Customer Success Manager II
Quick Summary
What’s in it for you? Ready to make a serious impact? Millions of people already rely on Calendly, and we’re still in the midst of exciting product growth — it’s a fantastic time to join us.
Ready to make a serious impact? Millions of people already rely on Calendly, and we’re still in the midst of exciting product growth — it’s a fantastic time to join us. Everything you’ll work on here will accelerate your career to the next level. If you want to learn, grow, and do the best work of your life alongside the best people you’ve ever worked with, then we hope you’ll consider allowing Calendly to be a part of your professional journey.
What’s so great about working on Calendly’s Customer Experience team?
We provide a high touch experience to each customer and enable them to maximize our product so that they can gain valuable time back into their day to day.
Why do we need you?
Well, we are looking for a Customer Success Manager II who will bring a proactive, growth-oriented mindset and a passion for helping customers get real value out of Calendly. You'll report to the Senior Manager, Customer Success and will be responsible for managing a high-volume portfolio of accounts, driving product adoption, and owning renewals — using your product knowledge, data, and playbooks to engage the right customers at the right time.
- 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
The ranges listed above are the expected annual base salary for this role, subject to change.
Calendly takes a number of factors into consideration when determining an employee’s starting salary, including relevant experience, relevant skills sets, interview performance, location/metropolitan area, and internal pay equity.
Base salary is just one component of Calendly’s total rewards package. All full-time (30 hours/week) employees are also eligible for our Top Performer Bonus program (or Sales incentive), equity awards, and competitive benefits.
Calendly uses the zip code of an employee’s remote work location, or the onsite building location if hybrid, to determine which metropolitan pay range we use. Current geographic zones are as follows:
- Tier 1: San Francisco, CA, San Jose, CA, New York City, NY
- Tier 2: Chicago, IL, Austin, TX, Denver, CO, Boston, MA, Washington D.C., Philadelphia, PA, Portland, OR, Seattle, WA, Miami, FL, and all other cities in CA.
- Tier 3: All other locations not in Tier 1 or Tier 2
This role may require occasional travel for company events, team collaboration, or offsites.
Location & Eligibility
Listing Details
- Posted
- May 15, 2026
- First seen
- May 15, 2026
- Last seen
- May 15, 2026
Posting Health
- Days active
- 0
- Repost count
- 0
- Trust Level
- 87%
- Scored at
- May 15, 2026
Signal breakdown

Calendly is your scheduling automation platform for eliminating the back-and-forth emails to find the perfect time — and so much more.
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