A day in the life of a Director, Brand Influence, Advocacy & AI Discovery

What's so great about working on Calendly's Marketing team?

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.

What's in it for you?

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.

Why do we need you?

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.

On a typical day, you will:

• 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, LinkedIn, YouTube, 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.

Basic Qualifications

• 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 analytical mindset with experience defining KPIs and measuring business impact.

Preferred Qualifications

• Experience in a high-growth B2B SaaS company ($100M+ ARR preferred).
• Knowledge of AI-powered search ecosystems and emerging Answer Engine Optimization (AEO) and Generative Engine Optimization (GEO), including relevant software solutions for tracking.
• Experience partnering with SEO, Organic Growth, Content Strategy, and Product Marketing teams.
• Experience with advocacy platforms such as Influitive, Gainsight, Khoros, or similar.
• Experience leveraging review platforms, online communities, creator ecosystems, and third-party trust signals to drive growth.

Success Metrics

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• Customer participation and advocacy engagement
• Review quality and velocity across G2 and other review sites
• Brand share of voice and sentiment
• AI recommendation share and AI citation frequency
• Growth in trusted third-party mentions
• Customer-generated content growth
• Community engagement and digital authority