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
We're looking for a Senior Manager, Customer Enablement to lead this transformation. This is a builder role. Your job will be to reimagine how we enable customers in an AI-forward world, challenge assumptions about what enablement looks like, and build the infrastructure, capabilities, and team to get there.
You'll own three core functions: the CaptivateIQ Academy (our on-demand learning platform), the Knowledge Center, and trainer-led delivery. You'll lead a team that touches every stage of the customer lifecycle, from onboarding through expansion, and partner closely with Customer Success, Support, Product, and Professional Services to make sure enablement is a layer that runs through everything.
This is a transformation role, not an operator role. We have established programs. What we don't yet have is an enablement model built for a world where AI can fundamentally change how content gets created, maintained, and delivered — and where the product itself can be a vehicle for customer learning. That's what you're here to build.
Job Location
This is a fully remote opportunity.
Build an AI-Native Education Engine
Reimagine what enablement and education means in SaaS. The goal is a system where customers can use the product effectively without spending dozens of hours watching instructional videos. Think AI-powered delivery, adaptive content, and contextual help that meets customers at their point of need rather than asking them to go find it.
Meet Customers Where They Are
Map the real customer journey, identify highest-friction moments, and close the gap between confusion and clarity. Partner with Product and Design to embed contextual guidance, intelligent walkthroughs, and AI-assisted help directly into the product.
Inform Product Direction
Surface enablement data and customer friction patterns back to Product as actionable input - so that self-service gaps aren't just patched with documentation, but addressed at the product level.
Lead & Grow the Team
Manage and develop a team spanning content, learning experience design, training delivery, and knowledge management. Build AI fluency across the team, set a high bar for experimentation, and coach everyone to measure customer outcomes over education outputs.
Measure What Matters
Define success by product adoption, feature utilization, time-to-value, support deflection, and retention influence, not course completions. Build feedback loops between in-product engagement data and what you build next.
6+ years in customer education, enablement, or learning within B2B SaaS, with team leadership experience.
A transformation track record — you've moved programs from traditional, destination-based training toward more embedded, responsive models. You know what it takes and you've done it before.
Real AI fluency. You've integrated AI tools into content creation, delivery, or personalization workflows. You can speak concretely about what you've tried, what scaled, and what you'd do differently. This is not a "willing to learn AI" role.
Customer-outcome orientation. You think in terms of adoption, time-to-value, and independence — not course completions.
Operational rigor. You can run a high-quality content operation (accuracy, cadence, stakeholder intake, measurement) while simultaneously driving a strategic shift. You don't sacrifice today's programs to chase tomorrow's vision.
Strong technical aptitude — able to internalize complex domains like data modeling, compensation logic, and workflow automation, then make them accessible to non-technical customers.
Data-informed decision making. You instrument programs, define metrics, and connect enablement activity to business outcomes.
Exceptional communication. Clear writing and the ability to align cross-functional stakeholders around a vision that may challenge how they've previously thought about customer education.
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
CaptivateIQ is the only modern platform that brings quota, territory, headcount, and compensation into a single, AI-powered workspace — built for agility, alignment, and scale. Purpose-built for modern revenue teams, CaptivateIQ bridges the gap between incentive compensation management and sales planning, so strategy, execution, and measurement operate in perfect harmony.
Legacy solutions and spreadsheets weren’t designed for dynamic go-to-market organizations. CaptivateIQ replaces slow, error-prone, siloed processes with a unified platform that seamlessly connects your sales planning, incentive management, and performance tracking. Revenue leaders benefit from one shared source of truth from capacity planning to payout, aligning incentives with strategic goals to drive behaviors that move the business forward.
CaptivateIQ empowers every function — RevOps, Finance, Sales, and more — to adjust plans, incentivize performance, and deliver on revenue growth targets, all within a flexible environment that adapts as quickly as business does. From enterprise-grade controls to in-depth reporting and dashboards, revenue teams monitor, measure, and optimize at every step to maximize success.
Trusted by over 800 leading companies—including Boston Scientific, Datadog, and 6sense — CaptivateIQ sets a new standard for sales performance management.
Your plans, your way: plan for anything, pivot anytime.
