About the team & opportunity

Joining Calendly’s Security team offers a unique opportunity to be part of a fast-growing, high-impact company that’s transforming how people schedule meetings. We’re committed to fostering a strong security and engineering culture that attracts self-starters who thrive in dynamic, innovative environments. If you’re passionate about security and excited to explore uncharted territory, this is the place for you.

A day in the life of a Director, Product Security at Calendly

As the Director of Product Security, you will be responsible for building, scaling, and leading Calendly’s Product Security program. You’ll play a critical role in ensuring our applications and cloud infrastructure are secure, scalable, and resilient as we expand our product offerings.

On a typical day, you'll be working on:

• Program Development: Build and mature a comprehensive Product Security program that aligns with Calendly’s growth, emphasizing application security, cloud infrastructure, and secure software development practices
• Secure Development Lifecycle: Embed security into the software development lifecycle (SDLC) 
• AI and Innovation: Lead efforts to secure artificial intelligence features, ensuring data privacy, compliance, and security by design
• Cross-Functional Collaboration: Partner closely with product and engineering teams to influence product architecture and feature development with a security-first approach
• Hands-on Leadership: Supplement and support application security efforts through technical assessments, and incident response as needed
• Team Building and Mentorship: Recruit, mentor, and develop a team of security engineers
• Security Evangelism: Act as an advocate for security best practices within Calendly and the broader tech community
• Governance and Compliance: Ensure compliance with relevant security and privacy standards and manage security audits related to our product and cloud environment.

What do we need from you?

• Extensive Experience: 8+ years of experience in cybersecurity with a strong focus on application and product security, including 3+ years in a leadership role
• Hands-on Skills: Deep technical knowledge with the ability to remain hands-on, conducting security assessments, code reviews, and architecture reviews when necessary
• Strategic Vision: Ability to develop and execute a strategic roadmap for product security that aligns with business objectives and growth
• Strong Collaboration: Excellent collaboration skills, with a proven track record of influencing cross-functional teams and driving security initiatives in partnership with engineering and product leadership
• Communication Skills: Exceptional communication skills, with the ability to translate complex security concepts into actionable recommendations for technical and non-technical stakeholders
• Agile Mindset: Experience working in fast-paced, agile environments, balancing the need for security with the need for speed in a startup-like setting
• Remote Leadership: Experience leading distributed teams in a remote-first environment is a plus
• Legal Authorization: Must be authorized to work in the United States, as Calendly does not provide immigration sponsorship at this time

What’s in it for you? 

Ready to make a serious impact? Millions of people already rely on Calendly’s products, and we’re still in the midst of our growth curve — 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.

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 contact us at [email protected] . Calendly is registered as an employer in many, but not all, states. If you are located in Alaska, Hawaii, Montana, North Dakota, South Dakota, Nebraska, Iowa, West Virginia, and Rhode Island, 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

The ranges listed below 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 Quarterly Corporate 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