Head of Enablement

BuildOps•Toronto, ON

2d•Hybrid

About The Position

At BuildOps, we’re building a groundbreaking software solution, purpose-built to support today’s commercial contractors. From helping our customers manage their service department all the way to project management, we’re breaking the mold and building a team that invests in our mission statement. We love driven, self-motivated folks experienced in tech start-ups and thrive in fast-paced environments. Could you be our next hire? This candidate will join a well-funded, fast-growing technology startup with the unique opportunity to lead the build-out of the industry’s leading operational platform. As the Head of Enablement, you’ll operate at the intersection of strategy and execution. You’ll define how we equip Revenue, Marketing, BD, Professional Services, Customer Success, Customer Support, and our AI Center of Excellence (CoE) with the tools, training materials, and strategic partnership to deliver mutually agreed-upon exceptional outcomes. You’ll also own the BuildOps Academy as a strategic lever to reduce implementation time-to-value, facilitate customer product adoption, and enhance internal enablement efforts. You’ll centralize and lead all internal enablement resources and report to our Chief of Staff. If you thrive at the intersection of curriculum architecture, change management, and operational rigor, this is the role for you.

Requirements

Proven track record building and scaling enablement programs across multiple functions (Revenue, PS, CS, or similar) in a high-growth SaaS environment
Familiarity with AI-powered enablement tooling (e.g., AI content creation, personalization engines, AI coaching) and a genuine enthusiasm for applying AI to enablement workflow)
Strategic thinker who operates fluently in executive conversations while staying close enough to the work to guide quality and execution; influences without authority and aligns diverse stakeholders around a shared vision
Data-driven mindset with experience defining success metrics, building dashboards, and using insights to iterate on programs
5+ years in enablement or learning & development, with at least 2+ years in a leadership role managing a team
Hands-on experience with an LMS, including curriculum design, content governance, and reporting (Docebo strongly preferred)
Clear, compelling communicator who can translate complex product or process information into engaging learning experiences

Responsibilities

Define and own the multi-year enablement vision and strategic roadmap, partnering with senior leaders across GTM, Post-Sale, our AI CoE, and Product to align priorities with business objectives and growth goals
Define and execute the BuildOps Academy strategy: reduce implementation time to value, accelerate customer adoption, and serve as a reusable engine for internal enablement
Lead and develop a team of functional enablement managers and analysts; set priorities, performance expectations, and a culture of continuous improvement
Own and maintain our LMS (Docebo) as the source of truth for enablement content across functions and customers; establish governance for content creation, review cycles, and deprecation
Embed AI into how enablement content is created, personalized, and measured—staying current on best-in-class approaches and bringing them into our programs
Establish and track enablement KPIs (e.g., ramp time, certification completion, productivity uplift, customer time to value, Academy engagement) and prepare executive-ready communications that frame progress, gaps, and investment asks for ELT and board audiences

Benefits

Generous equity grant, become an owner in our company!
A comprehensive benefits package
Flexible PTO and hybrid work schedules
One-time work-from-home allowance
Hubs in Los Angeles, San Francisco, Toronto, and Raleigh with hybrid work schedules and lunch provided for in-office days
Company events and team-building activities, both in-person and virtual
Fast-paced, collaborative, and dynamic work environment
Opportunities for growth and career advancement
Chance to work with cutting-edge technology and innovative solutions
The chance to get in on the ground floor and build something truly groundbreaking for ourselves and our amazing customers