Head of Web

What do we do?

Paddle offers digital product companies a completely different approach to their payment infrastructure. Instead of assembling and maintaining a complex stack of paymentsrelated 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 highperformance, highconversion engines that support our PLG and salesled growth.

You’ll lead a crossfunctional 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 youll 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 endtoend performance, from traffic through to key actions (signups, 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 selfserve and salesled 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 testandlearn culture. Implement frameworks for rapid AB 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.

• AIDriven Personalisation: Implement AIbased personalisation frameworks (e.g., content modules, visitor segmentation, journey orchestration) to increase relevance and outcomes.

• Wed 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 crossfunctional teams of developers, designers, and UXcontent

  • Strong technical acumen and comfortable leading CMSstack decisions and working closely with engineers

  • Experience using AI design and prototyping tools and personalisation platforms

  • Datainformed, testdriven mindset with fluency in AB testing, analytics platforms, and session tools

  • Strategic, collaborative, fastmoving, comfortable working across brand, product, and performance

  • 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. We will do everything we can to support any accommodations needed. We’re committed to building a diverse team where everyone feels safe to be their authentic self. Let’s grow together.

    
    Why you’ll love working at Paddle

    We are a diverse, growing group of Paddlers across the globe who pride ourselves on our transparent, collaborative and respectful culture.

    We live and breathe our values, which are:

    Paddle for others

    Paddle together

    Paddle simply

    We offer a full suite of benefits, including attractive salaries, stock options, retirement plans, private healthcare and wellbeing initiatives.

    We are a ‘digitalfirst’ company, which means you can work remotely, from one of our stylish hubs, or even a bit of both! We offer all team members unlimited holidays and enhanced parental leave. We invest in learning and will help you with your personal development via constant exposure to new challenges, an annual learning fund, and regular internal and external training.