Practice Lead, Payments & Financial Infrastructure

Accountabilities: Practice development and go-to-market strategy: Build and execute a joint go-to-market strategy with strategic payments partners, identifying target accounts, developing co-selling opportunities, and coordinating partner-funded engagements. Service offering development: Create, package, and launch scalable payments solutions covering payment migrations, checkout optimization, marketplace payments, billing, and emerging AI-enabled commerce experiences. Pipeline generation and sales enablement: Collaborate with account executives to develop account plans, generate qualified opportunities, organize joint events, produce thought leadership, and equip internal teams with effective sales messaging, qualification frameworks, and demonstrations. Executive workshops and client engagement: Lead paid executive workshops and assessments that bring together commerce, finance, payments, and IT stakeholders. Translate findings into prioritized roadmaps, clear ownership, and actionable recommendations that lead to follow-on projects. Business case development: Build compelling ROI models and financial business cases based on authorization rates, processing costs, fraud and dispute losses, conversion rates, and cost-to-serve improvements. Present findings in a way that supports investment decisions and partner co-investment. Solution architecture and delivery support: Participate in discovery sessions and sales pursuits as the payments subject-matter expert. Collaborate with delivery teams and partner solution architects to shape solutions, define project scope, contribute to proposals and RFPs, and provide expert guidance on implementations. Commercial performance management: Track and report on partner-sourced pipeline, co-sold opportunities, closed revenue, billable delivery, workshops conducted, and new offerings launched. Use performance insights to refine targeting, improve service offerings, and strengthen the practice over time. Cross-functional collaboration: Build strong relationships with partner organizations, client executives, sales teams, and technical delivery specialists to ensure commercial strategies align with client needs and implementation capabilities. Innovation and continuous improvement: Explore AI tools, automation, and emerging agentic commerce models to improve productivity, accelerate delivery, and identify new opportunities across the payments ecosystem. Requirements Professional experience: At least 5 years of experience in the payments industry, ideally within a payment processor, acquiring institution, fintech company, or consultancy delivering payments programs. Go-to-market expertise: Demonstrated experience collaborating with technology partners and clients on commercial pursuits, strategic partnerships, co-selling initiatives, and revenue-generating opportunities. Payments knowledge: Strong understanding of payment performance and optimization, including authorization and decline management, processing costs, tokenization, fraud prevention, disputes, payouts, and reconciliation. Hands-on technical expertise: Practical experience with Stripe Payments, Stripe Connect, or Stripe Billing. Candidates with strong payments expertise and limited Stripe experience may also be considered, with opportunities to develop platform-specific knowledge. Financial and analytical capabilities: Proven experience developing ROI models or business cases that support investment decisions. Ability to interpret merchant performance data and explain how payment processes affect profitability, margins, and conversion. Executive communication: Confidence facilitating workshops and engaging senior stakeholders, including finance, commerce, and technology leaders. Strong presentation, storytelling, and business writing skills are essential. Commerce and enterprise integration knowledge: Understanding of how payment systems integrate with commerce platforms, enterprise resource planning (ERP) systems, and broader digital ecosystems. AI and automation proficiency: Comfortable using AI tools in day-to-day work, with an interest in applying automation and emerging agentic commerce technologies to business and operational challenges. Preferred qualifications: Experience with additional payment platforms or technologies such as Adyen, Stripe Radar, Stripe Tax, multi-processor routing, B2B payments, agentic commerce protocols, commercetools, Shopify, Mirakl, SAP, or NetSuite is an asset. Familiarity with French or Spanish is also beneficial. Professional attributes: Entrepreneurial mindset, strong commercial judgment, adaptability, and the ability to move between detailed technical discussions and high-level business strategy. Candidates should be motivated to build a new practice, develop trusted partnerships, and take ownership of measurable outcomes. Location and work authorization: Must be based in Canada and legally eligible to work remotely in the country. Benefits Competitive compensation: Annual base salary of CAD $140,000–$160,000, plus CAD $40,000 in target variable compensation, for an on-target earnings range of CAD $180,000–$200,000. Remote-first flexibility: Work remotely from Canada with flexible scheduling and a focus on results and outcomes. Comprehensive health coverage: Medical, dental, mental health support, and employee assistance program (EAP) benefits. Family support: Parental leave top-up and benefits designed to support employee well-being. Paid time off: Minimum vacation policy, including flexible work arrangements to support work-life balance. Professional development: Access to certifications, conferences, structured learning opportunities, and in-house mentorship. Dedicated growth time: Protected time for personal development, experimentation, independent projects, and exploring new ideas. Career progression: Ongoing conversations with leadership to help shape your professional development and career trajectory. Innovative environment: Opportunities to work with enterprise clients, strategic technology partners, and multidisciplinary teams on modern commerce, payments, and AI-enabled solutions. Inclusive workplace: A commitment to accessibility, equal opportunity, employee well-being, and an inclusive working environment. Meaningful impact: The opportunity to build a new practice, influence commercial strategy, and help businesses modernize how they manage payments and financial infrastructure.