Director, Product Management - Expansion, Retention & Payments

**This position is listed on behalf of a partner company, who manages all applications and next steps. Our partner is looking for a Director, Product Management - Expansion, Retention & Payments based in Canada.** This role offers the opportunity to lead high-impact product strategies that directly influence revenue growth, customer retention, and business expansion. You will oversee critical product areas spanning payments, monetization, product-led growth, and customer lifecycle optimization. The position combines strategic leadership, data-driven decision-making, and close collaboration with engineering, finance, sales, and growth teams. You will shape the future of self-service experiences by improving conversion, reducing churn, and creating scalable pathways for enterprise growth. As a product leader, you will manage and mentor talented teams while influencing company-wide priorities and executive decisions. This is an opportunity to drive measurable business impact by building innovative solutions that improve customer value and long-term growth. ### Accountabilities: - Lead and scale product teams focused on growth, payments, monetization, and customer lifecycle initiatives, ensuring alignment with strategic business objectives. - Define and execute the product-led growth strategy, including self-service upgrades, cross-sell opportunities, and account expansion initiatives to maximize customer lifetime value. - Own the strategy and roadmap for global billing and payments platforms, enabling scalable monetization models, flexible pricing structures, and enterprise-ready billing capabilities. - Drive improvements across checkout conversion, subscription renewals, payment experiences, and revenue optimization initiatives. - Develop and optimize self-service-to-enterprise growth pathways by improving product-qualified lead funnels and creating seamless transitions for high-value customers. - Lead retention strategies by designing product experiences, lifecycle interventions, and win-back programs that improve customer loyalty and reduce churn. - Establish experimentation frameworks, analytics practices, and key performance indicators to guide monetization and growth decisions. - Partner closely with Engineering, Finance, Sales, Growth, Tax, and Legal teams to deliver scalable and compliant product solutions. - Communicate product strategy and business impact to executive stakeholders, influencing decisions through clear insights and strategic recommendations. ## **Requirements:** - 7+ years of Product Management experience, including at least 3+ years leading product teams or managing product leaders. - Proven expertise in Product-Led Growth (PLG), SaaS business models, customer retention strategies, and self-service growth funnels. - Strong experience with billing, payments, monetization platforms, checkout optimization, subscription models, and revenue-focused product strategies. - Demonstrated ability to own and improve revenue-driving metrics such as conversion rates, gross retention, net retention, and customer lifetime value. - Strong analytical mindset with experience using experimentation, A/B testing, and data insights to guide product decisions. - Ability to navigate complex cross-functional environments and influence teams across engineering, finance, legal, sales, and business operations. - Exceptional leadership and communication skills with the ability to translate technical and financial concepts into clear strategic narratives. - Experience building scalable product strategies in fast-moving technology environments. - Strong customer-focused mindset with the ability to identify opportunities that improve user value and business outcomes. ## **Benefits:** - Competitive annual compensation range of CAD $178,500 - $210,000 depending on location, experience, skills, and qualifications. - Additional bonus and compensation opportunities as part of the total rewards package. - Fully remote work environment with f…