Head of Product Development - WEB

Company and Vision

Planet Art’s vision is to be the leading seller of personalized and make‑on‑demand products worldwide. We provide consumers with unmatched tools and content and an unparalleled end‑to‑end customer experience that results in high‑quality, meaningful finished products and memorable celebrations of live events.

The company’s brands include the popular Free Prints and Free Prints Photobooks apps, the industry‑leading Simplyto Impress card and stationery site, as well as Personal Creations, Cafe Press and ISeeMe! Visit  to learn more about our brands.

We have more than 500 team members across multiple offices, primarily in Calabasas, CA;
San Diego, CA;
Woodridge, IL;
Minneapolis, MN; and Pleasanton, CA. We also have team members in two company‑owned offices in China, as well as in Europe.

Planet Art is seeking a Head of Product Development, Web to own the strategy, execution, and evolution of our consumer‑facing web platforms across multiple brands.

This is a technically grounded product leadership role focused on scalable e‑commerce platforms, backend‑integrated systems, analytics instrumentation, and performance at scale.

Product leaders in this role are accountable for the end‑to‑end customer experience
, owning the full journey from site discovery through product exploration, purchase, fulfillment, and delivery. This includes ensuring the physical product delivered matches customer expectations set on the site and that delivery timing aligns with promised arrival windows. The role requires holistic ownership across acquisition, user experience, platform performance, operational dependencies, and post‑purchase touchpoints.

This is not a UX‑only or roadmap‑only role. Candidates must have direct experience shipping and scaling revenue‑critical web platforms.

PLEASE NOTE:

Candidates must be local to or willing to relocate to the Calabasas area as we operate on a hybrid work model (3 days onsite, 2 remote).

• Own the web product development strategy and translate business priorities into a technically executable roadmap.
• Lead the planning, build, launch, and optimization of large‑scale web platforms across multiple brands.
• Act as the primary product partner to web and platform engineering, collaborating on architecture and delivery tradeoffs.
• Drive product decisions across e‑commerce flows, personalization, content management, performance, and reliability.
• Ensure tight integration between frontend experiences, backend services, APIs, and data pipelines.
• Own the full web customer lifecycle, including discovery, checkout, fulfillment communication, and delivery experience.
• Ensure product experiences accurately reflect product quality, customization options, pricing, and delivery expectations.
• Define and own analytics strategy, including instrumentation, validation, and insight generation.
• Partner with operations and fulfillment teams to align platform capabilities with execution realities.
• Lead high‑impact initiatives with accountability for outcomes.
• Mentor product leaders and raise technical and execution standards.
• Own platform modernization and deprecation decisions.

• 5+ years of product leadership experience with significant ownership of web‑based e‑commerce platforms.
• Demonstrated experience scaling consumer‑facing, transaction‑heavy web systems.
• Strong technical fluency in modern web architectures and frameworks, backend services and API‑driven systems, cloud infrastructure, scalability concepts, analytics instrumentation, and data quality.
• Proven ability to challenge technical assumptions and partner deeply with engineering.
• Experience operating in performance‑ and revenue‑sensitive environments.
• Strong decision‑making and communication skills.

• Experience is primarily enterprise B2B, CDP, CRM, or Mar Tech platforms.
• Web work has been limited to CMS, marketing, or frontend‑only experiences.
• Cannot explain how analytics data is collected and validated.
• Have not owned revenue‑critical checkout or fulfillment flows.

• Work is performed in an office environment with low…