Website Experience Sr. Director

Gympass; United States; Hybrid; USD 180,000 - 240,000; Full time

Benefits offered by this job

Remote-first flexibility

Flexible scheduling

Paid time off

Parental leave

Health insurance

Wellness subscription

Home office reimbursement

Job summary

Gympass seeks a senior leader to own the strategy and execution for a high-traffic website, guiding its evolution toward an agentic experience model where AI handles content assembly, personalization, and optimization. Reporting to the VP of Marketing Operations, the position blends strategic ownership with hands-on work across roadmap, design, experimentation, and analytics.

The leader directs product managers, UX designers, web analysts, and developers across multiple regions (remote within

Qualifications

• Seasoned digital or website leader with hands-on experimentation experience.
• Deep experience with analytics platforms and design systems.
• Concrete experience applying AI/agentic tech to marketing or web workflows.

Responsibilities

• Define and drive the multi-year vision and roadmap for the website experience.
• Own conversion rate optimization end-to-end with testing and research.
• Lead website performance measurement and automated reporting.
• Partner with product, content, and campaign stakeholders to align the site with launches.
• Direct website design and UX, including a headless CMS-based system.
• Evaluate and scale agentic AI tools and architecture for SEO and personalization.

Skills

Digital leadership

Experimentation program

Cross-functional leadership

Data-driven decisions

AI in marketing

Tools

Amplitude

Looker

Heatmaps

Headless CMS

Job description

Role overview

A senior leadership role owns the strategy and execution for a high-traffic website, guiding its evolution from a traditionally managed property toward an agentic experience model where AI handles content assembly, personalization, and optimization. Reporting to the VP of Marketing Operations, the position blends strategic ownership with hands-on work across roadmap, design, experimentation, and analytics. The leader directs product managers, UX designers, web analysts, and developers across multiple regions (remote within Brazil or the US).

Responsibilities

• Define and drive the multi-year vision and roadmap for the website experience, advancing an agentic operations model with clear human-in-the-loop guardrails.
• Own conversion rate optimization end-to-end: design experimentation strategy, prioritize A/B tests, run qualitative research and behavioral surveys, and translate findings into decisions.
• Lead website performance measurement and automated reporting (traffic, MQLs, sign-ups, conversions) using behavioral analytics, heat mapping, Amplitude, and Looker.
• Partner with product, content, and campaign stakeholders to align the site with launches and the broader marketing roadmap.
• Direct the website design and UX function, including a headless CMS-based design system and the Figma-to-code operating model, setting the quality bar for human and AI-generated output.
• Evaluate, pilot, and scale agentic AI and orchestration tools, and architect content and information architecture for SEO, GEO/AEO, and AI-driven discovery and personalization.

Requirements

• Seasoned digital or website leader with proven ownership of a large site and hands-on experience running experimentation programs.
• Deep expertise across web technology stacks, including analytics platforms, headless CMS, and design systems, managed end-to-end.
• Concrete experience applying AI or agentic technology to marketing or web workflows, including AI-assisted design-to-code pipelines in production.
• Track record leading cross-functional teams of product managers, designers, analysts, and developers across geographies.
• Strong point of view on where agentic AI creates leverage on a website versus where it introduces risk, with the ability to defend that position to varied audiences.
• Comfort with data-driven decision making, including funnel analysis, behavioral data, and experimentation methodology.

Benefits and work setup

• Remote-first flexibility with hybrid options available; the working model for the role can be discussed during hiring.
• Flexible scheduling that lets employees align work with time zones, team needs, and personal routines.
• Paid time off accruing after six months, plus additional annual days, tenure-based extra days, and a birthday holiday.
• Fully paid parental leave for all new parents, with extended leave and a phased return-to-work option for those who give birth.
• Health, dental, and life insurance coverage.
• Free premium wellness subscription with access to gyms, studios, digital fitness, and mental wellbeing resources, extendable to family members.
• Dedicated emotional wellbeing program offering therapy sessions and on-demand content.
• Home office reimbursement and access to career development platforms with personalized growth roadmaps.