Senior Director, Growth

Playboy Enterprises, Inc.Miami Beach, FL

About The Position

Playboy is one of the most recognized brands in the world — and we’re rebuilding it for the next generation. The Sr. Director, Growth is a critical hire and a founding member of the reimagined Playboy Media & Brand team. This is a hands-on, strategy-through-execution role responsible for driving subscription revenue, member lifetime value, and the CRM infrastructure that makes both possible. You will own the full subscription P&L, build and lead a small but expanding team, and operate as a startup operator inside one of the world’s most storied brands. You will work closely with the Editor-in-Chief, Head of Partnerships & Licensing, and report directly to the President of Playboy Media & Brand.

Requirements

  • Proven track record owning subscription revenue and exceeding growth targets in a consumer media, DTC, or digital brand environment.
  • Deep expertise in CRM strategy and marketing automation platforms (e.g., Klaviyo, Braze, Salesforce Marketing Cloud, or equivalent); you have built programs, not just managed agencies.
  • Strong command of subscription economics — LTV, CAC, churn modeling, cohort analysis — and the ability to translate data into actionable strategy.
  • Comfort with ambiguity and a bias toward action; this role is being built from near-zero, and the Sr. Director will be expected to establish process as much as follow it.
  • Exceptional cross-functional communication skills; you can move fluidly between editorial conversations and financial modeling.
  • A genuine affinity for the brand — you understand that Playboy is not just a product, it’s a cultural institution — and you know how to build growth programs that honor that while driving real commercial outcomes.
  • Strong written and verbal communication skills; executive-level presence.
  • 8+ years of progressive experience in growth, digital marketing, or subscription management, with at least 3 years in a senior or director-level role.
  • Track record of building and managing teams in lean, high-growth environments.
  • Bachelor’s degree required

Nice To Haves

  • Experience in consumer media, publishing, or a brand-led DTC business strongly preferred.
  • MBA or equivalent a plus.

Responsibilities

  • Own all subscription revenue — digital membership, print+digital bundles, and future subscription tiers — with full accountability for hitting plan.
  • Develop and execute the subscriber acquisition strategy across paid, owned, and earned channels.
  • Define and optimize the subscriber journey from awareness through conversion, onboarding, engagement, and renewal.
  • Build the business case for new subscription offerings, pricing tiers, and packaging in partnership with the EIC and product team.
  • Set, track, and report on subscription KPIs including MRR, ARR, churn, LTV, and CAC.
  • Build and own the CRM strategy — segmentation, lifecycle programs, behavioral triggers, and retention campaigns — across email and emerging channels.
  • Drive LTV through personalization, engagement programming, upsell pathways, and win-back campaigns.
  • Partner with the product team to translate CRM insights into feature requirements and content priorities.
  • Establish a test-and-learn culture with a rigorous cadence of A/B and multivariate testing.
  • Select, implement, and manage the CRM and marketing automation platforms needed to execute at scale.
  • Serve as the primary growth counterpart to the EIC, ensuring editorial and audience strategy are tightly aligned with subscriber and retention goals.
  • Collaborate with Partnerships & Licensing to identify co-marketing and bundling opportunities that extend subscriber value.
  • Partner with Finance to build and maintain the subscription revenue model and monthly forecast.
  • Work with the data and analytics function to build dashboards and reporting that keep the business honest.
  • Own the business-side mandate for events — defining events as a revenue channel and audience acquisition vehicle, not a brand marketing tactic.
  • Develop the events commercial model — sponsorship packaging, ticket revenue, licensed product activation, and email/data capture — in partnership with Partnerships & Licensing.
  • Manage agency and contract production relationships for near-term activations; define the threshold at which dedicated in-house production headcount is warranted.
  • Ensure every event is mapped to a measurable growth outcome: subscriber acquisition, CRM capture, member retention, or licensing activation — not just brand presence.
  • Own the business and product side of the paid voting and contest program — payment platform, pricing, CRM integration, sponsor packaging, and P&L — in dual-ownership with the EIC’s team, which retains editorial and creative authority.
  • Drive the contest revenue model: per-vote pricing, bundled packages, category-exclusive sponsorship, and membership conversion mechanics embedded in each voting window.
  • Own first-party data capture from all contest activations — ensuring every participant is registered, consented, and imported into the CRM for ongoing segmentation and re-engagement.
  • Scale the program beyond the cover vote to additional categories where Playboy has credibility — campus, talent, community — targeting 2–4 major paid voting activations annually.
  • Directly manage a Sr. Manager of Product (subscription and digital offering innovation), with the team expected to grow as the business scales.
  • Model a startup operating ethos: move fast, make decisions with imperfect information, iterate quickly, and hold a high bar for output.
  • Recruit and develop talent in a lean structure where every role must be high-leverage.

Benefits

  • Competitive Medical/Dental/Vision insurance plans with FSA/HSA and Dependent Care FSA options
  • Generous Family and Parental Leave Policy
  • Pet Insurance for those who need it too!
  • Dedicated Health and Wellness resources including Employee Assistance Program
  • Pretax Transportation/Commuter Benefits options
  • Employee Resource Groups
  • 401K program with Company match
  • Flexible Time Away Plan
  • Dynamic, inclusive workplace culture focused on innovation, impact, and employee well-being
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