VP, Retention & LTV

Role overview

This is a senior leadership position based in Canada, focused on maximizing customer lifetime value from the first purchase through repeat buying, loyalty, and long-term retention. The role owns the full customer value journey and sits at the center of growth, shaping how customers are nurtured, kept engaged, and brought back across channels and touchpoints.

You will define and scale the strategy behind retention, lifecycle marketing, subscription performance, and loyalty innovation in a fast-moving, performance-led environment. The position combines strategic direction with hands-on leadership, with accountability for measurable outcomes and the development of an existing high-performing team. A key part of the remit is introducing AI-enabled workflows that improve personalization, productivity, and operational efficiency across the customer lifecycle.

Accountabilities

• Take ownership of lifetime value as the main performance metric, and build the lifecycle and retention plan that lifts repeat purchase behavior and overall customer value.
• Create and run advanced segmentation and personalization frameworks so messaging remains highly relevant at every stage of the customer journey and across every channel.
• Introduce AI-based workflows into lifecycle marketing, reporting, creative development, and optimization to improve speed, scale, and team output.
• Direct, coach, and grow a team that includes Director-level and senior lifecycle leaders, while raising standards of accountability and performance.
• Test and expand retention and engagement channels beyond email and SMS, including direct mail, WhatsApp, and social messaging platforms.
• Work closely with ecommerce, customer experience, performance marketing, and brand teams to keep retention efforts aligned with wider growth priorities.
• Strengthen subscription and loyalty programs by improving cancellation journeys, save initiatives, and membership value propositions.

Requirements

• At least 12 years of background in retention, lifecycle marketing, loyalty, or subscriber growth, including 5 or more years in senior leadership roles managing multi-layered teams.
• Prior experience at VP, Senior Director, or a similar level in high-growth direct-to-consumer subscription businesses.
• A strong track record of improving lifetime value, retention, or subscription performance at scale with clear business results.
• Deep knowledge of subscription tools such as SKIO, Recharge, or Ordergroove, plus practical hands-on use of Klaviyo and Postscript.
• Real-world experience applying AI in production to automate workflows, reporting, segmentation, or lifecycle optimization.
• Experience creating or expanding loyalty and membership programs, with an understanding of program economics and customer engagement design.
• The ability to think strategically while also staying close to execution details.
• Excellent communication skills, with a style that emphasizes clarity, prioritization, and results.

Perks and benefits

• Competitive base compensation of $225,000 to $250,000, depending on experience.
• Comprehensive medical, dental, and vision coverage for employees and their families.
• Generous paid time off and a flexible remote-first working setup.
• Access to wellness perks and complimentary product subscription benefits.
• Strong focus on work-life balance, alongside high performance expectations.
• The chance to contribute in a fast-scaling environment with substantial ownership and impact.

Additional information

This role is posted on behalf of a partner company, which handles applications and all next steps directly. Jobgether uses an AI-supported matching process to review applications against the core job requirements, and the strongest matches are shared with the hiring company for further evaluation. Final decisions, including interviews and assessments, are made by the partner company's internal hiring team.

Data privacy notice

By applying, you acknowledge that Jobgether may process your personal data to assess your application and share relevant details with the hiring employer, based on legitimate interest and pre-contractual measures under applicable data protection laws, including GDPR. You may request access, correction, deletion, or objection to the processing of your data at any time. AI tools may also be used to support parts of the hiring process, such as resume review and response analysis, but human judgment remains central to final hiring decisions. For more information about data handling, you can contact the company directly.