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Director, Retention | Poppy & Peonies

Jobgether Canada • US


No Relocation

Posted: May 26, 2026

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Job Description
  • This position is posted by Jobgether on behalf of a partner company. We are currently looking for a Director, Retention | Poppy & Peonies in Canada. This role is a senior, high-impact leadership opportunity focused on shaping how a fast-growing lifestyle brand builds long-term relationships with its customers. You will own the full retention and lifecycle marketing strategy, driving engagement across email, SMS, loyalty, referral, and post-purchase experiences. Working at the intersection of marketing, ecommerce, CX, and creative, you will design meaningful customer journeys that increase repeat purchase rate and lifetime value. This position blends strategic leadership with hands-on execution in a fast-moving, entrepreneurial environment. You will play a central role in defining how customers experience the brand beyond the first purchase, ensuring every touchpoint feels intentional and on-brand. Your work will directly influence customer loyalty, community engagement, and sustainable revenue growth.
  • Accountabilities Lead and evolve the end-to-end retention and lifecycle marketing strategy to strengthen customer loyalty, engagement, and lifetime value across all CRM channels: Own retention strategy across email, SMS, loyalty, referral, win-back, and post-purchase programs. Design and optimize full lifecycle journeys from acquisition through repeat purchase and VIP retention. Build segmentation strategies based on behavior, purchase history, engagement, and lifecycle stages. Manage CRM calendars and campaign execution across launches, seasonal moments, and key brand initiatives. Oversee email and SMS performance, including automation flows such as welcome, cart abandonment, browse abandonment, and replenishment journeys. Lead testing and optimization of messaging, creative, segmentation, and send strategies to improve engagement and conversion. Partner cross-functionally with creative, ecommerce, and customer experience teams to ensure cohesive and elevated customer communications. Own retention KPIs and performance reporting, including churn, repeat purchase rate, CLV, and CRM-driven revenue. Requirements The ideal candidate brings strong lifecycle marketing expertise, a customer-first mindset, and proven leadership in retention strategy within a consumer-facing brand environment: Extensive experience in CRM, lifecycle, or retention marketing within DTC, retail, fashion, or lifestyle brands. Deep expertise in email and SMS marketing strategy, automation, segmentation, and customer journey design. Hands-on experience with tools such as Klaviyo, Attentive, Postscript, or similar platforms. Strong analytical skills with the ability to translate customer data into actionable insights and strategies. Proven track record of improving retention metrics such as repeat purchase rate and customer lifetime value. Experience leading or managing agencies, freelancers, or external partners. Strong communication skills with the ability to collaborate across creative, ecommerce, CX, and leadership teams. Highly organized, strategic, and comfortable operating in a fast-paced, growth-oriented environment. Benefits Competitive annual salary between $150,000 and $185,000 CAD/USD. Performance-based bonus eligibility. 3 weeks of paid vacation annually. Comprehensive health benefits coverage. Annual $1,000 product allowance. $250 annual wellness budget (period & menstrual care). $400 home office setup allowance. Flexible remote work with occasional travel for events, photoshoots, and retreats. Inclusive, people-first culture focused on creativity, growth, and collaboration.
  • 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? Data Privacy Notice: By submitting your application, you acknowledge that Jobgether will process your personal data to evaluate your candidacy and share relevant information with the hiring employer. This processing is based on legitimate interest and pre-contractual measures under applicable data protection laws (including GDPR). You may exercise your rights (access, rectification, erasure, objection) at any time. #LI-CL1
  • We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses. 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.
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