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Director, Brand Influence, Advocacy and AI Discovery at Calendly: 100% Remote (US (Not hiring in DE, IA, HI, MT, NE, ND, RI, SD, AK, WV, ID))

August 4, 2026

Title: Director, Brand Influence, Advocacy & AI Discovery

Location: Remote - US

Job Description:

What’s in it for you?

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.

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

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

Tier 1 Salary Hiring Range

$223,835 - $279,793 USD

Tier 2 Salary Hiring Range

$205,182 - $256,477 USD

Tier 3 Salary Hiring Range

$186,529 - $233,161 USD

The ranges listed above are the expected annual base salary for this role, subject to change.

Calendly takes a number of factors into consideration when determining an employee’s starting salary, including relevant experience, relevant skills sets, interview performance, location/metropolitan area, and internal pay equity.

Base salary is just one component of Calendly’s total rewards package. All full-time (30 hours/week) employees are also eligible for our Top Performer Bonus program (or Sales incentive), equity awards, and competitive benefits.

Calendly uses the zip code of an employee’s remote work location, or the onsite building location if hybrid, to determine which metropolitan pay range we use. Current geographic zones are as follows:

Tier 1: San Francisco, CA, San Jose, CA, New York City, NY
Tier 2: Chicago, IL, Austin, TX, Denver, CO, Boston, MA, Washington D.C., Philadelphia, PA, Portland, OR, Seattle, WA, Miami, FL, and all other cities in CA.
Tier 3: All other locations not in Tier 1 or Tier 2

If you are an individual with a disability and would like to request a reasonable accommodation as part of the application or recruiting process, please let your Recruiter know when first connecting with them. Calendly is registered as an employer in many, but not all, states. If you are located in Alaska, Delaware, Hawaii, Idaho, Iowa, Montana, Nebraska, North Dakota, Rhode Island, South Dakota, and West Virginia, you will not be eligible for employment. Note that all individual roles will specify location eligibility.

All candidates can find our Candidate Privacy Statement here

Candidates residing in California may visit our Notice at Collection for California Candidates here: Notice at Collection

This role may require occasional travel for company events, team collaboration, or offsites.

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...