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Senior Director, Web Strategy

Team: Global Growth Marketing | Location: United States (remote, with travel as needed) | Reports to: VP, Global Growth Marketing

About the role

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, and drive measurable pipeline through the site. You will lead a cross-functional web organization spanning development, infrastructure, design, and content, and you will 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. Partner closely with Campaigns, Brand, PMMs, Paid Media, and Field & Channel so that ad message, landing page, and offer are planned as one system. Set and hit web-sourced and web-influenced pipeline targets, and treat the site as a demand-gen engine, not a brochure.

Development & web infrastructure

Lead the development team and the technical foundation of the web estate: the Webflow platform, integrations with the martech stack (Marketo, 6sense, Qualified, and related tools), governance, security, reliability, and the tooling that lets the business move quickly. Own build-vs-buy and partner/agency decisions for web engineering, and hold vendors and partners to quality and timeline.

Performance optimization

Own web performance as a first-class discipline. Page speed, Core Web Vitals, and technical health are conversion inputs, not IT hygiene, and you will treat them that way. Set performance standards, instrument them, and drive continuous improvement across templates and campaign pages.

Web analytics & measurement

Own the web analytics and measurement discipline end to end: the tracking and tagging architecture (analytics platform, tag manager, event and conversion tracking, data-layer governance) and the reporting that turns behavior into decisions. Define the web KPIs and funnel instrumentation, ensure attribution ties cleanly into the demand-gen funnel and martech stack, and build the dashboards and insight cadence that tell the team what to fix, test, and double down on. Make data, not opinion, the driver of prioritization across CRO, UX, content, and performance.

UX & design systems

Own the end-to-end user experience and information architecture, including global navigation and the design system that spans page, template, and global levels. Ensure the system pairs brand consistency with proven conversion patterns, so that self-service speed never comes at the cost of quality or CRO.

Content operations

Own the content operations and self-service model that let demand-gen and field marketers build on-brand, high-converting pages and creative themselves, faster. Establish the governance, templates, and workflows that scale page production globally without a bottleneck.

Conversion rate optimization (CRO)

Own CRO as the highest-leverage, lowest-spend growth lever we have. Build the experimentation program (testing, message match, form simplicity, mobile, speed) and lift conversion across page types, from self-serve demo requests to content and campaign landing pages. Make optimization a repeatable operating rhythm, not a one-off project.

Team leadership & operating rhythm

Build, lead, and develop the global web organization across development, design, content, and analytics, including a mix of internal team members, contractors, and agency partners. Set clear roles, priorities, and standards; coach and grow the team; and manage capacity against an always-on intake of campaign, brand, and product demands. Establish the operating rhythm that keeps the function predictable and fast: a clear intake and prioritization process, sprint or release cadence, regular performance and experimentation reviews, and a reporting cadence to leadership and cross-functional partners. Run the web roadmap as a transparent, business-aligned plan rather than a reactive queue.

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

What you bring

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. You have owned or been directly accountable to a pipeline number and understand how the website feeds the funnel.
Deep, hands-on knowledge of Webflow, including scaling it as an enterprise platform.
Proven ownership of design systems and information architecture at scale (page, template, and global levels).
Strong command of web performance optimization: page speed, Core Web Vitals, and the technical practices that improve them.
A track record in conversion rate optimization and experimentation, with real, measurable lift.
Strong web analytics and measurement expertise: analytics platforms, tag management, event/conversion tracking, attribution, and turning data into a prioritized action plan.
Experience leading or closely partnering with web development and infrastructure teams; comfortable owning the technical roadmap and vendor relationships.
Fluency across UX and content operations, and the judgment to balance brand, speed, and conversion.
Proven people leadership and operational management: building and developing teams, managing agencies and contractors, and running a clear intake, prioritization, and delivery rhythm.
Experience integrating web with the broader martech stack (Marketo, 6sense, Qualified, or equivalents).
Executive presence and cross-functional influence: you can align Campaigns, Paid, Product, and regional teams around a shared web strategy.
Based in the United States.

Nice to have

SEO and answer-engine optimization (AEO) experience, including structuring content for discoverability in AI answer engines. This is a plus, not a core requirement of the role.
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. If you want to own a strategic asset end to end, and be measured on the pipeline it produces, this is that role.

More about OutSystems

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.

As the future becomes agentic, our customers need us now more than ever. While AI has opened the door to extraordinary possibilities, most large organizations find themselves stuck on one side of the "enterprise gap" because AI by itself doesn't solve their complex use cases and business challenges. OutSystems bridges the "enterprise gap" by combining the speed of generative AI with a deterministic, enterprise-grade framework. We provide the tools for teams of any size to deliver high-quality, reliable AI solutions that drive real business impact.

We are looking for passionate, talented, and motivated people to join us as we empower organizations to build, deploy, and scale the next generation of enterprise software. While we are leading the charge into the agentic era, our mission is broader: we are the platform enterprise leaders trust to evolve their entire business, accelerating innovation through secure, governed human-AI collaboration.

OutSystems is a global company, with more than 900k developer community members, 1,700 employees, more than 600 partners, and thousands of active customers in over 75 countries and across 21 industries. Founded in 2001, OutSystems now has offices in the United States, United Kingdom, the Netherlands, Portugal, Germany, the UAE, Japan, Hong Kong, Malaysia, Australia, India, and Singapore, and includes a thriving, worldwide community of remote employees.

Our customers are some of the world's most recognizable brands across diverse industries— such as Toyota, Heineken, Bosch, KeyBank, and UCLA—who trust OutSystems to deliver ROI and transformational impact.

Consistently recognized as a leader by top analyst firms Gartner, IDC and Forrester, OutSystems continues to shape the future of enterprise software development in the agentic era. We are proud to be named a leader in more than 100 categories on G2, including #1 in Customer Satisfaction in Enterprise Low Code Development, and most recently as a leader in AI Agent Building in the G2 Spring 2026 Reports.

Working at OutSystems

Our culture is built on our core values of Trust, Customer Success, Innovation, and Alignment. We operate as one global OutSystems team, taking ownership to pursue our vision of being the AI platform enterprise leaders trust to build, secure, and evolve their most critical applications and systems.

What do we have to offer you?

A company at the vanguard of the agentic revolution, where we don’t just react to AI innovation—we architect it. Joining OutSystems means stepping onto a high-growth rocket ship that combines the fearless agility of a startup with the sophisticated, global foundation of an enterprise powerhouse.
Real growth opportunities. We don't just talk about development; we invest in it through structured programs designed to scale your expertise. Whether you are aiming for vertical progression, exploring lateral moves into new domains, or mastering specialized AI skills through our Professional Development Fund and Internal Mobility Program, we provide the resources to get you there.
A global collective of world-class talent, where you’ll collaborate with enterprise software legends and sought-after thought leaders. At OutSystems, our industry experts aren't just visionaries—they are accessible, approachable mentors who are deeply invested in your growth as we architect the agentic future together.

OutSystems nurtures an inclusive culture where talented individuals from all backgrounds are empowered to learn, experiment and make an impact. . We believe that driving our next phase of growth requires the radical creativity that only comes from diverse perspectives. We are committed to building a team as global and diverse as the organizations we serve, ensuring every individual can perform to their full potential. As an equal opportunity employer, all qualified applicants receive equal consideration regardless of race, origin, religion, sex, sexual orientation, gender identity, disability, veteran status, or any other protected status.

Why work here?

OutSystems is the 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.

We are looking for passionate, talented, and motivated people to join us as we empower organizations to build, deploy, and scale the next generation of enterprise software. While we are leading the charge into the agentic era, our mission is broader: we are the platform enterprise leaders trust to evolve their entire business, accelerating innovation through secure, governed human-AI collaboration.

About OutSystems

OutSystems is consistently recognized as a leader in enterprise software development by Gartner, IDC, and Forrester, and ranked #1 in Customer Satisfaction by users on G2. Business leaders, IT executives and developers choose OutSystems to accelerate internal innovation without compromising reliability and security.

Founded in 2001, the OutSystems ecosystem includes more than 85 million end users, over 600 partners, and thousands of active customers in 75+ countries across 20+ industries. Learn more at www.outsystems.com.

Ready to join the global leader in AI Development and be part of a transformative journey? OutSystems awaits, where your talent meets unparalleled opportunity!

Senior Director, Web Strategy and Operations