing technology.
  • Ask candidates to cash checks to buy equipment on behalf of CaptivateIQ.
  • Ask candidates to make a payment in order to be considered for a position.
  • Make early requests for candidates' personal information such as date of birth, passport details, credit card numbers, bank details and social security number, etc.
  • Please note that we’ll only ask for more sensitive personal information in connection with background checks after an offer is made.
  • CaptivateIQ works with a third-party Employer of Record to handle compliance, payroll, and as applicable benefits on our behalf
  • Participate in an on-call rotation to provide after-hours support, ensuring timely resolution of critical issues and maintaining system uptime.

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

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