Senior Strategic Insights Analyst

Responsibilities

• Partner with Analytics teams and business leaders to identify emerging trends and shape narratives around high-impact findings.
• Synthesize insights across Product, Reporting, Marketing Analytics, and Data Science to connect findings to broader business strategy and company goals.
• Create executive-ready communications, including decision briefs, presentations, strategic memos, and leadership updates.
• Curate and maintain recurring insight communications such as weekly and monthly business reviews and executive summaries.
• Establish standards and best practices for analytics storytelling, insight packaging, and communication quality across the organization.
• Help Analytics teams leverage AI and emerging tools to scale communications while maintaining analytical rigor.

Requirements

• 8+ years of experience in strategy, business operations, consulting, analytics enablement, or similar roles.
• Exceptional written and verbal communication skills with the ability to simplify complex concepts for executive leadership.
• Strong business acumen and analytical curiosity to connect data findings to customer behavior and business performance.
• Demonstrated experience creating executive-level narratives and decision-support materials.
• Experience working cross-functionally with product, GTM, finance, and executive stakeholders.
• High degree of ownership and comfort operating in ambiguous, fast-changing environments.

Preferred Qualifications

• Experience in management consulting, business strategy, chief of staff, or business operations roles.
• Experience supporting executive leadership teams, strategic planning processes, or board reviews.
• Familiarity with analytics workflows, experimentation, metrics, and forecasting.
• Track record of increasing the visibility and business impact of analytical work across multiple functions.
• Familiarity with AI tools for content creation and knowledge management.

About the Company

Calendly is a leading scheduling platform used by millions of people to manage their time and connect with others more efficiently. We are a remote-first company focused on driving product growth and delivering high-impact tools for our global user base.