Senior GTM Engineer

August 5

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Calendly

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SaaS • Productivity • Enterprise

Calendly is a leading scheduling platform, trusted by over 100,000 organizations worldwide, including 86% of Fortune 500 companies. It simplifies the process of scheduling meetings through integrations with Google Calendar, Microsoft Outlook, and other calendar systems. Calendly offers tools for automated meeting reminders, follow-ups, and customizable scheduling options, making it suitable for individual users and enterprise organizations alike. With features like video conferencing tool integration, custom event types, and comprehensive admin management, it supports a seamless scheduling experience and boosts productivity across teams. Calendly’s platform integrates with over 70 other tools to enhance workflow efficiencies, offering solutions for individuals, teams, and enterprise-level clients.

501 - 1000 employees

Founded 2013

☁️ SaaS

⚡ Productivity

🏢 Enterprise

💰 $3.5G Series B on 2021-01

📋 Description

• 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.

🎯 Requirements

• 5+ years in a technical GTM Operations, Revenue Operations, Sales Operations, or automation engineer 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 integrating workflows across GTM systems and partnering with systems‑admin 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

🏖️ Benefits

• Competitive benefits • Quarterly Corporate Bonus program (or Sales incentive) • Equity awards