Vice President, Licensing & Partnerships

Playboy Enterprises, Inc.Miami Beach, FL

About The Position

Playboy is one of the most recognized brands in the world — present in 180+ countries, with cultural equity that spans seven decades of groundbreaking media, fashion, and lifestyle. We are rebuilding the brand for the next generation: new editorial, new audience infrastructure, and a licensing business that reflects the full commercial potential of what Playboy stands for. The VP of Licensing & Partnerships is a senior commercial leadership role at the center of that rebuild. You will own Playboy’s global licensing and partnership business end-to-end — deal origination, renewal pipeline, category expansion, brand standards enforcement, and the day-to-day commercial relationship with CAA, our licensee base, and our advertising partners. This is a rare opportunity to step into one of the world’s most storied brands at a genuine inflection point, with direct access to senior leadership and a mandate to build the commercial infrastructure that makes the brand’s cultural moment grow financially. The role requires a rare combination of commercial expertise, cultural fluency, and a genuine understanding of how lifestyle brands build long-term equity through relevant expansion. The role reports directly to the President of Playboy Media & Brand; the VP of Licensing & Partnerships and the Editor-in-Chief serve as the two primary cross-functional owners of the media-licensing flywheel.

Requirements

  • Proven track record managing a global licensing portfolio with material royalty revenue — you have owned renewal negotiations, enforced brand standards, and expanded categories.
  • Deep relationships in the licensing and brand partnership ecosystem; you are known in the market and can open doors independently of the agency relationship.
  • Commercial instinct: you understand the economics of licensing deals, can model minimum guarantees and royalty structures, and know when to push and when to close.
  • Ability to build financial models and projections to evaluate potential deals and long-term revenue streams before bringing them forward for approval.
  • Equally strong as a relationship manager and a deal executor — this role requires both, and the balance matters.
  • Understanding of brand governance — creative approvals, retail standards, digital brand experience — and the operational discipline to enforce it across a large licensee base.
  • Strong cross-functional communicator; comfortable translating commercial priorities into editorial language and vice versa.
  • Executive presence and polish appropriate to senior partner and licensee relationships.
  • Entrepreneurial mindset with a strong sense of ownership and accountability — you thrive in environments where you are building as much as managing.
  • Willingness and ability to travel domestically and internationally as required by partner relationships, licensee meetings, and industry events.
  • 10+ years of progressive experience in brand licensing, partnerships, or commercial development, with at least 4 years in a senior or VP-level role.
  • Demonstrated track record of closing deals, managing complex multi-partner portfolios, and hitting revenue targets.
  • Bachelor’s degree required

Nice To Haves

  • Experience working with or managing external licensing agencies; familiarity with CAA or comparable intermediaries a strong plus.
  • Experience in consumer lifestyle, fashion, entertainment, or media licensing strongly preferred.
  • MBA or equivalent a plus.

Responsibilities

  • Licensing Portfolio Management
  • Develop and own the portfolio category strategy — identifying where Playboy has the strongest commercial traction, where there is untapped opportunity, and where to exit.
  • Own the full global licensing portfolio — apparel, accessories, fragrance, lifestyle, gaming, and emerging categories — with accountability for total royalty revenue and minimum guarantee performance.
  • Lead a comprehensive portfolio audit covering renewal schedules, revenue concentration, brand standards compliance, and channel gaps; deliver findings and a prioritized action plan within the first 60 days.
  • Manage all licensee relationships with commercial rigor: regular business reviews, sell-through tracking, renewal negotiations, and proactive category expansion conversations.
  • Own the full commercial relationship with CAA — setting priorities, managing deal flow, and ensuring the agency is activated as a strategic partner rather than a passive intermediary.
  • Enforce brand standards across every licensee activation — creative approvals, packaging, retail presentation, and digital — with zero tolerance for off-brand execution.
  • Own the Amazon brand governance strategy — coordinating the current multi-licensee model under Playboy’s Brand Registry account and defining the long-term channel approach that best serves the brand’s commercial interests and standards.
  • Deal Origination & Category Expansion
  • Identify and close new licensing opportunities in underpenetrated categories, with a bias toward partners who bring distribution, marketing, and co-creation capability alongside commercial commitment.
  • Build and maintain an active pipeline of prospective licensees across priority categories in partnership with CAA; own the internal deal process, negotiation strategy, and execution end-to-end.
  • Leverage editorial tentpoles, cover moments, and audience data to support licensing negotiations and new partner pitches.
  • Track lifestyle and consumer trends, monitor the competitive landscape, and identify cultural opportunities that keep the brand’s licensing portfolio at the forefront of the market.
  • Sponsorship & Brand Partnerships
  • Own sponsorship relationships across Playboy’s content, events, and digital platforms — building the category pipeline that monetizes the brand’s audience at scale.
  • Develop and sell integrated sponsorship packages that combine print, digital, podcast, and event touchpoints into high-value brand partner programs.
  • Drive the event sponsorship commercial model in partnership with the Sr. Director of Growth — category exclusivity, co-brand rights, on-site activation, and audience data sharing.
  • Build and maintain relationships with senior marketing decision-makers at target partner brands across alcohol, gaming, automotive, personal care, fashion, and lifestyle categories.
  • Cross-Functional Leadership
  • Lead and develop a growing team currently including two Product Development roles and a Director of Advertising & Sponsorships, with the expectation that the team will scale in line with the business.
  • Serve as the primary licensing counterpart to the EIC — ensuring a shared editorial-licensing calendar, regular alignment on upcoming tentpoles and partner launches, and explicit accountability for surfacing each function’s moments in advance.
  • Partner with the Sr. Director of Growth on events commercial structure, contest sponsorship packaging, and audience data sharing with licensee co-promotion programs.
  • Work with Finance to maintain the licensing revenue model, forecast renewal risk, and track minimum guarantee performance against plan.
  • Represent Playboy’s licensing business at industry conferences, partner meetings, and trade events including the Las Vegas licensing conference.
  • Monitor and report on category and partner performance to executive leadership; this role will present regularly to senior leadership and, as relevant, to the board.

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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