Director – Sales Enablement

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Are you actively looking for a new opportunity? Or just checking the market? Well… you might just be in the right place!

We're looking for a Director of Sales Enablement to join our NOAM team. The Enablement division is central to the success of our go-to-market functions. As the Director of Enablement, you will be responsible for developing and leading a world-class Enablement function, collaborating with the GTM Leadership teams to design and implement strategic initiatives that support new hires’ onboarding, as well as product and role-specific training and enablement.

Your department will oversee the following functions: Sales Engineering, GTM Training, GTM Enablement (Sales, Customer, Partner (external) ), and Field Sales Ops (if applicable) teams. In collaboration with local functional GTM leaders, your role is to ensure that quota-carrying reps have the tools and resources needed to win. You’ll be responsible for developing and maintaining playbooks that empower reps to consistently achieve and exceed their goals. Additionally, you will create programs to train managers (“train the trainer”), bringing Enablement to both the rep and management levels to foster a well-equipped, high-performing team at every layer.

​​What you’ll be doing:

Team Leadership: Build and lead a world-class Enablement Team within Lightspeed focused on delivering impactful training and enablement solutions. Foster a culture of continuous learning and development, ensuring the team delivers content that enhances performance and productivity.

Enterprise-Level Training Program Development: Design, implement, and oversee comprehensive, scalable training programs for global GTM teams. Leverage expertise in instructional design to create engaging learning experiences that drive sales effectiveness and align with organisational goals. This includes managing Lightspeed’s educational and training materials, ensuring consistency and accessibility across all GTM business units.

Cross-Functional Collaboration: Collaborate with leaders from Product, PMM, Marketing, IS, Customer Success, and Sales to gather insights and develop best-in-class training content. Lead the Center of Excellence (CoE) for your region’s Enablement pod, applying and adapting the Enablement framework to meet regional needs. Ensure all stakeholders adhere to the RACI model, providing well-coordinated enablement materials that empower reps and managers to excel.

Analysis: Establish and manage a metrics framework to measure the effectiveness of training programs and their impact on performance. Analyze content adoption, sales assessments, and performance metrics to continuously refine training initiatives and develop high-performing teams.

Technical Expertise: Maintain and ensure the team’s high level of expertise in the company’s products, services, and industry trends. Integrate this knowledge into training programs to enable effective communication of product value to prospects and clients.

Market Research: Act as the primary point of contact for competitor insights, integrating findings into training materials. Stay updated on competitive news, product roadmaps, and GTM strategies to inform and enhance training content.

Strategic Support: Assist the Managing Director in key strategic and leadership projects, contributing expertise in training and enablement to broader company initiatives.

What you need to bring:

• A bachelor's degree in a related field, such as business, engineering, or technology or A master's degree in business or a related discipline.
• Proven track record of building and leading successful global Sales Enablement teams within SaaS organizations, with a minimum of 7 years of experience driving impactful enablement strategies in similar high-growth environments.
• Extensive experience designing and implementing impactful training programs for global sales teams, leveraging a strong background in instructional design to create engaging, scalable learning experiences that drive measurable improvements in performance and productivity.
• Experience in running large scale GTM programs that spans across multiple functions, verticals, and regions.
• Analytical and data-driven mindset to assess the effectiveness of sales efforts
• Familiarity with sales and CRM tools (e.g., Salesforce, Gong, Outreach, etc)
• Willingness to travel as needed

We know that people are more than what’s on their CV. If you’re unsure that you have the right profile for the role... hit the ‘Apply’ button and give it a try!

What’s in it for you?

Come live the Lightspeed experience...

• Ability to do your job in a truly flexible environment;
• Genuine career opportunities in a company that’s creating new jobs everyday;
• Uncapped commission;
• Work in a team big enough for growth but lean enough to make a real impact.

… and enjoy a range of benefits that’ll keep you happy, healthy and (not) hungry:

• Lightspeed share scheme (we are all owners)
• Immediate access to our benefits plan
• RRSP match after 3 months
• Fitness & Wellness benefit: $500 CAD per calendar year
• Unlimited Paid Time Off
• Parental leave Top-Up