Sales Development Representative - Workleap

Workleap; Canada; Remote; CAD 57,000 - 65,000; Full time

Job summary

A leading tech company in Canada seeks a Sales Development Representative to drive revenue growth through meaningful customer engagement and lead qualification. Ideal candidates are motivated, adaptable, and thrive in a fast-paced environment. Responsibilities include collaborating with the sales team, managing outreach, and maintaining excellent CRM practices. This role offers a salary range of $57k–$65k CAD and emphasizes personal development and teamwork.

Qualifications

• Track record of being a top performer.
• Proven ability to identify client needs.
• Comfortable thriving in a fast-paced environment.
• Confident engaging with prospects via phone and video.
• Strong written and verbal communication in English.

Responsibilities

• Collaborate with Business Development and AE team.
• Master Workleap’s value proposition.
• Initiate conversations with prospects.
• Prioritize outreach using CRM insights.
• Qualify prospects by understanding their needs.
• Demonstrate product value to customers.
• Deliver an excellent buyer experience.
• Contribute to sales process improvements.

Skills

Top performer

Identifying client needs

Fast-paced adaptability

Engaging prospects

Strong communication in English

Tools

Gong

Showpad

LinkedIn Navigator

Job description

Sales Development Representative - Workleap

Company Description

Workleap is a Montreal-based tech company on a mission to make work simpler. Since 2006, we’ve been building game-changing products that tackle HR and IT’s biggest challenges. Workleap operates two distinct product lines:

• The Workleap Platform, an AI-powered HR solution designed to drive team performance and boost employee engagement.
• ShareGate, the leading Microsoft 365 migration and governance solution, trusted by IT professionals worldwide for its unmatched simplicity.

Today, more than 20,000 companies rely on Workleap products to grow, lead, and operate with confidence. We’re builders at heart, with a clear purpose: to craft the simplest products that deliver exceptional value for our customers. Period.

Job Description

So, what will your new role look like? As a Sales Development Representative (SDR), you’ll be the first point of contact between our sales team and potential Workleap customers. Your mission? Drive revenue growth by starting meaningful conversations, qualifying leads, and generating opportunities for our Account Executives. You’re a match if you’re energetic, curious, and motivated to learn—and if you thrive in a fast-paced, goal-oriented sales environment.

Responsibilities:

• Collaborate closely with our Business Development and AE (Account Executive) team to convert leads into opportunities and exceed pipeline goals;
• Quickly master Workleap’s value proposition, understand the HR tech space, and speak to the key personas we support;
• Initiate and manage conversations with prospects via chat, email, or phone to consistently turn interest into qualified opportunities;
• Prioritize your outreach and pipeline using CRM insights and data;
• Qualify prospects by asking thoughtful questions and understanding their reality, needs, and pain points;
• Demonstrate how Workleap’s products can solve customer challenges and add value;
• Create an excellent first impression for prospects by delivering a standout buyer experience;
• Contribute ideas to continuously improve our sales process and boost performance metrics.

A typical week? You’ll alternate between running discovery meetings with inbound prospects and reactivating warm leads. You’ll keep your pipeline healthy with a steady rhythm of outreach, lead nurturing, and deal progression activities. You’ll also invest time in personal development—sharpening your sales skills through coaching, training sessions, and peer feedback, all while maintaining excellent CRM hygiene.

What does your future team look like? You’ll be joining a passionate, high-performing sales team that wins together. We’re curious, collaborative, and motivated by the tangible impact our products have in the workplace. Everyone brings something unique, and we value learning from each other’s strengths.

At Workleap, we lead with transparency and kindness. We believe in open communication, supporting each other through challenges, and celebrating wins of every size. We don’t settle for average—we aim to build and sell products that transform how people experience work.

What are the next challenges awaiting your team? Adapting to the age of AI selling is our next challenge. Ensuring we are adapting to the latest technology, and embracing them to best serve our clients will be a top priority. Learning how we can bring an authentic, human and consultative approach to better support our prospects through their journey is a lesson we’re excited to learn!

Qualifications

• Track record of being a top performer;
• Proven ability to identify client needs and provide relevant solutions;
• Comfortable thriving in a fast-paced, high-expectation environment;
• Confident engaging with prospects via phone and video;
• Strong written and verbal communication skills in English.

Assets:

• Experience in HR tech, employee experience, or productivity SaaS;
• Ability to communicate and sell fluently in French;
• Familiarity with tools like Gong, Showpad, and LinkedIn Navigator;
• Exposure to multi-product platforms or integrated solution selling;
• Curious and adaptable mindset—comfortable experimenting with new strategies or tools.

Salary range: $57–$65k CAD. This range reflects our Canada-wide compensation scale. Final offers may be adjusted based on the candidate’s region to align with local market conditions.

Who we are

We’re a team of curious minds and bold builders, brought together by a shared drive to make work simpler—and better—for everyone. Challenges fuel our creativity, fast-paced environments keep us sharp, and pushing boundaries is just part of how we operate. We believe the best ideas come from experimentation, rapid learning, and even the occasional discomfort—that’s where growth happens.

Since 2006, we’ve been rethinking the way teams work, blending creativity and tech to solve real problems in IT and HR. We move quickly, we learn constantly, and we always keep our customers at the center of what we do. If you're a proactive thinker who takes ownership, loves to collaborate, and isn’t afraid to leap into the unknown—you’ll fit right in.

Additional Information

At Workleap, we build together, we trust each other, and we support each other in success or failure. You will be able to express yourself, evolve and develop your creativity in an environment that will adapt to your daily life and your needs.

We strive to create a healthy and inclusive work environment. This is everyone’s business.

Our Candidate Experience Flow at Workleap: Phone Screen – Virtual Interview using Microsoft Teams – Work Sample – Job Offer