[Hiring] Senior Director, Web Strategy and Operations @OutSystems

Role Description

OutSystems is the AI-powered application generation platform for the enterprise. Our website is one of our highest-leverage growth assets: it is where global campaigns, paid media, and field programs convert into pipeline, and where our brand shows up first for buyers and, increasingly, for AI answer engines. We are hiring a Senior Director, Web Strategy & Operations to own that asset end to end.

This is a builder-operator role for a demand-generation leader who thinks in conversion, not just clicks. You will:

• Set web strategy, run the platform and engineering behind it, own UX, content operations, web analytics, and CRO.
• Drive measurable pipeline through the site.
• Lead a cross-functional web organization spanning development, infrastructure, design, and content.
• Be accountable for turning web performance into demand-gen outcomes.

You are joining at a pivotal moment. OutSystems is completing a replatform to Webflow, standing up a new design system, and operationalizing self-service page creation so marketers can ship faster without sacrificing quality. You will inherit that foundation and make it a durable conversion and performance advantage.

What you will own

• Web strategy & demand generation: Own the web strategy that ties the .COM experience directly to pipeline.
• Development & web infrastructure: Lead the development team and the technical foundation of the web estate.
• Performance optimization: Own web performance as a first-class discipline.
• Web analytics & measurement: Own the web analytics and measurement discipline end to end.
• UX & design systems: Own the end-to-end user experience and information architecture.
• Content operations: Own the content operations and self-service model.
• Conversion rate optimization (CRO): Own CRO as the highest-leverage, lowest-spend growth lever.
• Team leadership & operating rhythm: Build, lead, and develop the global web organization.

What you will be measured on

• Web-sourced and web-influenced pipeline and ARR.
• Visitor-to-lead conversion by page type, and landing-page conversion rate by campaign.
• Form-fill and handraiser volume and rate.
• Time-to-publish for a new page (self-service velocity).
• Page speed and Core Web Vitals as conversion inputs.
• Quality and timeliness of web analytics, reporting, and insight to the business.
• Platform reliability, quality, and governance of the web estate.
• Team health, delivery predictability, and stakeholder satisfaction.

Qualifications

• 10+ years in web, digital, or growth roles, with 5+ years leading teams; experience at the Director or Senior Director level.
• A demand-generation background with a demonstrated focus on conversion.
• Deep, hands-on knowledge of Webflow, including scaling it as an enterprise platform.
• Proven ownership of design systems and information architecture at scale.
• Strong command of web performance optimization.
• A track record in conversion rate optimization and experimentation.
• Strong web analytics and measurement expertise.
• Experience leading or closely partnering with web development and infrastructure teams.
• Fluency across UX and content operations.
• Proven people leadership and operational management.
• Experience integrating web with the broader martech stack.
• Executive presence and cross-functional influence.
• Based in the United States.

Nice to have

• SEO and answer-engine optimization (AEO) experience.
• Experience through a website replatform or migration.
• B2B SaaS or enterprise software background.

Why this role matters

Most companies treat the website as overhead. At OutSystems, it is a growth lever we are deliberately investing in to diversify pipeline beyond high-touch channels and scale efficient, always-on demand.

Company Description

OutSystems is a leading AI Development Platform built for the enterprise. Global organizations trust OutSystems to rapidly build mission-critical apps and agents, modernize legacy processes with agentic systems, and govern their entire AI portfolio across complex regulatory environments, all on one unified platform.

• Founded in 2001, OutSystems now has offices in multiple countries.
• Our customers include recognizable brands across diverse industries.
• Consistently recognized as a leader by top analyst firms.

Working at OutSystems

• A company at the vanguard of the agentic revolution.
• Real growth opportunities through structured programs.
• A global collective of world-class talent.
• An inclusive culture that empowers individuals from all backgrounds.