Head of Enablement at BuildOps in Toronto, Ontario, Canada

OVERVIEW 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. ROLES & 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 IDEAL CANDIDATE 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 This role is hybrid, requiring 3 days per week in office. Candidates should be based in Los Angeles, San Francisco, Raleigh, or Toronto. ABOUT BUILDOPS Join BuildOps, the largest commercial trade platform in the country, as we transform the multi-billion dollar commercial contracting industry! We’re not just talking incremental improvements—we’re talking a full-scale revolution, empowering the hardworking heroes who build and maintain the infrastructure that keeps our world running. See why contractors choose Buildops here. This is your chance to be part of a rocketship. We’re fresh off a $1 billion valuation and a $127M Series C funding round (part of over $275M raised to date) led by industry-leading investors like Meritech Capital, BOND, and SE Ventures, backed by Schneider Electric (Reuters, TechCrunch, LA Business Journal). Our latest investors join our team of industry heavyweights like Next47, former Twitter CEO Dick Costolo, former Salesforce President Gavin Patterson, and Boost Mobile CEO Stephen Stokols. Their investment is fueling our aggressive growth and our commitment to equipping contractors with AI-driven tools to conquer chaos, boost efficiency, skyrocket profitability, and ultimately, deliver exceptional service. At BuildOps, we’re changing the game and doing the best work of our careers. You’ll be a key player in a company that’s truly making a difference for the backbone of our economy. If you’re ready to tackle big challenges, work with a passionate team, and build something extraordinary, BuildOps is the place for you. 🚀 Compensation: $160,000 - $200,000 base salary range + annual bonus What we offer: 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 We welcome applicants from across the U.S. where we are registered to do business and able to support employment. Currently, this excludes the following states: Alaska, Hawaii, Kentucky, Mississippi, Nebraska, New Mexico, North Dakota, Rhode Island, South Dakota, West Virginia, and Wyoming. This list is based solely on operational and compliance considerations and is reviewed from time to time as our footprint grows. About BuildOps Join BuildOps, the largest commercial trade platform in the country, as we transform the multi-billion dollar commercial contracting industry! We’re not just talking incremental improvements—we’re talking a full-scale revolution, empowering the hardworking heroes who build and maintain the infrastructure that keeps our world running. See why contractors choose Buildops here. This is your chance to be part of a rocketship. We’re fresh off a $1 billion valuation and a $127M Series C funding round (part of over $275M raised to date) led by industry-leading investors like Meritech Capital, BOND, and SE Ventures, backed by Schneider Electric (Reuters, TechCrunch, LA Business Journal) . Our latest investors join our team of industry heavyweights like Next47, former Twitter CEO Dick Costolo, former Salesforce President Gavin Patterson, and Boost Mobile CEO Stephen Stokols. Their investment is fueling our aggressive growth and our commitment to equipping contractors with AI-driven tools to conquer chaos, boost efficiency, skyrocket profitability, and ultimately, deliver exceptional service. At BuildOps, we’re changing the game and doing the best work of our careers. You’ll be a key player in a company that’s truly making a difference for the backbone of our economy. If you’re ready to tackle big challenges, work with a passionate team, and build something extraordinary, BuildOps is the place for you. 🚀 BuildOps is an equal opportunity employer. We consider all qualified applicants without regard to race, color, religion, sex (including pregnancy, gender identity, and sexual orientation), national origin, age, disability, genetic information, veteran status, or any other status protected by applicable federal, state, or local law. BuildOps will consider qualified applicants with a criminal history pursuant to the California Fair Chance Act pursuant to applicable local and state laws.