Head of Sales Enablement

Platform; Toronto; Remote; CAD 100,000 - 130,000; Full time

Job summary

A leading platform company is seeking a Head of Sales Enablement to design and implement transformative sales frameworks. In this role, you will boost sales productivity and collaborate with various teams to align market strategies. Your expertise in sales methodologies and hands-on coaching will be vital for success. Join an inclusive and dynamic team that values diversity and innovation in Toronto's thriving tech environment.

Benefits

Flexible PTO

Company stock options

Professional development budget

Wellness budget

Annual team gatherings

Qualifications

• 7+ years of sales enablement and direct sales experience in a tech-driven environment.
• Strong depth in modern sales motions and engagement methodologies.
• Proven capability in designing enablement frameworks.

Responsibilities

• Build the sales enablement framework and create scalable programs.
• Accelerate sales productivity by boosting seller confidence.
• Stay hands-on during implementation to guide sellers.

Skills

Sales enablement

Coaching and mentoring

Communication and storytelling

Program management

Cross-functional collaboration

Tools

LMS or equivalent

Job description

About

is Platform-as-a-Service (PaaS) that removes the complexities of cloud infrastructure management and optimizes development-to-production workflows, reducing the time it takes to build and deploy applications. Delivering efficiency, reliability, and security, giving development teams both control and peace of mind. Built for developers, by developers.

Adopted and loved by 16,000+ developers, 7,000 customers, and for nearly a decade has been providing innovative capabilities that serve as the launchpad for creative development teams' out-of-the-box thinking.

We provide 24x7 support, managed cloud infrastructure, and automated security and compliance with an all-in-one PaaS. We give our customers complete control over their data by keeping applications secure and available around the clock.

Platformers are a remote, global workforce, and we thrive in a multicultural team. We are committed to open source and an open, welcoming environment. Our team spans the globe and the experience spectrum. What\'s our commonality, our cultural fabric? A curious spirit and a thirst for knowledge; an eagerness for innovative ideas and cultures. We believe we can build anything together in an environment that frees you to do your best work.

Bring your expertise and enthusiasm to our growing, global organization. Your contributions, collaboration, and unique point of view are recognized and valued here.

Impact of a Head of Sales Enablement

We\'re building the foundations of Sales Enablement and looking for someone ready to both design the framework and bring it to life. As Head of Sales Enablement, you\'ll lay down the structure for scalable programs while staying close enough to the field to coach, mentor, and guide our teams through adoption. This is a role for someone who can balance strategy with hands-on execution - turning enablement into a system that\'s clear, repeatable, and impactful. You\'ll connect product insights to sales execution, aligning our go-to-market teams with the way customers actually buy and giving sellers the confidence to succeed from day one.

What to expect

• Build the sales enablement framework from the ground up, creating scalable programs, playbooks, and training paths.
• Accelerate sales productivity by boosting seller confidence in product, process, and positioning - driving stronger performance across segments.
• Stay hands-on during implementation - coaching, mentoring, and guiding sellers as they adopt new tools and approaches.
• Partner with Product, Marketing, Engineering, and Customer Success to ensure enablement stays aligned with launches, market shifts, and customer signals.
• Strengthen onboarding and ramp programs to reduce time-to-productivity and ensure new hires are confident early.
• Translate product usage data into actionable sales plays, teaching teams how to spot and act on product-led opportunities.
• Define, track, and report enablement KPIs, communicating clear outcomes and opportunities to executives.

What you bring

• 7+ years of experience in sales enablement and direct sales within a technology-driven environment.
• Depth in modern sales motions, including PLS, value selling, and a variety of customer-centric methodologies (e.g., MEDDICC, SANDLER, CHALLENGER).
• Proven ability to design enablement frameworks while staying close enough to coach and mentor teams through adoption.
• Strong communication and storytelling skills - able to distill complex product and market insights into clear, actionable guidance for sellers.
• Hands-on experience with enablement technologies (LMS or equivalent), with a practical approach to scaling.
• Program and project management discipline—comfortable balancing multiple initiatives while staying focused on measurable outcomes.
• A collaborative, team-first mindset with the confidence to align cross-functionally and influence without unnecessary noise.

Where we hire

Remote work is the foundation of our culture. We celebrate flexibility and collaboration, with team members in over 30 countries. This role is focused on hiring in Canada, France, Germany, Spain, the United Kingdom, or the United States. We are unable to provide visa sponsorship at this time, but welcome applications from all qualified candidates who are legally authorized to work in these countries.

How we hire

We know that a great hire won\'t meet every requirement. If you can see yourself elevating the team, we want to hear your story. A few of us would not be here if we hadn\'t taken a chance.

You can expect 4 interviews on Google Meet in the following order, with the opportunity to meet a variety of Platformers if you progress through all stages. Our goal is to help you decide whether this role and our culture align with your future working environment.

45 Minutes with Talent Acquisition

60 Minutes with the Hiring Manager (CRO)

60 Minutes with Chief Customer Officer

60 Minute Case / Interview with team GM, Sales NorAM / APAC & CRO

All roles require background checks.

What we offer

A product you can believe in - Join us in transforming how businesses build and manage web applications, with a positive impact as a proud B Corp.

An Award-Winning Workplace - Recognized by Forbes\' Top 30 Companies for Remote Jobs and France\'s Best Workplaces for Women.

A culture that values your voice - A flexible, open, and inclusive work environment where your ideas shape our growth and evolution.

A global team - Collaborate with colleagues from diverse backgrounds across the world.

Benefits and perks - Make the most of what matters to you

Flexible PTO

Company stock options

Professional development budget

Office equipment budget

Wellness budget

Annual team gatherings

Internet reimbursement

Inclusive parental leave

Remote work travel program

You belong here

We celebrate diversity in all its forms and are committed to fostering an inclusive, equitable, and supportive workplace where everyone can thrive. We embrace and value different perspectives, backgrounds, and experiences, because they make us stronger as a team. Whoever you are, wherever you\'re from, and whatever path you\'ve taken, you are welcome here. We encourage you to bring your whole self to work, connect with others, and share your passion.

If you need accommodations at any stage of our hiring process, please let us know. We\'re here to ensure an accessible and comfortable experience for you.