Senior Strategic Insights Analyst

About the role

Join Calendly, a company that millions of people rely on for scheduling. This role accelerates your career by bridging analytical insights with business action.

Responsibilities

• Partner with Analytics teams and business leaders to understand emerging trends, identify the most important business implications, and shape narratives around high-impact findings.
• Synthesize insights across Product Analytics, Reporting Analytics, Marketing Analytics, and Data Science, connecting findings to broader business strategy, customer behavior, product performance, and company goals.
• Create executive-ready communications including decision briefs, presentations, strategic memos, planning materials, and leadership updates.
• Curate and maintain recurring insight communications, including weekly and monthly business reviews, executive summaries, and stakeholder updates.
• Ensure critical insights reach the right audiences—from the board and executive team to functional leaders and the broader organization—in formats that drive alignment and decision-making.
• Develop foundational materials that improve organizational understanding of key business drivers, metrics, customer behaviors, and strategic priorities.
• Establish standards and best practices for analytics storytelling, insight packaging, discoverability, and communication quality across the Analytics organization.
• Help Analytics teams leverage AI and emerging tools to scale communications while maintaining editorial quality and analytical rigor.

Requirements

• 8+ years of experience in strategy, business operations, consulting, analytics enablement, product operations, research synthesis, or similar roles that translate complex information into business decisions.
• Exceptional written and verbal communication skills, with the ability to simplify complex concepts without losing nuance and adapt messaging for audiences ranging from individual contributors to executive leadership.
• Strong business acumen and analytical curiosity, with the ability to engage deeply with analytical findings, identify the most important insights, and connect them to broader company strategy, customer behavior, and business performance.
• Demonstrated experience creating executive-level narratives, recommendations, and decision-support materials from analytical, technical, or operational inputs.
• Experience working cross-functionally with analytics, product, GTM, finance, operations, and executive stakeholders.
• Strong organizational and prioritization skills, with the ability to manage multiple concurrent projects and stakeholders.
• High degree of ownership and comfort operating in ambiguous, fast-changing environments.

Qualifications

• Basic Qualifications: See detailed requirements above.
• Preferred Qualifications: See detailed requirements above.

Benefits

Calendly offers a competitive salary range, up to $203,561 USD for Tier 1, based on relevant experience, skills, and performance. Additional benefits include the Top Performer Bonus program, equity awards, and comprehensive health insurance.

Pay

Tier 1 Salary Hiring Range: $173,027 USD - $203,561 USD

Schedule

Full-time (30 hours/week) positions are eligible for the Top Performer Bonus program or Sales incentive, equity awards, and competitive benefits.