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.
  
  

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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.

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• Additional bonus and compensation opportunities as part of the total rewards package.
• Fully remote work environment with flexibility to support different working styles.
• Comprehensive health benefits, including medical, dental, vision, life, and disability insurance.
• Retirement savings plan and financial wellness benefits.
• Flexible spending and health savings account options.
• Paid holidays and paid time off to support work-life balance.
• Employee assistance programs and wellness resources.
• Opportunities for professional growth and leadership development.
• Inclusive culture focused on collaboration, innovation, and meaningful impact.
  
  

How Jobgether Works

We use an AI-powered matching process to ensure your application is reviewed quickly, objectively, and fairly against the role's core requirements. Our system identifies the top-fitting candidates, and this shortlist is then shared directly with the hiring company. The final decision and next steps (interviews, assessments) are managed by their internal team.

We appreciate your interest and wish you the best!

Why Apply Through Jobgether?

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We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.