Director, Data Science & MLE

Position Overview

• Location Type: [Not Specified]
• Job Type: [Not Specified]
• Salary: [Not Specified]

Calendly is seeking a Head of Data Science & Machine Learning to lead its AI and data science initiatives. This role will be responsible for developing and executing the company's AI and data science strategy, driving innovation through advanced machine learning models and generative AI, and leading a multidisciplinary team. The position reports to the VP of Data & Infrastructure.

Requirements

• Education: Advanced degree (Master’s or PhD preferred) in Computer Science, Data Science, Statistics, Engineering, or a related quantitative field.
• Experience:
  • 10+ years of experience in AI, machine learning, or data science.
  • Significant leadership or management experience.
  • Proven track record of delivering complex AI/ML solutions at scale and driving measurable business outcomes.
• Technical Expertise:
  • Deep knowledge of modern AI/ML algorithms, frameworks, and best practices (e.g., supervised/unsupervised learning, deep learning, NLP, computer vision).
  • Strong programming skills in languages such as Python, R, or similar.
  • Experience with data engineering, analytics platforms, and cloud-based AI/ML infrastructure.
• Leadership Skills: Demonstrated ability to build, lead, and mentor high-performing technical teams.
• Strategic Thinking: Ability to develop and execute AI/ML strategies aligned with business goals and market demands.
• Project Management: Strong project management skills, including resource allocation, timeline management, and budget oversight.
• Communication: Excellent verbal and written communication skills, with the ability to influence and collaborate across all organizational levels and with external partners.
• Ethics and Compliance: Commitment to ethical AI development, data privacy, and regulatory compliance.
• Continuous Learning: Passion for staying current with AI/ML advancements and fostering a culture of ongoing professional development.

Responsibilities

• Strategic Leadership: Develop and drive Calendly’s AI and data science strategy, ensuring alignment with overall business objectives and market needs.
• AI/ML Innovation: Lead the research, development, and deployment of advanced machine learning models and generative AI solutions to address complex business challenges and enhance product offerings.
• Team Leadership and Development: Build, manage, and mentor a multidisciplinary team of data scientists, machine learning engineers, and researchers, fostering a culture of innovation, collaboration, and continuous learning.
• Cross-Functional Collaboration: Work closely with Product, Engineering, Design, Marketing, Sales, and Customer Success teams to integrate AI/ML initiatives across the organization and ensure seamless execution.
• Project Oversight: Oversee the end-to-end lifecycle of AI/ML projects, from ideation and prototyping to production deployment and monitoring, ensuring timely delivery and measurable business impact.
• AI Governance and Ethics: Establish and enforce best practices for ethical AI development, data governance, compliance, and risk management, ensuring transparency, fairness, and regulatory adherence.
• Stakeholder Engagement: Engage with internal and external stakeholders to understand business requirements, validate AI-driven solutions, and communicate technical concepts to non-technical audiences.
• Continuous Improvement: Stay abreast of emerging AI/ML technologies and industry trends, driving innovation and process improvements within the team and organization.

Company Information

Millions of people already rely on Calendly’s products, and the company is still in the midst of its growth curve. This role is pivotal and leverages AI and data science as core drivers of innovation, efficiency, and competitive advantage.