Calendly

Staff Product Manager to lead 0->1 innovation for new AI-powered product experiences at Calendly, transforming how solopreneurs and small businesses run and grow their business. This role involves identifying, incubating, and scaling new product lines that extend Calendly's value beyond scheduling, leveraging AI for intelligent and effortless user experiences.

Machine Learning Engineer at Calendly to deliver business value by executing the full machine learning lifecycle hands-on, from problem discovery through model deployment and monitoring. Build and operate ML-powered features that create magical experiences for customers. This role is part of a high performing AI team and will be an integral part of building new, machine learning based experiences for internal and external customers.

Senior Director of Engineering to lead a team building critical core services for Calendly's shared services platform, with a focus on integrating AI/ML capabilities into core services, developer workflows, and product strategy. Requires extensive leadership experience and experience scaling an AI-first engineering organization.

Engineering Manager for Identity & Access Management (IAM) and Trust & Safety (T&S) teams. Responsible for leading teams that build secure, reliable, and intelligent products, including shaping the T&S roadmap with AI, and applying ML/AI to fraud prevention, abuse mitigation, and compliance. Focus on people leadership, technical guidance, and strategic planning for identity and security systems.

This role is for a Senior Manager of GTM Enablement at Calendly. The primary focus is on designing and delivering enablement programs for Sales, Customer Success, and Support teams. While the role involves building AI-native enablement experiences and leveraging AI tools for coaching and QA, the core function is not AI/ML development but rather enabling go-to-market teams within an enterprise AI company. The role requires a builder's mindset, experience in SaaS GTM enablement, team management, and a strong understanding of enablement technology.

Full Stack Engineer for the Commerce Squad at Calendly, responsible for shipping high-impact features to support revenue growth and a best-in-class commerce experience. The role involves building new features, scaling the platform and architecture, and leveraging AI tools in daily workflows to increase velocity and quality. Requires 3+ years of experience in full-stack development with proficiency in React, TypeScript, Node.js, PostgreSQL, and GraphQL, along with experience in Service Oriented Architecture and monolith to services modernization. Must be comfortable using AI tools responsibly.

Software Engineer - Security role focused on automating security workflows using modern tools, including AI. The role involves building internal tools, integrations, and reusable solutions to reduce risk and improve efficiency. While AI tools are used to accelerate development and problem-solving, the core deliverable is security automation, not AI model development.

Calendly is seeking a Principal Product Marketing Manager to define product strategy, influence prioritization, and lead go-to-market execution for new products, including AI capabilities. This role requires a strategic thinker comfortable with both upfront strategy and GTM execution, with experience in SaaS product marketing and influencing C-suite leadership. The candidate will leverage AI tools to enhance their work and drive product adoption.

Staff Product Manager for Calendly's Scheduling team, focusing on evolving and scaling the product into the AI era. The role involves understanding customer needs, crafting roadmaps, leading execution for new initiatives, prioritizing features, and partnering cross-functionally to build and launch new products. The goal is to make Calendly smarter, more proactive, and effortless for customers by leveraging AI.

Calendly is seeking a Senior Director of Growth Marketing to lead customer acquisition, retention, and revenue growth initiatives. This role will focus on building and scaling data-driven marketing strategies across digital and lifecycle channels, optimizing funnel performance, and maximizing customer lifetime value. Responsibilities include developing growth strategy, managing lifecycle and retention marketing, overseeing web presence, driving demand generation and acquisition through various paid channels, and establishing a culture of experimentation and analytics. The role requires strong leadership, analytical skills, and experience in high-growth environments.

Engineering Manager for Growth and Monetization at Calendly, focusing on people leadership, technical execution, and product strategy to enhance the scheduling experience for millions of users. Responsibilities include mentoring engineers, driving product initiatives, and ensuring career development.

Senior Full Stack Engineer on the Support Engineering team responsible for shaping and scaling internal tools, integrations, and in-product capabilities that power go-to-market teams. This role involves end-to-end ownership, from defining problems and architecting systems to building, launching, and continuously improving them, blending technical expertise with cross-functional collaboration. The role focuses on designing, building, and operating services and APIs for contacts, companies, data syncing, deduplication, and enrichment, prioritizing reliability, performance, and maintainability. It also involves partnering with Product and Design, contributing to data models, improving platform resilience with observability, and collaborating with adjacent squads. Experience with backend development, SaaS environments, cloud platforms (GCP preferred), Kubernetes, relational databases (PostgreSQL preferred), and service-oriented architectures is required. Frontend experience with React and TypeScript is a plus.

Calendly is seeking a Director of Brand & Advocacy to own the company's brand amplification strategy across social media, PR, and customer advocacy channels. This role involves leading a team, developing integrated strategies, overseeing social media and PR efforts, building customer advocacy programs, and partnering cross-functionally to drive brand awareness and affinity. The ideal candidate will have extensive experience in brand marketing, social media, and customer advocacy, with a data-driven approach to measuring program impact.

Calendly is seeking a Director, Customer Education to define and lead a full-funnel educational content strategy. This role involves setting the vision for customer education across various formats (demos, tutorials, Help Center, Learning Hub, live programming), leading a team of content specialists, partnering with Product Marketing, Product, and Customer Success, and establishing KPIs to measure content impact. The goal is to drive customer activation, adoption, and retention through strategic educational initiatives.

Engineering Manager at Calendly, a company focused on scheduling products. The role involves people leadership, technical execution, and product mindset, partnering with various stakeholders to define and deliver roadmaps. Responsibilities include mentoring engineers, identifying technical needs, hiring, and leading agile ceremonies. Requires experience managing software engineering teams and overall development experience in distributed/SaaS applications.

Full Stack Engineer to support features and architecture for Calendly's platform, which is undergoing decomposition from a monolith into services. The role involves building new features, scaling the platform, and improving tooling and automation. Experience with various technologies like GCP, Go, Typescript, NodeJS, React, PostgreSQL, Redis, Kubernetes, and Rails is expected. The engineer will collaborate with Product and Design, participate in agile ceremonies, mentor team members, and contribute to platform scaling initiatives.

Calendly is seeking a Senior Site Reliability Engineer to design, build, maintain, and operate their next-generation infrastructure platform. This role involves building tools, deploying open-source solutions, and consuming cloud services, with a focus on enabling application engineering teams through monitoring best practices and optimal infrastructure use. Responsibilities include developing infrastructure tools, evaluating cloud-native solutions, implementing Infrastructure as Code, enhancing observability, participating in on-call rotations, and defining standard practices for services and incidents.

Senior Full Stack Engineer on the App Platform team, responsible for building foundational capabilities that power Calendly's product ecosystem. This includes analytics, feature flagging, and real-time UX infrastructure. The role involves designing, developing, and maintaining scalable services, contributing to technical strategy, and ensuring operational excellence.

Calendly is seeking a Staff Product Operations Manager to lead R&D programs and projects, ensuring alignment from objectives to customer impact. This role involves driving cross-functional alignment, managing risks, and establishing operational standards within the Product Development Lifecycle.

Full Stack Engineer III at Calendly, focusing on building new features for enterprise customers, contributing to platform scaling, and modernizing the monolith architecture into services. The role involves working with various technologies including Node.js, Typescript, React, Go, and potentially interfacing with LLMs. Requires strong full-stack experience, SOA/microservices knowledge, and experience with AI coding assistants.

Staff Product Designer for the Growth team at Calendly, focusing on increasing customer engagement across interconnected products, including their AI product suite. The role involves identifying and executing high-impact experiments to improve user experience and drive growth.

Calendly is seeking a Senior Director of Product Growth to lead and execute product growth strategy. This role involves overseeing the development and optimization of the product portfolio, identifying growth opportunities, and managing the customer lifecycle. The Senior Director will collaborate with cross-functional teams, use data-driven insights for decision-making, and establish KPIs to track product performance. The role requires strong leadership, strategic thinking, and analytical skills, with a focus on driving growth and successful product launches in a B2B SaaS environment.

Senior Full Stack Engineer to build and evolve the core infrastructure for Calendly's calendar data platform, focusing on API development, synchronization services, and search infrastructure using ElasticSearch. The role involves Golang, Ruby/Rails, and PostgreSQL, with an emphasis on distributed systems, microservices, and high-availability platforms.

Senior Product Designer for the Growth team, focusing on increasing user discovery and engagement with new products like the AI Notetaker and contact management experience. The role involves designing hypothesis-driven experiences, leveraging data, and collaborating with cross-functional teams to improve user workflows.