Calendly Logo

Calendly

Senior Director, Customer Support

Reposted 3 Days Ago
Remote
Hiring Remotely in USA
207K-259K Annually
Senior level
Remote
Hiring Remotely in USA
207K-259K Annually
Senior level
Lead and scale the customer support organization, define strategy and KPIs, oversee multi-channel support operations, partner cross-functionally to drive product and process improvements, optimize tools and automation, manage budgets and escalations, and develop training to ensure high customer satisfaction and operational efficiency.
The summary above was generated by AI
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 Senior 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 Senior 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, including email, chat, phone, and in-app support, ensuring timely resolution and high-quality interactions.

  • Establish, monitor, and report on support metrics and KPIs, such as response times, CSAT, NPS, ticket backlog, and escalation rates.

  • Collaborate with cross-functional partners, including Customer Success, Product, Engineering, and 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, director, or senior director level.

  • Proven track record of 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, including CRM, ticketing, chat, and analytics tools such as Zendesk, Salesforce Service Cloud, or Intercom.

  • Strong leadership, communication, and interpersonal skills, with the ability to inspire and develop teams.

Preferred Skills and Qualifications
  • Advanced degree, such as an MBA, 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 and self-service tools, such as knowledge bases and chatbots.

  • Familiarity with customer-centric methodologies, including Voice of the Customer, Design Thinking, and Lean or Agile support practices.

  • Ability to influence and work cross-functionally to drive business outcomes.

Tier 1 Salary Hiring Range
$207,379$259,224 USD
Tier 2 Salary Hiring Range
$190,098$237,622 USD
Tier 3 Salary Hiring Range
$172,816$216,020 USD

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.

Similar Jobs

Senior level
Artificial Intelligence • Fintech • Payments • Business Intelligence • Financial Services • Generative AI
Lead and scale a global Customer Support organisation from Singapore: define strategy, 24/7 operating model, SLAs, analytics (CSAT/NPS), QA, tech stack, deflection/self-service, cross-functional incident leadership, and vendor/BPO management to improve customer health, retention and cost-to-serve.
Top Skills: Agent AssistChatbotsConfluenceExcelGoogle SheetsKnowledge ManagementLlmLookerPower BISQLTableauTelephonyTicketing SystemsZendesk
2 Hours Ago
Remote or Hybrid
USA
160K-250K Annually
Senior level
160K-250K Annually
Senior level
Cloud • Computer Vision • Information Technology • Sales • Security • Cybersecurity
Lead application security for products by performing threat modeling, manual secure code reviews, and penetration testing. Collaborate with engineers to remediate defects, build AppSec automation and tooling, secure cloud/containerized applications, and drive bug-bounty responses to harden platform security.
Top Skills: Ai TechnologiesApi SecurityAppsec ToolsAspmAWSAzureBug BountyChromeCspmDastDockerDspmElectronFirefoxGCPGo (Golang)JavaScriptKotlinKubernetesNode.jsPythonReactSastScalaStrideTypescriptWebassembly (Wasm)
2 Hours Ago
Remote or Hybrid
USA
160K-250K Annually
Senior level
160K-250K Annually
Senior level
Cloud • Computer Vision • Information Technology • Sales • Security • Cybersecurity
Perform deep security analysis of endpoint products and sensors: threat modeling, source-code review, exploit-style testing (including kernel components), reproduce/validate bug bounty findings, collaborate with developers to fix vulnerabilities, and build tooling/automation to improve security workflows.
Top Skills: AgileAICC++ContainerizationDevOpsGhidraGoIda ProLinuxLinux KernelMultithreadingRustStrideThreat ModelingVirtualization

What you need to know about the Chicago Tech Scene

With vibrant neighborhoods, great food and more affordable housing than either coast, Chicago might be the most liveable major tech hub. It is the birthplace of modern commodities and futures trading, a national hub for logistics and commerce, and home to the American Medical Association and the American Bar Association. This diverse blend of industry influences has helped Chicago emerge as a major player in verticals like fintech, biotechnology, legal tech, e-commerce and logistics technology. It’s also a major hiring center for tech companies on both coasts.

Key Facts About Chicago Tech

  • Number of Tech Workers: 245,800; 5.2% of overall workforce (2024 CompTIA survey)
  • Major Tech Employers: McDonald’s, John Deere, Boeing, Morningstar
  • Key Industries: Artificial intelligence, biotechnology, fintech, software, logistics technology
  • Funding Landscape: $2.5 billion in venture capital funding in 2024 (Pitchbook)
  • Notable Investors: Pritzker Group Venture Capital, Arch Venture Partners, MATH Venture Partners, Jump Capital, Hyde Park Venture Partners
  • Research Centers and Universities: Northwestern University, University of Chicago, University of Illinois Urbana-Champaign, Illinois Institute of Technology, Argonne National Laboratory, Fermi National Accelerator Laboratory

Sign up now Access later

Create Free Account

Please log in or sign up to report this job.

Create Free Account