Director Customer Support
Calendly
Remote
principal
July 23, 2026
$100k+
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Job Description
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.
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.
Summary
The Director Customer Support is a senior leader responsible for shaping and executing the vision strategy and operations of the customer support function.
This individual oversees all aspects of customer support delivery ensuring an exceptional consistent and scalable customer experience.
The Director leads and develops high-performing teams partners cross-functionally with Customer Success Product and Engineering and uses data to drive continual improvement in support processes customer satisfaction and operational efficiency.
Key Responsibilities
- Develop and execute a customer support strategy aligned with company goals prioritizing customer satisfaction retention and operational excellence.
- Lead mentor and scale customer support teams fostering a culture centered on collaboration accountability and continuous improvement.
- Oversee daily operations across support channels (email chat phone in-app etc.) ensuring timely resolution and high-quality interactions.
- Establish monitor and report on support metrics and KPIs (e.g. response times CSAT NPS ticket backlog escalation rates).
- Collaborate with cross-functional partners (Customer Success Product Engineering Sales) to champion the voice of the customer and drive enhancements to the product and support experience.
- Analyze support data and customer feedback to identify trends root causes and opportunities for process or product improvement.
- Design and optimize workflows tools and knowledge resources to support scalability as the customer base grows.
- Oversee training and development programs ensuring team members have the knowledge and skills to deliver excellent support.
- Manage support budgets resource planning and vendor relationships as needed.
- Handle escalated customer issues and critical incidents ensuring prompt resolution and appropriate communication with stakeholders.
- Partner cross-functionally to drive initiatives focused on automation self-service and proactive support that reduce friction and enhance customer value.
Required Qualifications
- Bachelor’s degree or equivalent work experience.
- 8+ years of experience in customer support or customer service roles including 3+ years of people management at the manager or director level.
- Proven track record building leading and scaling customer support teams in SaaS technology or fast-paced environments.
- Demonstrated success with operational excellence—using metrics data and customer insights to inform strategy and improvements.
- Experience with customer support technology platforms (CRM ticketing systems chat analytics tools—e.g.
Zendesk Salesforce Service Cloud Intercom).
- Strong leadership communication and interpersonal skills with the ability to inspire and develop teams.
Preferred Skills and Qualifications
- Advanced degree (MBA or relevant certification) or training in customer experience contact center management or operations.
- Experience managing global or distributed teams.
- Change management expertise and a track record of leading through organizational transformation.
- Experience designing or scaling automation/self-service tools (e.g. knowledge bases chatbots).
- Familiarity with customer-centric methodologies (e.g.
Voice of the Customer Design Thinking Lean/Agile support practices).
- Ability to influence and work cross-functionally to drive business outcomes.
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
If you are an individual with a disability and would like to request a reasonable accommodation as part of the application or recruiting process please let your Recruiter know when first connecting with them.
Calendly is registered as an employer in many but not all states.
If you are located in Alaska Delaware Hawaii Idaho Iowa Montana Nebraska North Dakota Rhode Island South Dakota and West Virginia you will not be eligible for employment.
Note that all individual roles will specify location eligibility.
All candidates can find our Candidate Privacy Statement here
Candidates residing in California may visit our Notice at Collection for California Candidates here: Notice at Collection
This role may require occasional travel for company events team collaboration or offsites.
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