[Remote] Senior Strategic Customer Success Manager

Remote Full-time
Note: The job is a remote job and is open to candidates in USA. Calendly is a rapidly growing company that provides scheduling solutions for millions of users. They are seeking a Senior Strategic Customer Success Manager to manage a portfolio of high-value accounts, driving adoption and retention while serving as a strategic advisor to executive-level stakeholders.ResponsibilitiesManaging a diverse portfolio of Calendly’s largest accounts ($40k + ARR) leading with strategic plans that ensure adoption, retention, and long-term growthUnderstanding and navigating complex customer environments to uncover expansion opportunities across multiple business units and stakeholdersDelivering a white-glove experience by proactively identifying & mitigating risk and opportunities, fostering executive engagement, and building long-term roadmaps that demonstrate measurable ROIActing as a strategic partner by aligning Calendly’s product with customer business objectives, leveraging advanced configurations, integrations, and use casesCollaborating cross-functionally with Sales, Product, and Support to elevate the customer voice and influence product directionPlaying a leadership role in CS operations by contributing to process evolution, playbook development, and CS-wide initiativesConfidently representing Customer Success across internal and external forums; building trust and alignment through strong communication and strategic thinkingSkills5+ years of experience in Customer Success, Account Management, or Sales within a SaaS/PLG environmentStrong track record of owning and growing complex Enterprise accounts, especially those with multi-team and multi-product usageSkilled in analyzing customer data to drive strategic outcomes and uncover trends that inform proactive engagementConfident with tools like Salesforce, Gainsight, and other CS systems; dedicated to keeping internal systems up-to-date and accurateDemonstrated ability to operate autonomously, influence cross-functional decisions, and contribute to team growth and maturityExcellent communicator with strong business acumen and a sharp eye for balancing customer satisfaction and company goalsAuthorized to work lawfully in the United States of America as Calendly does not engage in immigration sponsorship at this timeBenefitsQuarterly Corporate Bonus program (or Sales incentive)Equity awardsCompetitive benefitsTop Performer Bonus program (or Sales incentive)Equity awardsCompetitive benefitsOccasional travel for company events, team collaboration, or offsitesCompany OverviewCalendly is a modern scheduling platform that helps individuals, teams, and organizations automate meeting by removing the back and forth. It was founded in 2013, and is headquartered in Atlanta, Georgia, USA, with a workforce of 501-1000 employees. Its website is https://calendly.com.

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