Thirty Madison

Director of Retention

Thirty Madison$130K — $155K *
US-AnywhereRemote in United States
Healthcare
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5-7 years of experience in lifecycle, CRM, or retention marketing, preferably in D2C or consumer healthcare
  • Strong grasp of key lifecycle metrics such as activation rates and churn rates
  • Proficient with email service provider (ESP) or CRM platforms like Iterable or Braze
  • Solid analytical abilities using SQL or BI tools such as Looker or Amplitude
  • Track record of conducting A/B tests and utilizing results for strategic planning
  • Effective collaborator with both technical and non-technical teams
  • Exceptional communication skills for presenting performance data clearly.

Responsibilities

  • Manage patient activation from onboarding to medication delivery
  • Optimize automated onboarding communications through various channels
  • Identify and fix issues within the activation funnel using data analysis
  • Collaborate across teams to ensure timely medication delivery
  • Develop dashboards to track activation and retention metrics
  • Conduct audits to identify patient drop-off and revenue impact
  • Create and execute retention programs across multiple channels.

Benefits

  • Robust and affordable medical, dental, and vision plans
  • Flexible time off policy
  • Potential for an annual incentive plan and stock options.
Full Job Description
As a Director of Retention focused on Activation & Retention, you will own the full patient journey from signup through long-term care continuity. You'll be the person who ensures a new patient successfully onboards, receives their first medication on time, and stays engaged with their care plan for the long haul. This is a high-ownership, high-impact role with a direct line of sight to company growth.

Comp | Perks | Benefits
  • The base pay range for this position is $130,000 - $155,000 per year**
  • Robust and affordable Medical, Dental, and Vision plan options
  • Flexible time off policy

**Base pay offered may vary depending on job-related knowledge, skills, and experience. An annual incentive plan and stock options may be provided as part of the compensation package, in addition to a full range of medical, financial, and/or other benefits, dependent on the position offered.

What you get to do every day

Patient Activation:
  • Own end-to-end activation rates defined as a patient successfully completing onboarding, converting to a paid billing cycle, and receiving their first medication shipment on time
  • Build, monitor and continuously optimize automated onboarding sequences across email, SMS, and in-app channels
  • Identify and eliminate friction points in the activation funnel through rigorous data analysis and A/B testing
  • Partner with Product, Clinical Ops, and Fulfillment to resolve cross-functional blockers that impact on-time medication delivery
  • Own activation KPIs, set baselines, establish benchmarks, and report on performance weekly

Activation Analytics and Optimization:
  • Maintain a living dashboard tracking activation cohorts, drop-off points, time-to-activation, and conversion by acquisition channel
  • Conduct regular funnel audits to surface where patients are stalling and why to quantify the revenue impact of each gap
  • Run structured experiments (message content, timing, channel mix, sequencing) to improve activation rates incrementally
  • Develop patient segmentation frameworks to deliver more personalized activation journeys by diagnosis category, plan type, or acquisition source
  • Present activation findings and recommendations to senior leadership on a regular cadence

Patient Retention:
  • Own retention rate as a primary KPI, including early churn prevention, mid-tenure re-engagement, and long-term loyalty
  • Design and execute multi-channel retention programs (email, SMS, push, direct mail) tailored to patient lifecycle stage
  • Build churn prediction models in partnership with Data Science to identify at-risk patients before they cancel
  • Develop win-back campaigns for lapsed patients; measure and optimize reactivation rates
  • Leverage patient health milestones, refill cadences, and clinical signals to trigger meaningful, timely retention touchpoints
  • Work closely with Patient Success and Clinical teams to align retention messaging with care quality and outcomes
  • Own the full retention P&L view: understand LTV, CAC payback, and the financial impact of every retention initiative

What you bring to the role
  • 5-7 years of lifecycle, CRM, or retention marketing experience ideally at a D2C, subscription, or consumer healthcare company
  • Deep fluency in lifecycle metrics: activation rate, Day 7/30/90 retention, churn rate, LTV, reactivation rate
  • Hands-on experience with a ESP/CRM platform (Iterable, Braze, Klaviyo, or equivalent)
  • Strong analytical skills with SQL or BI tools (Looker, Mode, Amplitude, etc.) to pull your own data
  • Proven track record of running A/B and multivariate tests and translating results into roadmap decisions
  • Excellent cross-functional collaborator with technical and non-technical teams
  • Clear communicator who can distill complex performance data into executive ready narratives

Bonus points
  • Experience with predictive churn modeling or working alongside a Data Science team
  • Background in subscription or recurring-revenue business models

All Company policies and procedures are subject to change without notice based on business needs. This includes, but is not limited to, the locations where we hire remote, hybrid, or onsite employees.

About Thirty Madison

Thirty Madison is a healthcare company that aims to make specialized care accessible to everyone. The company offers a range of services, including telemedicine, prescription delivery, and personalized treatment plans. Thirty Madison's portfolio includes Keeps, Cove, and Evens, which focus on hair loss, migraine, and acid reflux, respectively. The company was founded in 2017 and is headquartered in New York City.
Learn more about Thirty Madison
Size
200 employees
Industry
Founded
2017

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