Position: Director of Retention & Lifecycle

Location: Virtual (with quarterly on-site meetings in Bend, OR)

Reports to: Founder/CEO (initially, transitioning to Head of Growth as the function matures)

About Us

A supplement brand dedicated to helping people feel and perform their best through premium, evidence-based nutritional supplements. Founded by Functional Medicine clinician and bestselling author. The company combines cutting-edge science with the wisdom of nature to create next-generation, clinician-grade products that are thoroughly tested for quality, purity, and effectiveness. Our mission is to simplify and elevate your health journey by providing transparent, trustworthy solutions that fit seamlessly into modern lifestyles.

We’re a lean, scrappy, and passionate team driven by a shared commitment to making a positive impact—and having fun while doing it. We have a flexible, empowering culture that prioritizes results over rigid schedules. Our benefits are designed to support your education, well-being, and self-improvement, so you can grow personally and professionally while contributing to a brand that changes lives. Whether it’s through our healthy food and fitness stipends, professional development opportunities, or free products, we ensure our team feels supported, inspired, and ready to thrive.

Role Overview

We’re seeking a strategic leader with deep subscription expertise to own and scale the retention and lifecycle function. This person brings a developed philosophy and operating approach from years of leading retention at subscription-based brands — and is equally comfortable setting the long-term strategy as they are directing execution day-to-day.

You will be the primary stakeholder for retention channel performance, responsible for strategy, execution, and optimization across our ESP and lifecycle infrastructure. You’ll partner closely with the Head of Growth on funnel economics, with the E-Commerce Manager on PDPs and subscription UX, with the Creative Strategist on lifecycle creative, and with the founder on positioning and clinical voice.

You will set the multi-year retention vision, build the strategic roadmap, and translate philosophy into a system of programs the team executes. You’ll be hands-on enough to direct work in Klaviyo and Postscript when it matters, and senior enough to step back, see the full picture, and reset the strategy when the data calls for it.

You will have one partial direct report: a full-time employee whose time is split between landing page development and email execution. You will own and direct their email/Klaviyo workload, and grow the team over time as the function scales.

This role initially reports to the Founder/CEO and is expected to transition to the Head of Growth as the function matures. You’ll be part of a small, collaborative leadership team that wears many hats, moves quickly, and values smart, scrappy execution over bureaucracy.

Experience in the supplements, health, or consumer packaged goods (CPG) industry is a plus but not required.

The position is virtual, but you will be expected to attend 3 on-site quarterly meetings in Bend, OR and one retreat in Palm Springs, CA.

Key Responsibilities

• Own the retention & lifecycle strategy and philosophy: articulate the long-term vision, frameworks, and operating principles that guide every program
• Build and maintain the 12–24 month retention roadmap with prioritized programs, sequencing, and measurable outcomes; partner with the CEO/Head of Growth on alignment to business strategy
• Direct the email and SMS retention strategy end-to-end, including campaign calendars, automated flows, segmentation, personalization, and experimentation
• Build and optimize customer journeys across all lifecycle stages: welcome, onboarding, post-purchase, replenishment, winback, and reactivation
• Improve subscription retention across the full subscriber lifecycle: new-subscriber retention through the first three renewal cycles, and tenured-subscriber retention via onboarding, billing-reminder, save, dunning, and value-reinforcement programs
• Partner with the Head of Growth and E-Commerce Manager on subscription PDP mechanics, cadence design, and post-purchase onboarding to support a subscription-first acquisition strategy
• Oversee end-to-end campaign execution. Partner with creative and copy to ensure all communications are on-brand, polished, and performance-driven
• Partner closely with the Head of Growth on funnel economics, LTV improvement, and offer strategy
• Manage and direct a partial direct report’s time in Klaviyo and email execution
• Analyze cohort and channel performance weekly. Translate LTV, retention, and flow-level data into a prioritized testing roadmap
• Architect and operate a dormant-customer reactivation program across email, SMS, and direct mail (PostPilot or similar); segment by historical value and engagement to maximize ROI
• Monitor email deliverability and ensure compliance with CAN-SPAM, TCPA, and other relevant regulations
• Evaluate, test, and implement new retention tools, channels, and tactics as we scale

You’ll thrive in this role if:

• You’ve developed a coherent philosophy and operating approach for retention and lifecycle from years leading the function at subscription brands, and you can articulate it
• You’re equally comfortable setting strategy and directing execution; you’d be uncomfortable doing only one
• You take initiative and ownership of your work
• You live by the phrase “test, don’t guess,” and you value objectivity over dogma
• You learn fast and execute faster
• You think in cohorts, curves, and compounding, not in opens and clicks
• You prefer communicating in written form on your own schedule
• You do your best work independently but know when to ask for help
• You respond well to constructive feedback and are capable of providing the same
• You enjoy very lean operations for businesses that prioritize profits efficiently
• You’re a team player and easy to work with
• You’re excited to work for a business dedicated to helping people get healthy, and you care about your own health
• You enjoy periodic on-site meetings with outdoor activities and phenomenal farm-to-table meals

You’ll hate this role if:

• You’ve drifted into pure orchestration and lost touch with the actual work. We want a director who can step into Klaviyo, write a brief, and ship a test the same week when the situation calls for it
• You need constant direction and guidance in solving problems
• You love job titles, clearly defined career paths, large teams, regular meetings, and other features of working in a big company
• You prefer in-person communication or calls to “chat things through” instead of asynchronous communication
• You thrive on predictability and doing the same tasks over and over
• You optimize for vanity metrics (opens, clicks, list size) over business metrics (LTV, repeat rate, CM, subscriber retention)
• You have a strong ego and don’t respond well to feedback
• You follow an exclusively plant-based diet. (We sell animal-based products like organ supplements; our founder is well-known in the Paleo/ancestral community.)

Qualifications

• 6+ years of retention and lifecycle leadership at subscription-focused DTC brands, including ownership of strategy, team, and full P&L impact on LTV and retention
• A developed and articulable philosophy for what makes retention programs work — backed by patterns you’ve observed across multiple subscription brands, not just one
• Experience building and leading retention teams, including hiring, structuring, and developing direct reports as the function scales
• Hands-on expertise in Klaviyo and Postscript (or comparable ESP/SMS platforms) — advanced segmentation, dynamic content, A/B testing, deliverability management
• Demonstrated track record of building retention programs that materially improved LTV, repeat purchase, and subscription retention — with the receipts to prove it (cohort curves, before/after, $ impact)
• Strong customer journey mapping skills and experience orchestrating personalized experiences across retention channels
• Comfort owning and reporting on cohort-level KPIs (3-month LTV, 12-month LTV, first-renewal rate, save rate, repeat purchase rate), not just channel-level metrics
• Strong analytical skills with the ability to interpret cohort data, build hypotheses, and make data-driven decisions
• High structure and organization: you can build and manage processes for campaign calendars, flow audits, A/B testing, and creative asset management
• Excellent written communication and async collaboration skills
• AI-savvy: already incorporating AI tools (Claude, ChatGPT, lifecycle-specific copilots) into your workflows
• Self-starter with a strong sense of ownership and a passion for health and wellness
• Experience in the supplements, health, or CPG category is a plus
• Familiarity with direct mail platforms (PostPilot, Poplar) is a plus
• Willingness to travel to Bend, OR, 3–4 times per year for on-site meetings

Compensation

• $160–190k base + performance-based incentives (total comp: $200–230k)

Benefits

Our benefits contribute to your education, well-being, physical health, and self-improvement so you can develop personally and professionally while working at the company.

• QSEHRA health plan reimbursement (up to $500/mo)
• $200/mo healthy food stipend
• $100/mo gym, yoga studio, or health practice stipend
• Free products!
• A free Kindle + unlimited Kindle books
• Up to $1,000/year for continuing education and professional development
• Competitive salary and incentive-based compensation; high performance will result in high compensation
• Exciting growth potential and opportunity—with a great brand making products that change lives
• No work schedule or monitoring of hours. You create your own working environment. (We expect you to be available for at least part of the day between 9–5 PT.)
• Flexible work arrangements. Unlimited time off. We care about achievements and results, not punching the clock.
• A passionate but sociable and friendly team committed to making an impact

Qualified applicants who reach the final stage of hiring will be asked to complete a paid project ($100/hr, up to 5 hours of work) to demonstrate their capabilities and suitability for this role. If you are not willing to do this, please do not apply.