Customer Success Manager II

Calendly

Customer Success Manager driving renewals and managing customer accounts at Calendly. Collaborating across teams to enhance product value and customer engagement.

Posted 5/15/2026full-timeRemote • California • 🇺🇸 United StatesJuniorMid-Level💰 $79,670 - $109,262 per yearWebsite

About the role

Key responsibilities & impact

Manage a high-volume, diverse portfolio of 200+ accounts within the scaled segment, balancing efficiency with personalized customer engagement.
Drive renewals as a core priority, using usage data and automation to efficiently assess risk and likelihood to renew across a large book of business.
Understanding and navigating complex customer environments to uncover expansion opportunities across multiple business units and stakeholders.
Deliver a consistent, scalable customer experience across a high-volume portfolio by leveraging playbooks, automation, and data signals to proactively identify risk and expansion opportunities.
Collaborating cross-functionally with Sales, Product, and Support to elevate the customer voice and influence product direction.

Requirements

What you’ll need

2-3+ years of experience in Customer Success, Account Management, Renewals, or Sales within a SaaS/PLG environment.
Proven track record of owning and driving renewals across a high-volume book of business, with experience supporting customers who have multi-team or 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, DocuSign, and other CS systems; dedicated to keeping internal systems up-to-date and accurate across a high-volume book of business.
Able to work independently on most customer scenarios, collaborate effectively with cross-functional teams, and contribute to team best practices and process improvements.
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

Comp & perks

Top Performer Bonus program (or Sales incentive)
Equity awards
Competitive benefits

ATS Keywords

✓ Tailor your resume

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools

Customer SuccessAccount ManagementRenewalsSalesData AnalysisStrategic OutcomesProactive Engagement

Soft Skills

CollaborationCommunicationBusiness AcumenIndependenceProcess Improvement