Director, Product – DataCandy (A Paystone Company)
Lead Integration. Drive Growth. Redefine Customer Loyalty.
About DataCandy
DataCandy, a Paystone company, is a leading customer loyalty and gift card platform powering thousands of retail, restaurant, and service brands across North America. Our mission is to help businesses turn casual customers into loyal champions—through simple, elegant loyalty solutions that drive repeat visits and lasting relationships.
As we expand our ecosystem and integrate new capabilities, we're looking for a bold and strategic Director of Product to lead us into our next chapter of growth.
The Opportunity
This is a pivotal leadership role for a product innovator ready to take on both high-impact strategy and hands-on execution. You’ll lead the integration of a newly acquired competitor platform into the DataCandy ecosystem, while simultaneously owning the growth roadmap for our core product suite.
You’re someone who thrives in complexity, with the technical fluency to work shoulder-to-shoulder with engineering and the strategic acumen to scale a product that delivers real business value to thousands of merchants. If you're energized by turning vision into execution while leading a high-performing team—this is your moment.
What You’ll Be Doing
Own & Lead Platform Integration Strategy
- Lead the strategic integration of a competitor platform—unifying user experiences, feature sets, and backend systems into DataCandy.
- Identify functionality gaps, overlaps, and optimization opportunities to deliver a seamless customer experience.
- Define and oversee the customer migration journey, ensuring minimal disruption and long-term value.
Define & Execute Growth Product Strategy
- Own and evolve the product roadmap, aligned to key growth levers like adoption, monetization, and retention.
- Leverage market trends, customer insights, and performance data to uncover expansion opportunities and prioritize investment.
Build Customer-Centric Solutions
- Stay close to customers and frontline teams to deeply understand needs, challenges, and opportunities.
- Foster a culture of outcome-driven delivery and customer empathy across your team.
Lead & Grow a High-Performing Team
- Manage and mentor a team of Product Managers; set clear objectives, empower autonomy, and invest in growth.
- Collaborate cross-functionally with Engineering, UX, Sales, Support, and Marketing to bring products to life and drive go-to-market success.
Drive Impact Through Metrics & Experimentation
- Define and track KPIs for adoption, usage, retention, and customer satisfaction (NPS, CSAT).
- Use experimentation (A/B tests, cohorts, feedback loops) to inform decisions and continuously optimize.
What You Bring
✅ Product Strategy & Execution Expertise
- 7+ years of product management experience, with 2+ in a senior leadership role.
- Bachelor’s degree in Business, Computer Science, Engineering, or a related field, MBA or Master’s degree is a plus but not required
- Proven success in scaling B2B SaaS platforms or marketplace products.
- Strong technical literacy; comfortable discussing APIs, architecture, and integration tradeoffs with engineering.
- Experience in loyalty, rewards, or gift card products is a plus.
Strategic Thinking & Influence
- Exceptional ability to connect user needs with business outcomes.
- Confident communicator with experience presenting vision, roadmaps, and impact to executive stakeholders.
- Track record of leading high-performing teams in cross-functional, fast-paced environments.
⚙️ Integration & Operational Excellence
- Hands-on experience managing platform integrations, especially in the context of acquisitions or consolidations.
- Strong project leadership, risk management, and communication skills to lead migrations end-to-end.
Why Join Us?
- Make a Lasting Impact: Help define the future of loyalty tech for thousands of businesses across North America.
- Lead a Bold Transformation: Own both product vision and integration strategy during a high-impact growth phase.
- People-First Culture: Join a values-driven company focused on innovation, collaboration, and outcomes—not bureaucracy.
- Room to Grow: We’re scaling fast—and we want you to grow with us.
Ready to Build What’s Next?
If you’re passionate about loyalty, growth, and product leadership—and you thrive at the intersection of strategy and execution—we’d love to hear from you.
Apply now and help us shape the next generation of customer-driven growth with DataCandy.
Recruitment Process
- Initial Screening Interview – Conducted by a member of our People Experience team to learn more about your background and career goals.
- 1st Manager Interview – A deep dive into your technical skills, sales operations experience, and cultural alignment.
- 2nd Manager Interview – A deep dive into your technical skills, sales operations experience, and cultural alignment.
- Presentation – You’ll be invited to prepare and deliver a presentation related to the role.
- Peer Interview – Meet with members of the team to assess collaboration and communication style.
Perks & Benefits
Compensation tied to market data
We reward for contribution
Flexible Time-off
We’re committed to career development
Work from home
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!!
About Us
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.**
Experience Requirements
Senior Manager/Supervisor
Apply Now