Senior Manager, Customer Enablement (AI)

TL;DR

Senior Manager, Customer Enablement (AI): Leading the transformation of customer education by building an AI-native education engine to reduce friction in product adoption with an accent on adaptive content and contextual help. Focus on integrating AI tools into delivery workflows, mapping customer journeys, and aligning enablement data with product direction.

Location: Remote (Must be based in North America - US or Canada)

Salary: $141,000 - $200,000 USD / $193,000–$259,000 CAD

Company

hirify.global is transforming how companies plan, manage, and optimize sales performance through a flexible incentive compensation management platform.

What you will do

• Build an AI-native education engine featuring AI-powered delivery, adaptive content, and contextual help.
• Map the customer journey to identify high-friction moments and embed intelligent walkthroughs directly into the product.
• Translate enablement data and friction patterns into actionable input for the Product and Design teams.
• Manage and develop a cross-functional team specializing in content, learning experience design, and knowledge management.
• Define and measure success through product adoption, time-to-value, and support deflection metrics.

Requirements

• 6+ years in customer education or enablement within B2B SaaS, including team leadership experience.
• Proven track record of transforming traditional training programs into embedded, responsive models.
• Real AI fluency with concrete experience integrating AI tools into content creation and delivery workflows.
• Strong technical aptitude to internalize complex domains like data modeling and compensation logic.
• Must be based in North America (confirmed via regional salary ranges and E-Verify participation).
• Exceptional communication and writing skills for aligning cross-functional stakeholders.

Nice to have

• Experience with digital adoption tooling such as Pendo, WalkMe, or Chameleon.
• Familiarity with AI content generation workflows, including LLMs and synthetic video tools (Synthesia, HeyGen).
• Experience designing in-product learning interventions and AI-powered help agents.

Culture & Benefits

• 100% medical, dental, and vision coverage for full-time employees.
• Flexible vacation policy and quarterly mental health days.
• Annual stipends for professional development and caretaking needs.
• 401(k) retirement plan (US-only) and work anniversary bonuses.
• Latest Apple hardware and active Employee Resource Groups (ERGs) supporting DEI goals.