Director, Web

About the team & opportunity

Calendly is the scheduling automation platform used by millions for eliminating the back-and-forth emails to find the perfect time — and so much more. As a much-loved brand powering meetings for millions every week, Calendly has built a remarkable GTM machine. A fundamental part of Calendly’s self-serve success and the opportunity ahead is based on how we enable millions of people per year to learn about, and be successful with Calendly.

In this newly created role, you will have overall responsibility for our Self-Serve Content & Web function. You and your team will be responsible for our self-serve properties and content, which currently includes Calendly’s Marketing Website, Help Center, developer portal, careers site, and more. Core to the function’s success will be how we deliver high quality self-serve content for prospects and users, and how we transform what we have in the market today to be truly at the forefront of self-serve experiences.

The team is made up of developers, operations managers, designers, content creators (in our Customer Education team), and strategists with experienced managers supporting you. This is not a traditional marketing website role – you will drive a transformative vision for self-serve content, unified self-serve experiences, conversion rate optimization, and how we represent Calendly’s brand in-market. You will report directly to our VP, Growth, and work very closely with our Analytics, Brand and Product Marketing, Lifecycle, and many other partners across the business.

A day in the life of a Web Director

• Building out and supporting the delivery of our web and self-serve content vision and roadmap – guiding the team as they make strategy, design, content, and tooling decisions to execute against this roadmap, and packaging the vision and decisions for leadership review and feedback, as appropriate.
• Helping evolve the customer education team to think about the entire prospect and user journey, giving feedback and direction on content quality, strategy, and distribution.
• Overseeing our experimentation program – supporting our Website Strategy and Web Operations leaders to prioritize experiments that support the goals of the web properties.
• Supporting our top-of-funnel organic growth (predominantly organic search, landing pages, etc.) through an SEO/AEO strategy executed by our Website Strategy Lead and agency partners.
• Ensuring a tight feedback loop and partnership with our Support organization, so self-serve content responds to real-customer insights and opportunities, and with other partners across the Business that we support.
• Regularly reviewing dashboards, analytics, and custom analyses to help you understand exactly how prospects and customers consume content, navigate sites, and the business grows.
• Managing and mentoring your team, ensuring consistent alignment towards goals, a clear understanding of what amazing looks like, and consistently pushing the team on new ways of thinking about great execution, content, and design.

What do we need from you?

• At least 8+ years of experience in Website and/or Content Marketing roles in B2B Saas, including significant leadership experience.
• Content skills - outstanding written communication skills and love communicating value in a clear, human way. You know a lot about customer education, content marketing, and have experience across other mediums too.
• Technical marketing skills – you’ve spent enough time in Content Management Systems, analytics platforms, session recording tools, interactive demo tools, and know the lay of the land. You’re not a developer, and not the most technical on the team, but you’re AI-savvy, understand how it all works, what’s happening in the industry, and opportunities that exist.
• Analytical skills – you’re not quite an analyst but able to tell a story with data, and even access, transform and analyze data at a basic level.
• An eye for design – you have a good sense of what great web design looks like, and can partner with designers to give constructive feedback with a vision in mind.
• A strong sense of creativity – you’re always dreaming up big ideas, trendscraping the latest by best-in-class companies, and eager to try anything.
• You are both a visionary and a driver. We’re building a new way of doing things. To be successful you’ll be able to dream up and articulate the top of the mountain, build a plan, ensure your team is onboard, and push yourselves to execute to a point of impact or learning – with positive energy, clarity and in a highly collaborative manner.
• Bonus: Experience in a hybrid PLG/SLG business where you have worked in service of both self-serve and enterprise customers.
• Authorized to work lawfully in the United States of America as Calendly does not engage in immigration sponsorship at this time