Senior GTM Operations Manager, Calendly
$123.5-174.3k
Salary dependent on location
More information about location
Automated appointment scheduling
Open for applications
Automated appointment scheduling
501-1000 employees
Open for applications
$123.5-174.3k
Salary dependent on location
More information about location
501-1000 employees
Company mission
To provide broad and deep support for various meeting scenarios, and make scheduling easier and more efficient.
Role
Who you are
- We are looking for a Senior GTM Operations Manager who will bring an experimental, growth‑oriented mindset; deep technical proficiency; and strong partnership & communication skills
- 6+ years in a technical GTM Operations, Revenue Operations, Sales Operations, or Marketing Operations role at a SaaS company, supporting Sales, Marketing, or Customer Success teams
- Hands‑on experience with AI, automation platforms, and LLMs using Clay, OpenAI (ChatGPT), Anthropic (Claude), Zapier, and Hightouch
- Comfortable designing APIs, building webhooks, authoring cloud functions, and querying data in SQL to connect our GTM systems. Familiarity with Python, TypeScript or similar is a plus
- Proven track record leading automation projects across GTM systems and partnering with systems teams for tools like Salesforce, Outreach, Marketo, Braze, and Gong
- A self‑starting, data‑driven mindset with commercial bias and hacker mentality—run experiments, prototype fast, and measure impact
- Strong cross‑functional collaboration, documentation, and communication skills—experience managing work in Jira or Asana
- Curiosity about emerging AI technologies, agent frameworks, and GPT development
- Bonus: Experience in a hybrid PLG/SLG business
- Authorized to work lawfully in the United States of America as Calendly does not engage in immigration sponsorship at this time
What the job involves
- GTM Operations at Calendly is a growing team that manages the systems, tools, and processes powering Sales, Marketing, Customer Success, and Customer Experience
- We’re leading AI‑driven experimentation and workflow automation to accelerate pipeline, deliver personalized experiences at scale, and eliminate manual work
- You’ll join as a key technical partner—driving automation and AI across the entire customer journey alongside passionate GTM leaders
- You will report to the Senior Director of GTM Operations and be responsible for designing, building, and scaling AI‑driven automation and experimentation that optimizes sales, marketing, and customer success workflows—unlocking new pipeline opportunities, driving revenue, and reducing manual effort
- Prioritizing and managing the GTM automation and experimentation roadmap—working with leadership to align initiatives to revenue, pipeline, and efficiency goals
- Brainstorming and building AI‑powered automations like intelligent lead routing, dynamic visitor campaigns, automated content generation, and voice‑of‑customer feedback pipelines—using OpenAI, Claude, and custom GPT agents
- Partnering with Growth Marketing to design and run experiments and campaigns across outbound and inbound workflows using Clay, Hightouch, and other growth‑tooling platforms (e.g., anonymous visitor tracking, personalization engines)
- Architecting, building, and maintaining custom API integrations that connect AI services, data sources, and our GTM stack (Salesforce, Outreach, Marketo, Braze, Clay, Hightouch, etc.) to automate end‑to‑end workflows
- Building custom LLM/GPT applications to surface insights and streamline GTM workflows
- Collaborating with GTM Operations, Sales, Marketing and Customer Success to translate pain points into strategic priorities and scalable GTM workflow solutions
- Documenting your work—creating runbooks, guides, and demos to ensure smooth handoffs and QA
- Analyzing results of experiments at scale and iterating quickly to boost impact
Application process
- Once selected for an opportunity, the recruiter assigned to the role will keep you informed every step of the way
Our take
Calendly is a cloud-based scheduling service that is straightforward to use. It allows around 10 million customers per month to connect and make appointments based on their available times without having to send emails back and forth.
The platform offers four different plans - allowing individuals, small companies, and large enterprises alike to make use of these services. Calendly's growth to date been based mostly around a very organic strategy. Its invites become links to Calendly itself, so people who like it can, and do, start to use it.
There are a handful of competing products on the market, including offerings from Doodle and Microsoft, but Calendly's customer-friendly design has won it attention and allowed it to carve itself a space in the field. Impressive funding has contributed to the company's expansion, allowing it to capitalize on the increasing popularity of home and hybrid working.
Freddie
Company Specialist at Welcome to the Jungle
Insights
21% employee growth in 12 months
Company
Funding (2 rounds)
Jan 2021
$350m
SERIES B
Apr 2014
$0.6m
SEED
Total funding: $350.6m
Company benefits
- Quarterly Bonus
- Equity
- Home Office Setup
- Technology
- Pick Your Own Perk
- Flexible Time Off
- Vacation Stipend
- Parental Leave
- Health and Wellbeing
- Fun Community Events
- 401k Company Match
Company HQ
Atlantic Station, Atlanta, GA
Leadership
Tope Awotona
(CEO)Having studied at the University of Georgia, they worked as an IBM Sales Rep and for Perceptive Software, Vertafore, and EMC as an Account Manager. They left the latter in 2014, having founded Calendly in February 2013.
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