Calendly

Senior GTM Project Manager, Strategy & Operations

Remote

Not SpecifiedCompensation
Senior (5 to 8 years), Expert & Leadership (9+ years)Experience Level
Full TimeJob Type
UnknownVisa
Biotechnology, SaaSIndustries

Senior GTM Project Manager, Strategy and Operations

About the team & opportunity

What’s so great about working on Calendly’s GTM Operations team? We partner across Sales, Customer Success, Marketing, and Customer Experience to build the operating engine that drives Calendly’s growth—optimizing how we engage prospects and delight customers at every touchpoint.

Why do we need you? We’re looking for a Senior GTM Project Manager, Strategy and Operations to join the GTM Operations team and report to the Senior Director of GTM Operations. In this role, you’ll drive strategic planning, operational rhythms, OKR management, and special projects that power our go-to-market engine across sales, CS, marketing, and CX.

A day in the life of a Senior GTM Project Manager at Calendly

On a typical day, you will be working on:

  • Driving GTM strategic planning and OKR management: Partnering with GTM leaders to define, track, and report on objectives and key results, and preparing leadership updates and monthly business reviews.
  • Establishing and owning the rhythm of the GTM business: Running leadership and team meetings, quarterly off-sites, and operational checkpoints.
  • Building and maintaining dashboards and reporting tools: Providing data-driven insights on GTM performance and ensuring accountability.
  • Optimizing and streamlining workflows: Improving efficiency at scale between GTM sub-teams and cross-functional partners.
  • Identifying, leading, and executing high-impact special projects: Including integrated ops plan development, rebrand PM support, and voice-of-customer initiatives.
  • Supporting change management: Acting as the primary point of contact for ad hoc process needs for new tools, processes, and GTM initiatives.
  • Serving as a trusted advisor to GTM leaders: Proactively surfacing opportunities for improvement and removing blockers to keep projects on track.

What do we need from you?

  • Experience: 6–9 years of experience in go-to-market operations, project management, or strategy in a fast-paced tech environment.
  • Strategic Planning & OKRs: Proven track record of driving strategic planning and managing OKRs with measurable business outcomes.
  • Project Management Skills: Exceptional project management skills, including process improvement, operational excellence, and strong budgetary discipline.
  • Analytical Skills: Strong analytical skills with hands-on experience in dash-boarding and reporting tools.
  • Jira & Asana Proficiency: Strong Jira and Asana management skills, including admin-level capabilities to configure workflows, manage permissions, and oversee work tracking.
  • Communication & Presentation: Excellent communication and presentation skills, with demonstrated ability to influence cross-functional teams and executive stakeholders.
  • Navigating Ambiguity: Ability to define clear project milestones, develop action plans, and remove blockers to achieve goals.
  • Meeting Facilitation: Experience facilitating leadership meetings, business reviews, and planning off-sites.
  • Work Authorization: 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.

Our Hiring Process

We aim to provide an inclusive and equitable candidate experience to everyone who expresses interest in working at Calendly. To learn more about our hiring process, please visit our careers page at www.careers.calendly.com.

Once selected for an opportunity, the recruiter assigned to the role will keep you informed every step of the way. Have questions? Let your recruiter know! Want to share your experience? We are passionately committed to improving and building on our process, and we consider feedback a gift.

Skills

Go-to-market strategy
Project management
Operations management
OKR management
Strategic planning
Business reviews
Meeting facilitation
Dashboarding
Reporting
Workflow optimization
Change management
Process improvement

Calendly

Automates scheduling for individuals and businesses

About Calendly

Calendly simplifies scheduling for individuals and businesses by providing a platform that automates the process of setting up meetings and appointments. It integrates with popular calendar systems like Google Calendar, Outlook, and iCloud to ensure users can manage their time efficiently and avoid double-booking. Unlike many competitors, Calendly offers a subscription-based model with a free basic version and several premium plans that include advanced features such as team scheduling and custom branding. This tiered pricing approach allows users to start for free and upgrade as they see the value in additional functionalities. The goal of Calendly is to enhance productivity by reducing the back-and-forth communication typically involved in scheduling meetings.

Atlanta, GeorgiaHeadquarters
2013Year Founded
$341MTotal Funding
SERIES_BCompany Stage
Consumer Software, Enterprise SoftwareIndustries
501-1,000Employees

Benefits

Competitive pay
Quarterly bonus
Team member equity
Home office setup
Technology stipend
Pick your own perk stipend
Flexible Time Off
Vacation stipend
Parental leave
Medical, dental, & vision coverage
Fun community events
401k company match

Risks

Increased competition from AI-powered tools like Kalendar.AI threatens Calendly's market share.
Recent 13% workforce reduction may impact innovation and service levels at Calendly.
New CTO appointment could lead to strategic shifts misaligned with customer expectations.

Differentiation

Calendly offers seamless integration with major calendar systems like Google, Outlook, and iCloud.
The platform provides customizable scheduling solutions with features like custom branding and APIs.
Calendly's subscription model includes a free version, encouraging upgrades to premium plans.

Upsides

The rise of hybrid work models increases demand for efficient scheduling solutions like Calendly.
Global scheduling software market projected to grow at 13.1% CAGR from 2023 to 2028.
Increased demand for remote work tools boosts usage of scheduling software by 30% in 2023.

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