Senior Manager, Customer Enablement

CaptivateIQ is transforming sales performance management with a platform expanding beyond incentive compensation management. The Senior Manager, Customer Enablement role is a builder role focused on reimagining customer enablement in an AI-forward world. The role involves leading the CaptivateIQ Academy (on-demand learning platform), Knowledge Center, and trainer-led delivery, partnering across teams to embed enablement throughout the customer lifecycle.

About the Role

Lead transformation of customer enablement using AI.
Own CaptivateIQ Academy, Knowledge Center, and trainer-led delivery.
Partner with Customer Success, Support, Product, and Professional Services.
Build an enablement model for AI-driven content creation and delivery.

What You'll Own

Build an AI-Native Education Engine: AI-powered delivery, adaptive content, contextual help.
Meet Customers Where They Are: Map customer journey, embed contextual guidance and AI-assisted help in product.
Inform Product Direction: Use enablement data to influence product improvements.
Lead & Grow the Team: Manage team across content, learning design, training delivery; build AI fluency; coach on measuring customer outcomes.
Measure What Matters: Define success by product adoption, feature use, time-to-value, support deflection, retention influence.

What We're Looking For

Required:

6+ years in customer education/enablement/learning in B2B SaaS with team leadership.
Proven transformation experience moving from traditional training to embedded models.
Real AI fluency with experience integrating AI tools into content workflows.
Customer-outcome orientation focusing on adoption and independence.
Operational rigor managing content operations while driving strategic shifts.
Strong technical aptitude for complex domains like data modeling and workflow automation.
Data-informed decision making connecting enablement to business outcomes.
Exceptional communication skills for cross-functional alignment.

Nice to Have:

Experience designing in-product learning (contextual interventions, embedded guidance).
Hands-on experience with digital adoption tools (Pendo, WalkMe, Chameleon).
Familiarity with AI content generation workflows (LLMs, AI authoring tools).
Synthetic video tools (Synthesia, HeyGen).

Benefits

Comprehensive Healthcare: 100% coverage for medical/dental/vision for employees; ~75% for dependents.
Flexible Time Off: Flexible vacation plus quarterly mental health days.
Annual Stipends: For professional development and caretaking needs.
Work Anniversary Bonuses growing with tenure.
Retirement Savings (US-only): 401(k) plan available.
Premium Tools: Latest Apple hardware provided.
Inclusive Community: Active Employee Resource Groups supporting DEI goals.

Salary Range

$141,000 - $200,000 USD per year (North America) $193,000 - $259,000 CAD per year (Canada) OTE depends on proficiency, performance & location.