Canada - Client Sales Account Director

THE OPPORTUNITY

We are hiring a Strategic Client Sales Director to our Client Sales team in Canada!

Wellhub is expanding its footprint in North America, and we are looking for our first-ever Canada-based Strategic Account Executive to lead our market penetration! In this highly autonomous, high-impact role, you will own the Canadian enterprise territory, targeting companies with 1,000+ employees. Operating much like a startup founder within our broader Revenue organization, you will be the driving force behind closing complex, high-value deals in the region. This is a unique opportunity to shape our Canadian go-to-market strategy, backed by the resources of a global leader in corporate wellbeing.

YOUR IMPACT

• Own and scale the Canadian enterprise market from the ground up, handling everything from territory mapping and pipeline creation to complex deal closures.
• Serve as the deal sponsor and executive point of contact for the largest, most strategic HR and Benefits buyers in the region.
• Operate as a solitary, full-cycle seller with high self-discipline, building a pipeline without dedicated BDR support in the initial phases.
• Leverage advanced AI tools (Gemini, Claude, Gong, Sales Navigator) to streamline your sales operations, build presentations, conduct network analysis, and automate workspace management.
• Act as the local face of Wellhub, representing the company at client-side implementation days and local well-being fairs.
• Live the mission: inspire and empower others by genuinely caring for your own wellbeing and your colleagues. Bring wellbeing to the forefront of work, and create a supportive environment where everyone feels comfortable taking care of themselves, taking time off, and finding work-life wellness.

WHO YOU ARE

• A seasoned enterprise sales professional with 10+ years of experience closing high-complexity B2B deals.
• You possess deep experience selling to HR, Total Rewards, and Benefits leaders specifically within the Canadian market.
• A self-starter who thrives in an independent, solitary role and knows how to open a new market from scratch.
• Fluent/Native in English, with exceptional executive-level communication and presentation skills.
• Highly proficient in using AI tools to optimize your sales flow, from prospecting and research to proposal generation and account mapping.

We recognize that individuals approach job applications differently. We strongly encourage all aspiring applicants to go for it, even if they don't match the job description 100%. We welcome your application and will be delighted to explore whether you could be a great fit for our team. For this specific role, please note that prior experience with HR buyer personas and Enterprise Sales is a mandatory requirement.

WHAT WE OFFER YOU

With thoughtful benefits, emotional wellbeing resources, and a culture that empowers you to take ownership of your role and your wellbeing, we create an environment where you can thrive in all dimensions of your life.

The annual base salary range for this role is $164,220 - $205,275. The base salary range for other locations may vary. Actual base salary will be dependent on geographic location, relevant experience, skills, qualifications, and/or other job-related factors. In addition to base salary, this role is eligible to participate in either our annual bonus plan or a sales incentive plan, and our performance-based stock option program.

Our benefits include:

WELLHUB: Free Gold-level membership with access to onsite gyms and studios, digital fitness programs, and online wellness resources for meditation, nutrition, mental wellbeing support, and more! Add up to three family members to your plan, ensuring access to wellness for those who matter most to you.

HEALTHCARE: Health, dental, and vision insurance. Access to telehealth, care concierge, and an Employee Assistance Program.

FLEXIBLE WORK: As a Flexible First company, we offer hybrid and remote options to give you the freedom to work in a way that suits you. The model for this specific role can be discussed with your recruiter and hiring manager. We offer all employees a one-time reimbursement to set up their home office equipment and a monthly work allowance to help cover the costs of working from home.

FLEXIBLE SCHEDULE: Flexibility for us isn't just about where we work-it also means being able to shape how and when we get things done. Together with their leaders, employees define schedules that align with their time zones, team needs, and personal routines.

PAID TIME OFF: We know how important it is to take time away from work to recharge. Employees receive a minimum of 25 days PTO per year with an additional day for each year of tenure (up to 5) in addition to annual holidays (including an extra holiday on your birthday!)

PAID PARENTAL LEAVE: Welcoming a new child is one of the most special moments in your life. Take the time to be present and enjoy your growing family. We offer up to 12 weeks 100% paid parental leave to all new parents. For parents giving birth, we offer up to 18 weeks paid leave and a ramp-back period to return part-time while you get settled.

CAREER GROWTH: Access world-class platforms, participate in interactive sessions, build your personalized development roadmap, and explore internal opportunities. We focus on continuous learning and feedback to support your journey toward personal and professional success.

CULTURE: You'll join a team of passionate people who come together to break boundaries, support each other, and create a meaningful impact in workplace wellness. We win together, building trust through open communication and a culture where every perspective matters. Learn more about our shared culture and values here.

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