Director of Brand – Advocacy

Role Overview

• Define and evolve Calendly's integrated brand amplification strategy, setting a 1–3 year vision for how we show up across social, PR, and advocacy channels to grow awareness, share of voice, and brand affinity. Translate company and product priorities into coordinated programs that make Calendly's story impossible to ignore.
• Lead and develop your team — a Social Media Lead, Customer Advocacy Lead, and PR Contractor — by setting clear goals, providing coaching, and creating an environment where each person can do their best work. Hold the team accountable to outcomes while removing blockers and advocating for resources needed to execute.
• Oversee Calendly's social media strategy and execution, partnering with the Social Media Lead to develop platform strategies, content pillars, editorial calendars, and channel-specific playbooks that grow reach and drive meaningful engagement. Ensure social content is on-brand, audience-first, and connected to the broader marketing narrative.
• Guide and provide strategic direction to our PR contractor, helping shape Calendly's narrative, prioritize media opportunities, and ensure PR efforts are tightly connected to broader brand and business goals. Serve as the internal voice of the brand in all communications decisions, translating company priorities into clear story angles and messaging frameworks the PR contractor can execute against.
• Build and scale customer advocacy programs that identify, activate, and nurture brand champions — turning customer success into reviews, testimonials, case studies, speaking opportunities, and community engagement that amplify Calendly's story at scale. Design the systems and incentive structures that make participation easy and sustainable.
• Partner with Internal Communications, Employee Experience, and the Social Media Lead to activate employees as authentic brand voices on social and professional networks. Provide strategic direction, content toolkits, and brand guidance that makes it easy for employees to share Calendly's story in ways that feel genuine and impactful.
• Partner cross-functionally with creative, product marketing, demand gen, and executive communications teams to develop compelling content and campaigns that feed all brand and advocacy channels. Ensure creative quality, message consistency, and strong alignment between brand moments and business objectives.
• Establish KPIs and a reporting cadence to measure the impact of brand, PR, and advocacy programs — tracking reach, share of voice, engagement, and pipeline influence. Use data and insights to continuously optimize strategy and communicate program effectiveness to senior leadership.

Requirements

• 15+ years of progressive experience in brand, communications, or marketing roles, with at least 3 years in a director-level or equivalent senior leadership position managing cross-functional teams.
• Demonstrated track record of developing and scaling integrated brand amplification strategies across social media and customer advocacy channels, with the ability to set strategic direction for PR and communications efforts executed by agency or contractor partners.
• Proven experience leading and developing direct reports and contractor/agency relationships, with a strong track record of building high-performing, accountable teams.
• Deep expertise in B2B social media strategy and content development, including platform best practices across LinkedIn, X (Twitter), and other key channels relevant to a SaaS audience.
• Comfort working with and providing strategic guidance to PR contractors or agency partners — able to set messaging direction, prioritize story opportunities, and evaluate PR output without needing to be a hands-on media relations practitioner.
• Experience building or scaling customer advocacy, reference, or community programs — including reviews, testimonials, brand ambassadors, and customer marketing initiatives.
• Data-driven mindset with the ability to establish KPIs, measure program effectiveness across channels, and translate insights into strategic decisions.
• Authorized to work lawfully in the United States of America as Calendly does not engage in immigration sponsorship at this time.

Benefits

• Competitive benefits
• Top Performer Bonus program
• Equity awards