Director, Brand Influence, Advocacy & AI Discovery

Director, Brand Influence, Advocacy & AI Discovery

Remote - US

Ready to make a serious impact? Millions of people already rely on Calendly, and we’re still in the midst of exciting product growth — it’s a fantastic time to join us. Everything you’ll work on here will accelerate your career to the next level. If you want to learn, grow, and do the best work of your life alongside the best people you’ve ever worked with, then we hope you’ll consider allowing Calendly to be a part of your professional journey.

We are the team behind how millions of people discover, understand, and fall in love with Calendly. From shaping our brand narrative to mobilizing customers and employees as authentic advocates, our Marketing team drives the awareness and affinity that fuels Calendly's growth. We move fast, think boldly, and are deeply committed to telling stories that matter — and we're looking for a leader to help us do it at scale.

Millions of people rely on Calendly every day, and we're transforming from a scheduling platform into an AI-powered meeting lifecycle platform. This role will shape how customers, communities, and AI-powered discovery engines find, trust, and recommend Calendly.

We are looking for a Director of Brand Influence, Advocacy & AI Discovery to define how Calendly builds trust, authority, and discoverability in an AI-first world. You will own Calendly's customer advocacy strategy and key distribution channels (social and PR/Communications), while expanding the function to include AI-powered discovery, ensuring customer voices, community engagement, reviews, thought leadership, and trusted third-party validation strengthen how buyers—and increasingly AI platforms like ChatGPT, Gemini, Claude, Perplexity, and Microsoft Copilot—discover and recommend Calendly’s new and existing products.

Working closely with Brand Design, Content, Growth Marketing, Product Marketing, Product, Customer Success, and Lifecycle Marketing, you will build a modern advocacy engine that fuels awareness, acquisition, activation, expansion, retention, and long-term brand authority.

• Define and execute Calendly's long-term customer advocacy and AI discovery strategy.
• Define and manage channel roadmaps for social media and PR/Communications
• Build and scale customer advocacy programs including reviews, references, testimonials, ambassadors, speakers, referrals, and creator programs.
• Develop a customer evidence engine that transforms customer success into trusted digital assets including reviews, user-generated content, tutorials, community discussions, and executive advocacy.
• Partner with Growth, SEO, and Content teams to advance Answer Engine Optimization (AEO) and Generative Engine Optimization (GEO).
• Increase Calendly's visibility across AI-powered discovery platforms including ChatGPT, Gemini, Claude, Perplexity, and Microsoft Copilot.
• Expand Calendly's presence across review sites (ie, G2, Trustradius), Reddit, Linked In, You Tube, podcasts, industry communities, and partner ecosystems.
• Lead employee and executive advocacy initiatives that amplify authentic brand voices.
• Partner with Product Marketing, Growth Marketing, Product, Customer Success, and Lifecycle Marketing to support product launches, adoption, and expansion.
• Lead, coach, and develop the advocacy, social, and PR team while establishing clear operating rhythms and measurable outcomes.
• Measure performance using traditional channel-specific metrics alongside emerging AI discovery metrics.

• 12+ years of experience in Brand Marketing, Customer Marketing, Community, Product Marketing, Growth Marketing, or Customer Advocacy.
• Experience building and scaling advocacy or community programs within a B2B SaaS organization.
• Strong understanding of Product-Led Growth (PLG) and customer-led growth strategies.
• Experience building programs from 0→1 while scaling mature functions.
• Exceptional cross-functional leadership and executive communication skills.
• Strong…