Payworks is a leading workforce management solutions provider and multi-year winner of the Canada’s Best Managed Companies program. With clients of all sizes and more than 700 employees, we currently have an exciting opportunity on our Sales team for the right candidate. 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. Along the way, you will collaborate closely with Account Executives to create seamless, positive client experiences that set the stage for long‑term success.

Comprehensive employer paid benefits, including a Health Spending Account, for you and your family and excellent pension plan with employer contributions.

Plenty of professional development opportunities.

Community‑minded culture – Receive two paid days per year to volunteer and lots of opportunity to “Pay it Forward”.

Time and flexibility to meet your needs – Hybrid work model with flexible work options, plus 3 weeks vacation to start, flex time and parental leave benefits.

Cool perks – Annual Lifestyle Spending Account, fun office environment and events, and more!

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.

1–2 years of experience in an inside B2B sales role or an equivalent combination of education and experience.

- Experience selling or supporting Payroll, HRMS, Workforce Management,



or related technology solutions is considered an asset.
- Proven ability to meet or exceed sales metrics such as lead generation targets, conversion rates, and revenue goals.
- Ability to identify and qualify leads through outreach channels including cold calling, email, social media, and networking.
- Solid understanding of sales processes and the ability to guide prospects through the sales funnel and overcome objections.
- Proficiency with CRM systems and Microsoft Office tools.
- Strong integrity and professionalism in client interactions, maintaining transparency and trust throughout the sales process.
- Ability to uncover client challenges, articulate value, and confidently address objections during sales conversations.

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.

Individuals applying for employment with Payworks may request accommodations at all stages of recruitment and employment from Human Resources.

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.

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📌 Sales Development Representative - Bilingual, Inside Sales (Montreal)
🏢 Payworks
📍 Montreal