Senior Director, Engineering

As the Senior Director of Engineering at Calendly, you will define and execute the vision for a new line of business, support and mentor engineering managers, drive innovation in technology adoption, ensure high quality and performance of services, and collaborate across teams to deliver exceptional solutions.

Candidates for the Senior Director of Engineering role at Calendly should have at least 12 years of software engineering experience, with a minimum of 6 years in a leadership capacity. Knowledge in building distributed systems, cloud platforms like GCP, and experience in a startup environment are highly preferred.

Essential skills for the Senior Director of Engineering at Calendly include strong leadership and mentoring abilities, excellent communication and collaboration skills, a solid foundation in problem-solving, and a passion for delivering high-quality, innovative products and services.

In this leadership role, the Senior Director of Engineering at Calendly fosters a culture of empowerment, innovation, and collaboration, providing guidance and coaching to team members while driving the adoption of modern methodologies to enhance team performance.

The Senior Director of Engineering position at Calendly is entirely remote, allowing you the flexibility to innovate and collaborate from anywhere in the United States, as long as you are authorized to work lawfully in the country.

When answering this question, consider discussing how you adapt your leadership approach based on team needs, your experience in mentoring and developing talent, and how you encourage innovation and collaboration to achieve results.

Highlight specific methodologies or frameworks you've implemented, such as Agile or Scrum, and provide examples of successful projects where these strategies led to innovative solutions or improved team performance.

Discuss your experience with best practices in software development, such as code reviews, automated testing, and continuous integration, while explaining how these contribute to overall service quality and performance.

Share a specific instance from your career, detailing the challenge, your thought process in addressing it, and the outcome. Emphasize your problem-solving skills and the role collaboration played in your success.

Talk about techniques you use to foster open communication, such as regular check-ins, team-building activities, and utilizing collaboration tools that maintain transparency and encourage knowledge sharing.

Detail your experience working with Google Cloud Platform, including specific services you've utilized, projects you've completed, and how your knowledge has contributed to prior roles or projects.

Emphasize the importance of mentorship in developing future leaders. Provide insights into your mentoring approach and share examples that showcase how you've supported team members' growth in the past.

Explain how you incorporate business objectives into technical discussions, ensuring that engineering decisions align with overall company strategies while maintaining high-quality standards.

Discuss metrics such as code quality, deployment frequency, lead time for changes, and team satisfaction. Explain how tracking these metrics helps improve team performance and aligns with business goals.

Describe your approach to conflict resolution, emphasizing the importance of communication, understanding different viewpoints, and working towards a collaborative solution that strengthens the team dynamic.