System Enablement Specialist

We’re looking for a System Enablement Specialist to join our System Enablement team. In this role, you will partner with the Go-to-Market (GTM) organization to create, deliver, and measure high‑quality training and enablement content that empowers our sales team to leverage new tools and features effectively.

• Design, develop, and deliver engaging, multimedia training content—including presentations, instructional videos, and practical guides—to help sales teams master complex information.
• Facilitate live and virtual training sessions on Salesforce, sales engagement tools, and new system functionalities, ensuring high participation, adoption, and knowledge retention.
• Analyze and measure enablement impact, monitor tool adoption, and identify performance gaps to provide data‑driven recommendations for improvement.
• Partner with Product Management to align enablement activities with product initiatives and coordinate smooth execution.
• Translate technical product updates into clear, actionable content for GTM stakeholders, acting as the critical bridge between technical teams and the sales organization.
• Manage multiple enablement projects from ideation to completion, using tools such as Jira and other task‑management platforms to drive adoption and ensure successful transitions.

• Minimum of 2+ years of professional experience in Sales Enablement, Sales Operations, Technical Training, or a similar function.
• Hands‑on experience with Salesforce CRM (required).
• Proficiency with sales engagement tools such as Gong and a strong understanding of the broader sales tech ecosystem.
• Experience with Google Workspace (Slides, Docs) and AI content‑creation tools (e.g., ChatGPT, Gemini, NotebookLM).
• Comfort using project‑management tools like Jira for tracking tasks and workflows.
• Exposure to data‑analysis platforms such as Looker, Tableau, or similar tools.
• Excellent communication skills in English; French is considered an asset.
• Exceptional organizational abilities and the ability to adapt quickly in fast‑changing or ambiguous environments.
• Strong collaboration skills and experience partnering across internal teams to drive alignment and deliver results.
• Strategic thinking and problem‑solving skills with a proactive mindset toward anticipating challenges and shaping solutions.
• Global company context: fluency in English as a working language is required.

• Master storyteller capable of simplifying complex technical concepts into engaging narratives for a sales audience.
• Innate ability to quickly grasp complex technical features and genuine passion for exploring new technologies, including AI tools.
• Creative flair for building memorable learning experiences that drive behavioral change.
• Proactive self‑starter who thrives independently but excels as a team player in cross‑functional collaboration.

• Lots of autonomy, flexible work culture, and the option of fully remote work.
• Career opportunities in a company that’s creating new jobs every day.
• Opportunity to make a difference by helping merchants grow through improved products and customer feedback.
• Work in a team that is large enough for growth yet lean enough to make a real impact.
• Development of high‑traffic products used at a global scale.
• Opportunities to learn and expand your skill set.
• Equity scheme—Lightspeed employees are owners.
• Lunch provided in select offices on scheduled days.
• Work from anywhere in the world for 60 days a year.
• Health and wellness benefits, according to local eligibility.
• Mental health online platform and counseling & coaching services.
• Volunteer day.

Lightspeed is a proud equal‑opportunity employer and we are committed to creating an inclusive and barrier‑free workplace. We welcome and encourage applications from people with disabilities, and accommodations are available on request for candidates taking part in all aspects of the selection process.