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CaptivateIQCA

Go-To-Market Enablement Director

Getting sales commissions right is mission critical. Transform your largest sales expense into a business driver with agile commission software.

CaptivateIQ

Employee count: 201-500

Salary: 190k-250k USD

Canada only

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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 sales planning 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.
Join a talented, fast-growing team committed to solving some of the most complex and impactful problems in sales performance management.

About the Role

As CaptivateIQ scales its products, personas, and go-to-market motions, we are looking for a leader to define and execute an enablement strategy that drives consistent, effective go-to-market execution across our revenue organization. This role will partner closely with GTM teams, product, product marketing, and operations to translate product, messaging, and competitive positioning into a cohesive, scalable enablement operating model.
While this is a Director-level role in scope and impact, requiring strong strategic thinking, cross-functional influence, and full ownership of enablement strategy and roadmap, note that it is a high-powered individual contributor role: success comes from hands-on ownership, system-building, and execution. By owning onboarding, launch readiness, continuous learning, and measurement, this role ensures our GTM teams have the knowledge, tools, and frameworks they need to succeed -accelerating ramp, driving adoption, and improving execution quality and revenue outcomes across motions

Responsibilities

  • Strategy & Ownership: Serve as the central owner accountable for adoption, consistency, and effectiveness of GTM execution.
  • Field Alignment: Coordinate across sales and CSM leadership teams to set and own the end-to-end GTM enablement strategy, calendar, and measurement.
  • MonitoringImpact: Define and measure success metrics tied to ramp time, productivity, pipeline impact, win rate, and messaging adoption.
  • Product Marketing Partnership: Build monthly and quarterly plans aligned to the narrative and product roadmap, focusing on positioning and competitive differentiation.
  • Onboarding & Readiness: Lead cross-functional launch readiness for major updates and design onboarding programs that reduce ramp time across roles.
  • Continuous Enablement: Assess program effectiveness through data and tools like Gong, delivering "booster shots" to address immediate opportunities.
  • Field Engagement: Serve as a rallying cry for the sales team, bringing creativity to sessions that field teams can’t wait to attend.

Requirements

  • B2B SaaS Enablement Expertise: 10+ years of experience building and scaling go-to-market enablement within high-growth enterprise B2B SaaS organizations, with a proven track record of driving measurable behavior change in the field.
  • Prior Field Experience: Background as a successful seller or customer-facing value driver (e.g., AE, SE, or CSM) who has successfully carried a quota or owned customer outcomes.
  • Strategic Activation: Proven ability to translate product strategy, messaging, and competitive positioning into high-impact, measurable enablement outcomes tied to productivity and adoption.
  • Cross-functional Influence: Strong cross-functional leadership skills with the ability to align and drive execution across Product, Product Marketing, Sales, Customer Success, and Revenue Operations.
  • Complex Program Management: Demonstrated experience managing multi-functional enablement priorities, calendars, and stakeholders in fast-moving environments.
  • Exceptional Storytelling: High-level coaching and presentation skills, with the ability to engage, influence, and motivate GTM teams at scale.
  • Data & AI Driven: Outcomes-obsessed owner who uses qualitative and quantitative signals to monitor effectiveness; excitement for leveraging AI-powered tools to enhance strategy and reinforcement.

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

  • Only emails from @captivateiq.com should be trusted.
  • 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 participates in E-Verify, web-based system that allows enrolled employers to confirm the eligibility of their employees to work in the United States

About the job

Apply before

Posted on

Job type

Full Time

Experience level

Salary

Salary: 190k-250k USD

Experience

10 years minimum

Location requirements

Hiring timezones

Canada +/- 0 hours

About CaptivateIQ

Learn more about CaptivateIQ and their company culture.

View company profile

Empowering revenue teams to get incentives right. With CaptivateIQ, organizations can build the right commission plans for their business, and better adapt to changing environments and evolving business needs.

Our mission

At CaptivateIQ, we believe in the power of incentives. When organizations get incentive compensation right, it supercharges their business — aligning revenue teams with company goals, and motivating outperformance.

Our mission is to enable every company to take control of this strategic lever. We built an agile commission platform that makes it easy for sales, finance, and operations teams to design the best commission plans for their organizations, and iterate with confidence to achieve revenue goals.

Our story

Calculating commissions is mission-critical. And it’s really, really hard. Each company has a unique commission structure that involves far more calculations and data than a typical salary payroll — and for many, commission is one of the largest expenses on the P&L statement.‍

When CaptivateIQ was founded in 2017, compensation leaders were tracking and managing sales data using costly legacy software or, in the worst cases, a single spreadsheet. There were no other options but to use opaque, error-prone processes to manage commissions. Our founders knew this could be better.

So they created the solution that they’d want to use: CaptivateIQ.

Our hope is to empower everyone involved in the commission process. Our goal is to have all commissions live in CaptivateIQ — thereby providing revenue-focused teams with the data and insights they need to make informed decisions and develop winning strategies.

We’ve come a long way since our early days, but we’re focused on many more fulfilling years to come.

What we value

  • Bias Towards Action: We take the initiative and are proactive in making decisions. We prioritize action over indecision. We experiment, test, and learn by taking small steps and iterating rapidly.

  • Operate with Clarity: We understand our goals, objectives, and expectations. We communicate effectively and transparently. We establish clear roles and responsibilities.

  • Be an Owner: We act with a sense of ownership, taking responsibility for our actions and decisions in the best interest of the company and our customers.

  • Deliver Impact: We achieve tangible outcomes. We stay focused on what is important. We measure our progress and identify areas where we need to improve.

  • Lead with Empathy: We understand and respond to the needs and concerns of our team and our customers. We build trust and strong relationships.

CaptivateIQ belonging

At CaptivateIQ, we value diversity, equity, inclusion, and belonging because we believe that different perspectives and cultures help us succeed as a company. Since we work in a remote-first culture, it's essential that we have a strong sense of community.‍

CaptivateIQ's Employee Resource Groups are voluntary, employee-led groups designed to support the shared identities and experiences of our diverse community.

We are continually striving to build a workplace that promotes the well-being of our employees and empowers them to make decisions that will help businesses thrive in an ever-changing world.

Employee benefits

Learn about the employee benefits and perks provided at CaptivateIQ.

View benefits

Anniversary bonus

$500 to celebrate your 1-year anniversary.

Swag

Captivating swag to level up your wardrobe.

Home office budget

$500 home office stipend to equip your home office.

401K plan

401k plan to participate in and save towards the future.

View CaptivateIQ's employee benefits
Claim this profileCaptivateIQ logoCA

CaptivateIQ

Company size

201-500 employees

Founded in

2017

Chief executive officer

Mark Schopmeyer and Conway Teng

View company profile

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