Senior Strategic Insights Analyst

ABOUT THE ROLE We are seeking a highly skilled Strategic Synthesist to join our Analytics organization at Calendly. As a key member of our team, you will play a critical role in bridging the gap between analytical output and business action. You will partner closely with analysts, analytics leaders, and business stakeholders to understand the underlying drivers behind findings, connect patterns that may not be visible within a single team or analysis, and identify the most important implications for the business. WHAT YOU'LL DO In this role, you will 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. You will create executive-ready communications, including decision briefs, presentations, strategic memos, planning materials, and leadership updates. You will also 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. On a typical day, you will: - 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 various analytics teams, 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. WHAT YOU'LL NEED To be successful in this role, you will need: - 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. WHY REMOTE As a remote worker, you will have the flexibility to work from anywhere and enjoy a better work-life balance. You will be part of a collaborative and