Sales Enablement Program Manager

Toronto · US - CA - San Francisco City - Remote · 4+ years experience · Remote · Posted Oct 15, 2026

At a glance

We’re looking for a proactive and highly organized Sales Enablement Program Manager to help drive clarity, consistency, and continuous learning across Block’s global sales and Account Management teams.
You’ll play a critical role in operationalizing our everboarding strategy—ongoing education beyond onboarding.
This role requires a strong blend of content operations, learning science, stakeholder management, and sales context awareness.

Support ongoing learning initiatives by helping to plan, build, facilitate, and maintain scalable sales enablement content beyond onboarding.
Curate and maintain centralized knowledge resources, partnering with subject matter experts (SMEs) across Product, Marketing, and Sales to ensure accuracy and consistency.
Help operationalize the everboarding strategy, coordinating timelines, deliverables, and stakeholder communications.
Organize and update internal learning assets, ensuring documentation is easy to find, up-to-date, and aligned with sales priorities.
Manage internal communications related to enablement, such as newsletters, training calendars, training decks, and update broadcasts to reduce noise and increase clarity.
Collect feedback and track program impact, using data to assess adoption, knowledge retention, and performance improvements.
Support regional Canada enablement needs, ensuring content is localized and relevant for diverse sales teams across markets.
Promote knowledge-sharing practices, including documenting playbooks, building FAQs, and contributing to internal wikis or LMS content.

4+ years of experience in Sales Enablement, Sales, or Account Management.
Strong understanding of adult learning theories and experience applying them to training design, content delivery, or knowledge-sharing systems.
Excellent stakeholder management and communication skills, with an ability to influence and collaborate across functions and levels.
Proven ability to prioritize effectively, manage competing demands, and maintain clarity under ambiguity.

Background in instructional design, content strategy, or sales operations.
Exposure to coaching methodologies such as GROW to support learner development and behavior change.