Senior Technical Enablement Manager

As a Senior Technical Enablement Manager, you will design and scale enablement programs that elevate technical capability across solutions consultants, sales, and post-sales teams. You'll build on-ramp and continuous learning experiences, create technical playbooks and certifications, and partner with Product, Engineering, and GTM to ensure field teams can confidently position, design, and deliver Achievers solutions to both mid-market and enterprise customers. This role is critical to field productivity, ramp velocity, and our ability to win in a competitive market.

Responsibilities

Strengthen onboarding and ramp programs, partnering with GTM and Field Productivity leadership to weave technical enablement into the onboarding framework, develop role-specific training tracks, hands-on labs, and competency assessments, and measure ramp velocity and time-to-productivity; Drive field readiness through strategic programs by developing and maintaining technical playbooks, solution architecture guides, and certifications for Achievers and Workday-integrated solutions; Partner cross-functionally on field impact by collaborating with Product, Engineering, GTM, and Sales leadership to turn feature launches, competitive moves, and go-to-market themes into field-ready content and training; Establish enablement cadence and moments by owning technical kickoffs, solution summits, QBRs, and ad-hoc field sessions; Support and enhance enablement infrastructure, ensuring demo environments, solution libraries, video content, and AI-powered resources align with field needs and training curricula, and tracking usage and impact metrics; Lead product launch and GTM readiness by ensuring technical field teams are equipped ahead of major releases and driving beta programs and feedback loops; Identify and amplify expertise by surfacing top performers as internal coaches and creating peer-learning and mentorship programs; Evolve programs with AI by exploring and implementing AI-powered solutions (chatbots, content generation, adaptive learning) to expand enablement reach

Requirements

5+ years of experience in technical enablement, Solutions Engineering, technical account management, or equivalent customer-facing technical roles; Demonstrated ability to design and launch training programs, certifications, or onboarding curricula at scale; Experience working directly with technical field teams and understanding their day-to-day challenges and skill gaps; Strong program management and project execution skills with proven ability to own outcomes independently; Excellent cross-functional collaboration skills; comfortable influencing peers and leadership across Product, Engineering, GTM, and Sales; Clear communication and ability to translate complex technical concepts into accessible, role-appropriate learning experiences; Comfort with data and metrics; ability to measure program effectiveness and iterate based on feedback; Bachelor's degree required

Benefits

Recognition and Rewards program; Health Benefits and Life Insurance Coverage beginning on your first day; Parental Leave Top-up; Employer matched RRSP contributions; Flexible Vacation; Employee and Family Assistance Program offering mental health, legal, and financial counselling; Supported professional development and career growth (LinkedIn Learning, mentorship); Employee-Led Employee Resource Groups; Regular events designed to build connection, belonging, and well-being; Hybrid flexibility with time in the Liberty Village, Toronto office