Calendly

The scheduling automation platform for eliminating the back-and-forth emails to find the perfect time — and so much more

Senior Strategic Customer Success Manager

Customer Success ManagerCustomer SuccessFull TimeRemoteTeam 501-1,000Since 2013H1B No SponsorCompany SiteLinkedIn

Location

California

Posted

4 days ago

Salary

$114.8K - $155.3K / year

Bachelor Degree5 yrs expEnglish

Job Description

• Managing a diverse portfolio of Calendly’s largest accounts ($40k + ARR) leading with strategic plans that ensure adoption, retention, and long-term growth. • Understanding and navigating complex customer environments to uncover expansion opportunities across multiple business units and stakeholders. • Delivering a white-glove experience by proactively identifying & mitigating risk and opportunities, fostering executive engagement, and building long-term roadmaps that demonstrate measurable ROI. • Acting as a strategic partner by aligning Calendly’s product with customer business objectives, leveraging advanced configurations, integrations, and use cases. • Collaborating cross-functionally with Sales, Product, and Support to elevate the customer voice and influence product direction. • Playing a leadership role in CS operations by contributing to process evolution, playbook development, and CS-wide initiatives. • Confidently representing Customer Success across internal and external forums; building trust and alignment through strong communication and strategic thinking.

Job Requirements

  • 5+ years of experience in Customer Success, Account Management, or Sales within a SaaS/PLG environment.
  • Strong track record of owning and growing complex Enterprise accounts, especially those with multi-team and multi-product usage.
  • Skilled in analyzing customer data to drive strategic outcomes and uncover trends that inform proactive engagement.
  • Confident with tools like Salesforce, Gainsight, and other CS systems; dedicated to keeping internal systems up-to-date and accurate.
  • Demonstrated ability to operate autonomously, influence cross-functional decisions, and contribute to team growth and maturity.
  • Excellent communicator with strong business acumen and a sharp eye for balancing customer satisfaction and company goals.
  • Authorized to work lawfully in the United States of America as Calendly does not engage in immigration sponsorship at this time.

Benefits

  • Quarterly Corporate Bonus program (or Sales incentive)
  • equity awards
  • competitive benefits

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