Freelance Loyalty Program Jobs in Florida (NOW HIRING)

Position Summary

The Deputy Editor is the senior editorial leader of Playboy’s daily content operation — the editor who keeps the digital and print machine running at volume, pace, and standard while stewarding the franchise properties that have defined Playboy’s editorial voice for generations.  Reporting to the Chief Brand Officer & Editor-in-Chief, this role is responsible for the daily editorial output of Playboy.com, the quarterly print magazine, and Playboy’s most iconic editorial franchises — including the Playboy Interview, 20 Questions, the Playboy Advisor, and Playboy Guides.

The ideal candidate brings deep experience managing daily publishing cadence at a major digital publication, a serious feature journalism background, and the strategic fluency to drive site engagement, subscription growth, and audience development — while helping make Playboy.com a genuine daily digital destination.

This role will work closely with partners in leadership (Art Director, Casting Director, VP of Growth, and Director of Audience) to bring Playboy’s editorial vision to life across platforms and initiatives. 

What You’ll Do

The essential job duties below are specific to this position. Reasonable accommodations may be made to enable individuals with disabilities to perform these essential functions.

Core Responsibilities

Digital Editorial & Content Strategy

• Own and manage the editorial calendar for Playboy.com, ensuring daily content output meets brand standards for volume, quality, and cadence.

• Assign, edit, and publish digital content across all formats — features, service journalism, news, interviews, and franchise content.

• Develop and execute a content strategy with a demonstrated focus on growing site traffic, audience engagement, and subscription conversion.

• Apply SEO, GEO (Generative Engine Optimization), and AI-assisted publishing tools to maximize content discoverability and search performance across traditional and AI-driven search surfaces.

• Track and analyze content performance data, using audience and traffic insights to inform editorial priorities, publishing cadence, and distribution decisions.

• Partner with the VP of Growth on subscription levers, traffic optimization, and audience development initiatives to support Playboy.com’s growth goals.

Print Magazine Editorial

• Oversee the editorial content of the quarterly Playboy print magazine — from concept development and story assignment through editing, fact-checking, and final delivery.

• Assign and edit long-form features, profiles, essays, and franchise content for each issue, maintaining the high editorial standard Playboy’s print edition demands.

• Partner with the Art Director and Casting Director on visual direction, talent selection, and the integration of editorial and visual storytelling.

• Manage print deadlines and production schedule in close coordination with design, production, and creative teams.

Editorial Franchise Stewardship

• Serve as the editorial captain of Playboy’s signature franchise properties, including the Playboy Interview, 20 Questions, the Playboy Advisor, Playboy Guides, and additional columns or columnists as they arise.

• Uphold the editorial vision, quality standard, and format integrity for each franchise — developing talent pipelines, editorial calendars, and thoughtful format evolutions as needed.

• Manage all franchise content across both digital and print channels, ensuring consistency of voice, quality, and scheduling, and partnering with Audience team on video adaptations when necessary.

• Identify and pitch opportunities for new franchises that deepen reader engagement and reinforce Playboy’s editorial identity.

Newsletter Strategy & Development

• Partner with the VP of Growth on the development, launch, and expansion of Playboy’s newsletter program — from concept and editorial positioning through subscriber acquisition and retention strategy.

• Develop distinct newsletter editorial voices and formats that drive open rates, subscriptions, and reader loyalty over time.

Team & Freelance Management

• Manage the editorial team day-to-day — staff writers, editors, and contributing editors — setting direction, priorities, and a high bar for craft.

• Partner with the Operations Team to streamline the editorial calendar and the contracts process.

• Build and maintain an active roster of freelance journalists, writers, and subject matter contributors aligned with the brand’s editorial needs and voice.

• Manage freelance assignments, pitches, contracts, and budgets with organizational precision and strong editorial judgment.

• Foster a culture of editorial excellence, creative ambition, accountability, and continuous improvement.

Key Performance Indicators

• Content Output: Daily and weekly story production vs. targets across digital and print.

• Site Traffic: Measurable growth in unique visitors, engaged sessions, and time on site attributable to content strategy.

• Subscription Impact: Contribution to digital subscription growth, newsletter subscriber development, and conversion rates.

• Search Performance: Improvements in organic search rankings and SEO/GEO visibility.

• Franchise Health: Quality, cadence, and audience engagement metrics for each editorial franchise.

• Operational Excellence: On-time delivery of print issues, newsletter sends, and major editorial initiatives.

What You’ll Bring

Skills / Abilities / Competencies:

• Exceptional editorial judgment with a strong, instinctive understanding of Playboy’s voice, brand, and audience.

• Proven ability to manage daily publishing cadence at a major digital publication, with consistent quality and volume.

• Deep expertise in content strategy, SEO, and digital publishing best p