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Job Description:

VP, Product

About The Role

Constellation Payment Processing is a modern Payment Facilitator (PayFac) empowering SaaS businesses to grow revenue through seamless, embedded payments. As part of Constellation Software Inc. (TSE:CSU) — a global Canadian-based software leader at a $96B market cap and the 7th largest software company in the world — we combine the agility of a specialized payments company with the strength and stability of an established global powerhouse.

The Vice President of Product is a strategic and execution-driven leader responsible for defining, delivering, and commercializing product strategy across all portfolios. Reporting directly to the CEO, this role owns the product vision and ensures alignment of R&D, operations, and go-to-market. The VP of Product balances strategic foresight, strong financial analysis, and operational discipline with a deep understanding of how emerging technologies — particularly AI and embedded fintech — transform the payments landscape.

You will lead a lean, high-performing team, including the Director of Product, and drive end-to-end accountability for product delivery, adoption, and revenue growth. We service 30 separate Constellation owned Vertical Market Software (VMS) businesses today with our sights set on supporting payments for the Constellation echo system.

What You’ll Do

Product Strategy & Vision

• Own the multi-year product vision across PayFac, gateway, embedded finance, and fintech portfolios.
• Anticipate market shifts and translate them into actionable product strategies, with emphasis on AI-driven capabilities and monetization opportunities.
• Ensure product strategy is tightly aligned with corporate objectives, including portfolio integration, ISV enablement, and risk management.

AI Integration & Innovation

• Drive adoption of AI/ML solutions within the product suite (e.g., pricing optimization, merchant risk scoring, underwriting, automated support).
• Leverage AI internally to enhance product planning, financial modeling, and delivery efficiency.
• Establish the organization as a leader in AI-enabled payments solutions.

Financial Planning & Analysis

• Partner with Finance and Treasury to evaluate initiatives using IRR, ROI, and payback modeling.
• Prioritize product investments based on financial return, risk, and strategic alignment.
• Track financial performance of launches, ensuring initiatives deliver against margin expansion, volume targets, and retention goals.

Execution & Delivery

• Define OKRs that span R&D, operations, and sales to ensure end-to-end accountability.
• Oversee product delivery processes (roadmap, backlog prioritization, release planning, commercialization) in partnership with Engineering, Sales, and Operations.
• Ensure launches include operational readiness, training, and GTM execution to drive adoption and revenue.

Leadership & Influence

• Lead and mentor the Director of Product and a lean product team.
• Act as the unifying voice of product across departments, balancing strategic priorities with commercial realities.
• Serve as an executive thought partner to the CEO and leadership team, contributing to company-wide strategy.

What You’ll Own

• The multi-quarter product roadmap and portfolio-level prioritization.
• Delivery accountability from R&D → Ops → Commercial adoption.
• Financial modeling and product investment planning.
• ISV and merchant experience across onboarding, risk, reporting, and settlement.
• Strategic relationships with processors, banks, and fintech partners tied to product delivery.

Basic Qualifications

• 12+ years of product management leadership in payments, fintech, or SaaS.
• Proven ability to define and execute portfolio-wide product strategy.
• Deep experience leveraging AI/ML in product design and delivery.
• Strong financial acumen: IRR/ROI modeling, product P&L analysis, investment prioritization.
• Demonstrated success in end-to-end product delivery, from roadmap through commercialization.
• Executive presence with ability to influence and align cross-functional leaders.
• Travel could be required for company, client or partner meetings

Preferred Qualifications

• Experience scaling PayFac or gateway solutions across multiple portfolios.
• Background in embedded finance (card issuance, ACH, supplier payments).
• Track record of driving IRR >25% on product initiatives.
• M&A integration experience in product/technology environments.
• Familiarity with Agile at Scale (Scrum, SAFe, Kanban).

Compensation, Benefits, and Work Environment

Work Location & Flexibility

Constellation Payments operates on a 100% remote-first model. We empower our employees with flexibility to work from home or a location of their choice within the country of the job listing.

Salary & Performance Incentives 💰

• Target Compensation: The On-Target Earnings (OTE) for this role is projected to be between [$180K and $220K CAD per year].
• Compensation Structure: This range is inclusive of the base salary and variable compensation, such as a company-wide bonus or sales commission. The final compensation package will be commensurate with the candidate’s experience, capabilities, and location.

Employee Benefits

We are proud to offer a robust benefits package designed to support your well-being and financial future:

• Health & Wellness ⚕️: Comprehensive medical, dental, vision, and life insurance plans to keep you and your family healthy.
• Paid Time Off (PTO) 🌴: Employees receive 21 paid vacation days, 6 paid sick days and 8 nationally observed holidays.
• Company Ownership: Employees are invited to participate in our Employee Share Program, with an employer contribution match of 20% (Ticker: CSU.TO).

Equal Opportunity & Legal Disclosures

Constellation Payments is an Equal Opportunity Employer and does not discriminate based on race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.

We comply with the San Francisco Fair Chance Ordinance and will consider qualified applicants with criminal histories in a manner consistent with the requirements of this ordinance.

This position does not offer visa sponsorship. All applicants must have pre-existing legal authorization to work in the United States of America.

Our Culture

“I’m willing to let you scratch or dent the car, but I won’t put you in a position where there is significant risk of you totaling it.” - Ray Dalio

If this resonates with you, then you might have the grit we need for this role.

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More About Jonas Software:

Jonas Software is the leading provider of enterprise management software solutions to the Country and Golf Clubs, Foodservice, Construction, Fitness & Sports, Attractions, Salon & Spa, Education, Radiology/Laboratory Information Systems, and Product Licensing industries. Within these vertical markets, Jonas is made up of over 65 distinct brands, which are respected and leaders within their own domain.

Jonas’ vision is to be the branded global leader across the aforementioned vertical markets and to be recognized by customers and respective industry stakeholders as the trusted provider of ‘Software for Life’ and as an ambassador for technology, product innovation, quality, and customer service.

Jonas Software is the valued technology partner of over 60,000 customers worldwide in more than 30 countries. Jonas employs over 2,000 skilled individuals consisting of a cross-section of industry experts and technology professionals. Jonas is headquartered in Canada and also operates offices throughout North America, the United Kingdom, Europe, Australia New Zealand and Africa. Jonas is a 100% owned subsidiary of Constellation Software Inc., headquartered in Toronto and traded on the S&P/TSX 60.