Head of Web

About Paddle

Paddle offers digital product companies a completely different approach to their payment infrastructure. Instead of assembling and maintaining a complex stack of payments-related apps and services, we’re a Merchant of Record for our customers. That means we take away 100% of the pain of payment fragmentation. It’s faster, safer, cheaper, and, above all, way better. We’re backed by investors including KKR, FTV Capital, Kindred, Notion, and 83North and serve over 5000 software sellers in 245 territories globally.

The Role

We’re hiring a Head of Web to lead Paddle’s most visible and commercially critical digital properties. This role sits at the intersection of brand, performance, and product, and is responsible for transforming Paddle’s digital surfaces into high-performance, high-conversion engines that support our PLG and sales-led growth.

You’ll lead a cross-functional web team (design, dev, UX, content, and experimentation) with full accountability for performance, conversion, velocity of execution, and alignment across teams. This is a dynamic growth function. You’ll use AI to accelerate design, prototyping, and personalisation, ensuring rapid iterations and continuous testing to meet aggressive pipeline and revenue goals.

What you'll do

• Strategy & Roadmap: Define the vision and roadmap for paddle.com and other digital surfaces, balancing brand storytelling, product clarity, conversion, and speed.
• Performance & Conversion: Own end-to-end performance, from traffic through to key actions (sign-ups, demo requests, pricing page visits, PQL triggers).
• Design Velocity & Experimentation: Use AI design and prototyping tools to rapidly test and iterate UX, copy, and layouts.
• PLG & Sales Motion Enablement: Build seamless, distinct journeys for self-serve and sales-led visitors. Optimise CTA strategy, user flows, and intent signalling for each motion.
• Content & Messaging: Collaborate with Product Marketing and Brand to ensure copy, messaging, and structure align to ICPs, segments, and commercial priorities.
• Experimentation & CRO: Build a test-and-learn culture. Implement frameworks for rapid A/B and multivariate testing. Drive continuous improvements to conversion rates.
• Tech Stack & Site Performance: Lead dev resources to ensure the site is fast, stable, and scalable. Own decisions around CMS, infrastructure, tracking, and tooling.
• AI-Driven Personalisation: Implement AI-based personalisation frameworks (e.g., content modules, visitor segmentation, journey orchestration) to increase relevance and outcomes.

We'd love to hear from you

• 7+ years in web, growth, UX, or digital product roles within B2B SaaS
• Proven track record owning web performance, conversion optimisation, and experimentation
• Experience leading cross-functional teams of developers, designers, and UX/content
• Strong technical acumen and comfortable leading CMS/stack decisions and working closely with engineers
• Experience using AI design and prototyping tools and personalisation platforms
• Data-informed, test-driven mindset with fluency in A/B testing, analytics platforms, and session tools
• Strategic, collaborative, fast-moving, comfortable working across brand, product, and performance

About the Team & Culture

Everyone is welcome at Paddle. At Paddle, we’re committed to removing invisible barriers, both for our customers and within our own teams. We recognise and celebrate that every Paddler is unique and we welcome every individual perspective. As an inclusive employer, we don’t care if, or where, you studied, what you look like or where you’re from. We’re more interested in your craft, curiosity, passion for learning and what you’ll add to our culture. We encourage you to apply even if you don’t match every part of the job ad, especially if you’re part of an underrepresented group. Please let us know if there’s anything we can do to better support you through the application process and in the workplace.

Employment Details

• Employment Type: FullTime
• Location Type: Remote