Senior Strategic Customer Success Manager, Calendly

$133.9-189k

+ Quarterly Corporate Bonus program, Top Performer Bonus Program and equity. Salary will vary by location

Salesforce

Gainsight

Senior and Expert level

Remote from US

More information about location

Automated appointment scheduling

Be an early applicant

Automated appointment scheduling

501-1000 employees

B2CB2BEnterpriseInternal toolsProductivitySaaSMobileAutomation

Be an early applicant

$133.9-189k

+ Quarterly Corporate Bonus program, Top Performer Bonus Program and equity. Salary will vary by location

Salesforce

Gainsight

Senior and Expert level

Remote from US

More information about location

501-1000 employees

B2CB2BEnterpriseInternal toolsProductivitySaaSMobileAutomation

Company mission

To provide broad and deep support for various meeting scenarios, and make scheduling easier and more efficient.

Job

Company

Role

Who you are

We are looking for a Senior Strategic Customer Success Manager who will bring a proactive, growth-oriented mindset, deep cross-functional collaboration skills, and the ability to deliver long-term impact to customers
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

What the job involves

You will report to the Manager, Customer Success and will be responsible for owning a portfolio of our most complex, highest-value accounts, driving adoption, retention, and expansion, and serving as a strategic advisor to executive-level stakeholders
On a typical day, you will be working on:
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

Our take

Calendly is a cloud-based scheduling service that is straightforward to use. It allows around 10 million customers per month to connect and make appointments based on their availability without having to send emails back and forth.

The platform offers four plans, allowing individuals, small companies, and large enterprises alike to make use of these services. Organic strategies have driven Calendly's growth. Its invites become links to Calendly itself, so people who like it can, and do, start to use it.

There are a handful of competing products on the market, including offerings from Doodle and Microsoft, but Calendly's customer-friendly design has won it attention and helped it to carve a space in the field. Impressive funding has contributed to the company's expansion, and its capitalised on the increasing popularity of home and hybrid working.

Freddie

Company Specialist at Welcome to the Jungle

Insights

Top investors

21% employee growth in 12 months

Glassdoor (2.8)

Trustpilot (3)

Company

Funding (2 rounds)

Jan 2021

$350m

SERIES B

Apr 2014

$0.6m

SEED

Total funding: $350.6m

Company benefits

Quarterly Bonus
Equity
Home Office Setup
Technology
Pick Your Own Perk
Flexible Time Off
Vacation Stipend
Parental Leave
Health and Wellbeing
Fun Community Events
401k Company Match

Company HQ

Atlantic Station, Atlanta, GA

Leadership

Tope Awotona

(Founder & CEO)

Having studied at the University of Georgia, they worked as an IBM Sales Rep and for Perceptive Software, Vertafore, and EMC as an Account Manager. They left the latter in 2014, having founded Calendly in February 2013.

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