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Payworks is seeking a Sales Development Representative to engage with prospective small business clients, generate leads, qualify prospects and guide them toward tailored workforce-management solutions. You will be the first voice for many clients and will collaborate with Account Executives to ensure positive experiences and strong revenue results.
The role offers a hybrid work model in Montreal with three days in the office and flexible options for remote work when applicable.
Doing business to business, person to person. Payworks is a leading workforce management solutions provider and multi-year winner of the Canada’s Best Managed Companies program. We are proudly Canadian as well as committed to developing world‑class products and providing a progressive workplace culture where Doing Right by People is our purpose.
With clients of all sizes and more than 700 employees, we currently have an exciting opportunity on our Sales team for the right candidate. Because when it comes to great people, there’s always room for one more.
Reporting to the Regional Sales Manager, as a Sales Development Representative with Payworks your main focus will be engaging with prospective small business clients. You will be a key player in our sales pipeline, generating leads, qualifying prospects and helping guide them toward tailored workforce management solutions. This includes everything from initial outreach to product demos and supporting their transition into Implementation. You will be the first voice many clients hear from Payworks, so your ability to listen, build rapport and spark interest is critical. Along the way, you will collaborate closely with Account Executives to create seamless, positive client experiences that set the stage for long-term success.
Conduct proactive outreach – You will follow up on inbound leads and engage new prospects through phone, email and digital channels. From the first touchpoint to product demos and pricing discussions, you will help prospects understand our solutions and feel confident in their decision to partner with us. You will also work toward clear sales targets and KPIs related to lead generation, outreach volume, conversion rates and revenue- taking pride in consistent, results-driven execution.
Work collaboratively with the Sales team – You will support a seamless sales process by qualifying leads, sharing insights, maintaining clear handoffs and providing first-level backup coverage for Account Executives during absences.
Maintain CRM accuracy and share feedback – You will keep detailed records of all prospect interactions in our CRM, ensuring smooth transitions to Implementation. You will also share insights with Sales and Marketing to help refine messaging, strategy and product alignment.
Engage with partners – You will collaborate with external partners (like CFIB and local Chambers of Commerce) by keeping them informed on the status of shared leads and helping to maintain strong, trusted relationships.
We are proud to support a Flexible Work Plan that recognizes the diverse needs and lifestyles of our people. The Sales Development Representative has the option to work fully from the Payworks office in Montreal or on a hybrid work model, working in the office at least three (3) days a week. For individuals located outside of the Montreal area, the work arrangement will be determined in consultation with and approved by the Regional Sales Manager.
Payworks is committed to providing an inclusive, accessible environment, and collaborating with employees, clients and guests to identify and effectively remove barriers, in a manner that respects the principles of independence, dignity, integration, reasonable accommodation and equal opportunity. Payworks welcomes and encourages applications from all persons. Individuals applying for employment with Payworks may request accommodations at all stages of recruitment and employment from Human Resources.
Employees at Payworks’ come from different backgrounds, and we celebrate those differences. We are looking for the best candidate for this opportunity, but do not expect applicants to meet every qualification in order to be considered.
We may use AI-assisted tools for organization, sorting, and workflow management — however, we pride ourselves on a high-touch, human-centered process.
This posting is for a new position within our sales team.