Director, Digital Solutions & Technology Development

People Talent Acquisition•Guaynabo, PR

About The Position

The Director, Digital Solutions & Technology Development leads the strategy, development, optimization, and performance of the company’s consumer-facing digital product ecosystem. The role is accountable for digital subscription infrastructure, the product platform roadmap, application experiences, e-commerce monetization, audio and video products, and data-driven personalization. It connects audience behavior, product innovation, subscription growth, digital monetization, user experience, and business strategy to advance revenue growth, engagement, retention, and long-term customer value. The position works closely with Commercial, Marketing, Editorial, Data, Product, Technology, Operations, and Executive Leadership teams to align digital initiatives with strategic priorities and business objectives. It also manages cross-functional roadmaps and external vendors and presents product performance, opportunities, risks, and recommendations to executive leadership.

Requirements

Bachelor’s degree in Business Administration, Marketing, Digital Media, Product Management, Communications, Data Analytics, Technology Management, Innovation, or a related field.
At least 8 years of progressive experience in digital product strategy, subscription products, digital monetization, media platforms, e-commerce, audience development, product management, digital transformation, or related fields.
At least 5 years of leadership experience managing cross-functional digital initiatives, product portfolios, monetization programs, subscription growth initiatives, or digital business transformation efforts.
Experience with subscription management platforms such as Piano or similar digital subscription, paywall, or customer lifecycle platforms.
Strong digital product management capabilities, including roadmap development, prioritization, user experience optimization, stakeholder alignment, and performance measurement.
Understanding of digital media business models, including subscriptions, advertising, branded content, premium content, newsletters, podcasts, video, OTT, e-commerce, and partner monetization.
Ability to connect audience behavior, product performance, content strategy, and revenue opportunities into actionable business recommendations.
Experience improving digital checkout flows, subscription conversion funnels, payment journeys, billing experiences, and customer retention processes.

Nice To Haves

Master’s degree in Business Administration, Digital Strategy, Product Management, Innovation, Marketing, Data Analytics, or a related field.
Experience in media, publishing, streaming, subscriptions, digital commerce, audience revenue, or consumer digital products.

Responsibilities

Lead the strategy, configuration, and optimization of the Piano platform for digital subscriptions, premium paywalls, user gating, and subscriber lifecycle management.
Own the subscription product roadmap to improve conversion, retention, engagement, renewal performance, and customer lifetime value.
Develop monetization strategies for ad-free tiers, premium content bundles, partner subscriptions, newsletters, digital offers, and other audience revenue opportunities.
Oversee the performance and continuous improvement of consumer-facing digital products, including websites, mobile apps, newsletters, audio, video, and OTT/Smart TV experiences.
Prioritize product enhancements, user experience improvements, feature releases, and platform initiatives according to audience needs, business impact, and revenue potential.
Lead optimization of digital commerce experiences, including subscription purchases, checkout flows, payment journeys, promotional offers, and transaction conversion.
Identify opportunities to reduce funnel friction through simplified checkout, digital wallets, alternative payment methods, and improved billing experiences.
Monitor audience behavior, product performance, subscription metrics, churn indicators, engagement trends, and revenue data to identify risks and growth opportunities.
Lead strategy for personalization, recommendation systems, audience intelligence, and AI-enabled product experiences.
Identify AI and automation use cases for content discovery, metadata tagging, transcription, translation, audience segmentation, and workflow efficiency.
Translate audience, product, subscription, and revenue insights into actionable recommendations for Product, Editorial, Marketing, Commercial, and Executive Leadership.
Build and manage the digital product and monetization roadmap across subscriptions, platforms, apps, e-commerce, audio, video, data, and AI-enabled experiences.
Align cross-functional stakeholders on priorities, timelines, ownership, success metrics, and launch readiness for major digital product initiatives.
Manage external vendors and strategic partners related to subscription platforms, product tools, media solutions, commerce capabilities, analytics, and digital monetization.
Present product performance, monetization opportunities, risks, progress, and recommendations to executive leadership.
Stay current on trends in digital media, subscriptions, audience monetization, personalization, AI, streaming, mobile apps, and digital commerce.
Comply with company standards, policies, and procedures, and applicable local and federal laws.
Perform other duties and responsibilities as assigned, consistent with the stated education and experience requirements.