Note: The job is a remote job and is open to candidates in USA. Calendly is experiencing exciting product growth and is seeking a Senior Strategic Insights Analyst to bridge the gap between analytical output and business action. The role involves partnering with analysts and business stakeholders to synthesize findings, create strategic communications, and enhance the visibility and impact of analytics across the organization.
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
Skills
- 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
- Experience in management consulting, business strategy, chief of staff, business operations, analytics leadership, or similar strategic roles
- Experience supporting executive leadership teams, strategic planning processes, board reviews, or company-level business reviews
- Familiarity with analytics workflows, experimentation, metrics, forecasting, and data-informed decision-making environments
- Track record of increasing the visibility, adoption, and business impact of analytical work across multiple functions
- Familiarity with AI tools for content creation and knowledge management, including appropriate use cases and quality controls
Benefits
- All full-time (30 hours/week) employees are also eligible for our Top Performer Bonus program (or Sales incentive)
- Equity awards
- Competitive benefits
Company Overview