Sales Development Representative - Remote Eligible

Sales Development Representative (SDR)

At Paystone, growth starts with people — both the businesses we serve and the team members who power our mission. We're building the future of Customer-Driven Growth, helping merchants across North America deliver exceptional customer experiences and turn everyday transactions into lasting relationships.

Guided by our core values — Put People First, Solve Impactful Problems, and Build a Better Future — we're redefining what it means to grow a business in today's market.

We're looking for a Sales Development Representative (SDR) who thrives in a dynamic, results-driven environment. This is a key role within our growth engine — connecting with business owners, opening conversations, and setting the stage for meaningful partnerships that drive success.

About the Role

As an SDR at Paystone, you'll take the lead in outbound prospecting and opportunity generation. You'll connect with potential clients through strategic cold calling, email outreach, and social engagement — sparking interest in Paystone's suite of integrated payment and customer engagement solutions.

You'll collaborate closely with Account Executives to build a healthy sales pipeline, qualify leads, and ensure each handoff sets both the client and our team up for success.

This role requires curiosity, resilience, and exceptional communication skills — the ideal fit for someone who loves building relationships and thrives on turning curiosity into opportunity.

What You'll Do

• Identify and connect with potential customers that fit our Ideal Customer Profile (ICP).
• Conduct high-volume outreach via phone, email, and social channels to generate qualified leads.
• Research organizations and decision-makers to personalize outreach and strengthen engagement.
• Qualify inbound and outbound leads to ensure strong alignment before handoff to Account Executives.
• Manage lead progression through the sales funnel using CRM tools, ensuring data integrity and visibility.
• Collaborate with Account Executives to develop territory strategies and drive pipeline growth.
• Share insights, ideas, and best practices with your peers to strengthen team performance.
• Maintain consistent follow-up with all leads to nurture relationships and keep opportunities moving.

What You'll Bring

• Education: Post-secondary education in Sales, Marketing, or Business (preferred).
• Experience: 1–3 years in a sales, marketing, or business development role with measurable success in lead generation or client engagement.
• Communication: Exceptional verbal and written communication skills; ability to explain value clearly and persuasively.
• Research & Strategy: Skilled in researching target markets, identifying opportunities, and crafting outreach strategies.
• Technology: Comfortable using CRM systems (e.g., HubSpot, Salesforce) and outreach tools to manage and track activity.
• Drive & Organization: Strong time management skills with the ability to handle multiple priorities in a fast-paced environment.
• Self-Motivation: A proactive mindset with a commitment to continuous improvement and personal accountability.

Our Mission

By joining Paystone, you are joining a team that is future-focused and driven by our mission of creating Customer Driven Growth. By helping our clients create better experiences for their customers, and in turn, motivating their happy customers to share their experiences with others, our platform creates the momentum for our clients to gain more happy customers. In other words, we win when our customers do.

Curious? Good! We want all the curiosity we can muster. Innovation stems from observation and questioning, so be eager, be innovative, and be ready to raise the bar.

Come check us out!

Paystone is a leading North American payment and software company redefining the way merchants engage their customers and grow their businesses. The company's seamlessly integrated suite of automated payment processing, customer loyalty, gift card solutions, and now reputation marketing, is used by brands such as Irving Oil, The Source, Global Pet Foods, Kernels Popcorn, and many of the MTY Food Group's restaurant brands. Paystone's solutions are used at over 30,000 locations across Canada and the United States which collectively process over 10 billion dollars a year in bankcard volume. We employ over 200 employees and serve as the technology partner of choice for hundreds of partners across North America.

Paystone is an equal opportunity employer. Should you require any accommodations due to disability please let us know at the time you are selected for an interview.