Bilingual Account Executive – Mid-Market & Enterprise

Job Description

So, what will your new role look like?

As a Bilingual Account Executive (Mid-Market & Enterprise) at Workleap, you’ll be a key player in accelerating revenue growth by bringing our mission-led products to more teams across both English and French-speaking markets. This is a full-cycle sales role where consultative selling, strategic thinking, and relationship-building meet to create serious impact. You’ll be owning opportunities from prospecting to close and helping redefine how companies experience work—one conversation at a time.

Responsabilities:

• Manage and close new business opportunities in both the Mid-Market and Enterprise segments;
• Own your pipeline from end to end—prospecting, qualifying, demoing, negotiating, and closing;
• Lead thoughtful, strategic discovery calls that align with buyer objectives and uncover pain points;
• Deliver customized demos and business cases that speak to both technical and non-technical audiences;
• Partner closely with SDRs and Marketing to support pipeline development and ABM strategies;
• Collaborate cross-functionally with Product and Customer Success to keep value delivery on point;
• Maintain strong pipeline hygiene and forecasting accuracy in HubSpot;
• Stay sharp through weekly deal reviews, coaching sessions, and enablement initiatives.

A typical week?   

You might kick off your Monday refining deal strategy with your SDR, run a discovery call with a prospective customer in Montréal, jump into a feedback sync with the Product team, and close the week by helping a peer prep for a big demo. Every week is different—but always driven by impact, collaboration, and growth.

This is a space where bold thinking is welcomed, autonomy is encouraged, and wins are shared. You’ll have the chance to take ownership, shape how we engage the Francophone market, and continuously test and evolve how we sell.

Within your first year, you’ll become a trusted closer for MM & ENT deals, open new Francophone territory, and help us refine how we discover, demo, and sell value. You’ll be a go-to for strategic deal collaboration, coaching peers, and contributing to how we continuously improve as a team.

What does your future team look like?   

You’ll join a passionate, high-performing sales team that loves to win together. We’re curious, collaborative, and motivated by the real-world impact our solutions bring to modern workplaces. Everyone brings a unique perspective, and we believe we grow stronger when we learn from each other.

At Workleap, we lead with transparency and kindness—we’re big on open communication, supporting each other through challenges, and celebrating the big (and small) wins. We don’t do average—we build and sell products that truly improve how people experience work.

What are the next challenges awaiting your team?   

We’re scaling our Enterprise sales motion and expanding deeper into bilingual markets. The challenge? Building trust, solving for complexity, and staying ahead of the curve as we define what strategic selling looks like at Workleap.

Qualifications

• 3–5+ years of full-cycle SaaS sales experience (Mid-Market and Enterprise);
• Fluency in both English and French (spoken and written);
• Strong consultative selling skills and value-based sales approach;
• Proven success with complex, multi-stakeholder deal cycles;
• Excellent demo delivery and executive-level communication skills;
• Experience with pipeline management and forecasting (HubSpot is a bonus);
• Self-starter mindset in a fast-paced, evolving environment.

Nice-to-haves

• Background in HR tech, employee experience, or productivity SaaS;
• Familiarity with bilingual Canadian markets;
• Experience with tools like Gong, 6Sense, Showpad, and LinkedIn Navigator;
• Exposure to multi-product platforms, integrated solution selling and RFP submissions.
• Curious and adaptable mindset — you’re not afraid to test and adopt new AI-driven strategies or tools to optimize your process.