Staff Program Manager, R&D Strategic Operations

About the team & opportunity 

Why join Calendly’s R&D Strategic Operations team? Calendly is the scheduling automation platform used by millions of users for eliminating the back-and-forth emails to find the perfect time — and so much more. We’re looking for a highly experienced and seasoned Principal Program Manager to accelerate the delivery of R&D strategic programs and projects from problem space definition to customer impact. 

This is an exciting opportunity to take on a leadership role in delivering against Calendly’s most important business outcomes, and will also be an opportunity to set the standard for operational excellence at Calendly. We are looking for a dynamic and strategic leader who can influence stakeholders across the organization, drive cross-functional alignment, and lead through influence to deliver on a portfolio of high-impact high-complexity programs and projects. 

This role reports to the VP of R&D Strategic Operations (as part of the CTO’s organization).

A day in the life of a Staff Program Manager at Calendly

As a Staff Program Manager, you will manage a portfolio of R&D programs and projects, ensuring that all aspects of the program are well defined and aligned – from setting program-level objectives and success metrics to driving alignment around scope, timelines, and dependencies; and actively managing and triaging ongoing risks and decisions to remove obstacles and impediments along the way.

On a typical day, you will be working on: 

• Leading end-to-end delivery of a portfolio of strategic programs and projects from problem space definition to customer impact – including defining program-level OKRs, scope, resourcing requirements, milestone timelines, dependency management, risk mitigation, decision making, progress/impact tracking, etc.
• Partnering with leadership and cross-functional stakeholders from across the organization to anticipate, address and remove obstacles and impediments through effective problem framing and decision-making facilitation
• Establishing (and modeling) the standard for the program management craft at Calendly – including establishing best practices for planning, prioritization, execution, program governance, data-driven decision making, etc.
• Improving cross-functional collaboration and communication by creating shared understanding and alignment, and serving as a leader to the team as we navigate uncertainty and change
• Providing thought leadership to help drive improvements to R&D operating rhythm, and more broadly, company operating rhythm

What do we need from you?

• 10+ years of direct program management experience managing high-complexity, high-visibility, high-impact enterprise-wide programs
• Candidates located in San Francisco are highly preferred; this role requires frequent travel to San Francisco for the first 6-12 months (2-3 times a month for several days at a time)
• Demonstrated ability in leading programs across a wide range of business and technology-related topics from problem space definition to customer impact (bonus: strong understanding of SaaS technologies or demonstrated ability to collaborate with engineering teams on complex technology programs)
• The Ability to assimilate different points of view to create shared understanding across a broad spectrum of stakeholders
• Exceptional leadership and communications skills; proven ability to influence without authority, build trust, manage complexity and drive business results
• Demonstrated experience managing programs in a remote-first environment; mastery of collaboration tooling administration and enablement (i.e., Jira, Confluence, Miro, etc.) 
• B.A. in a business or technical field; M.B.A., P.M.P, or comparable certification a plus
• Authorized to work lawfully in the United States of America as Calendly does not engage in 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