Senior Director, Software Engineering

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. About the team & opportunity What’s so great about working on Calendly’s Engineering team? Calendly is the scheduling automation and meeting lifecycle platform used by millions of users for eliminating the back-and-forth emails to find the perfect time — and so much more. We are looking for an experienced and hands-on leader in the product development space. This is an exciting opportunity to create, drive, and evangelize a vision for a core Calendly product area that directly impacts user engagement and growth. In this role, you will lead a group of engineers that deliver customer-facing capabilities that power key user workflows and experiences Why do we need you? Well, we are looking for an experienced Engineering leader who will bring operational maturity, technical subject-matter expertise, and the ability to drive alignment and execution across cross-functional product teams A day in the life of a Senior Director, Engineering at Calendly On a typical day, you will be working on: Defining and executing the vision and strategy for a key product area aligning with the Calendly’s goals and priorities Supporting and mentoring a team of managers and engineers, providing technical guidance and coaching on their career development Driving innovation and adoption of new technologies and methodologies that enhance customer-facing products and user experiences. Delivering a high-quality, dependable product experience that meets customer expectations and scales with business growth Collaborating with other engineering teams, product managers, and stakeholders to understand the business requirements and deliver solutions that meet or exceed expectations Driving continuous improvement in how teams build and ship customer-facing features What do we need from you? 15+ years of software engineering experience, with at least 10+ years in a leadership role Experience helping to build and scale an AI-first engineering organization, including integrating AI/ML capabilities into core services, developer workflows, and product strategy Experience leading high-performance engineering teams Experience building highly-available distributed back-end systems Comfortable acting as a change-agent, driving adoption of modern engineering methodologies Experience leveraging modern cloud technologies to deliver scalable customer-facing products Experience operating in both high-growth startup technology companies and larger, more established organizations, with the ability to adapt leadership style and processes to each Strong communication, collaboration, and problem-solving skills Passion for delivering high-quality products and services that delight customers Ability to iterate and ship fast The ability to work in our San Francisco office 2 days per week Authorized to work lawfully in the United States of America as Calendly does not engage in immigration sponsorship at this time Tier 1 Salary Hiring Range $328,320 — $426,816 USD Tier 2 Salary Hiring Range $300,960 — $391,248 USD Tier 3 Salary Hiring Range $273,600 — $355,680 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.