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CalendlyCA

Trust and Safety Operations Analyst

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

Calendly

Employee count: 501-1000

Salary: 138k-210k USD

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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.

A day in the life of an Operations Analyst at Calendly

The Product Operations team helps product development teams work more effectively by bringing structure, visibility, and consistency to how work moves across the product development lifecycle. Product Operations partners across functions to improve planning, coordination, communication, and execution — helping teams operate with greater clarity, confidence, and accountability.

Why do we need you? Well, we are looking for an Operations Analyst who will bring adaptability, ownership, and strong operational rigor to Calendly’s Trust & Safety workflows. You will report to the Senior Director of Product Operations and will be responsible for supporting the daily operations, escalations, investigations, and review cadences that help Calendly identify and respond to abuse patterns, customer reports, and platform risk.

In this role, you will partner closely with Product, Engineering, CX, Security, and other cross-functional teams to ensure Trust & Safety issues are reviewed, routed, documented, and resolved with the right level of urgency and context. You will help reduce operational overhead for Engineering, strengthen feedback loops across teams, and surface recurring issues that can inform tooling, process, detection, and product improvements.

On a typical day, you will:

  • Triage and resolve T&S escalations coming through internal channels, including suspension/reinstatement requests, CX escalations, host/user reports, and other abuse-related inquiries.
  • Conduct daily enforcement operations, including account suspension, reinstatement review, bulk suspension workflows, and coordination with Engineering when tooling gaps require manual support.
  • Review and investigate abuse reports from hosts, customers, support tickets, enforcement actions, and internal QA signals to determine whether additional action or deeper investigation is needed.
  • Monitor risk and abuse signals across internal telemetry, detection outputs, undeliverable activity, product usage patterns, and investigation queues to identify trends, anomalies, and emerging abuse tactics.
  • Perform in-depth investigations into suspicious behavior, distinguishing between legitimate outlier activity and true spam/abuse patterns using account history, velocity signals, behavioral context, and product interaction data.
  • Develop and maintainplaybook rules that standardize workflows, decision-making, and response protocols across customer interactions.
  • Partner with Product and Engineering to identify weak points in detection, tooling, workflows, and enforcement controls, and translate operational findings into requirements, prioritization inputs, or mitigation recommendations.
  • Maintain review cadences and operational reporting, including weekly investigation reviews, abuse trend summaries, SLA/volume tracking, and recommendations for improving T&S coverage, quality, and responsiveness.

What do we need from you?

Basic Qualifications

  • 5+ years of experience in Product Operations, Technical Program Management, Risk Operations, Engineering Operations, or a related operational role supporting software, platform, or customer-facing teams.
  • Experience managing operational workflows, queues, escalations, investigations, or review cadences in a cross-functional environment.
  • Strong operational rigor, follow-through, and attention to detail, with the ability to manage recurring processes, document decisions, and ensure issues move to resolution.
  • Ability to analyze signals from multiple sources — such as support tickets, customer reports, internal tooling, enforcement actions, product usage, or operational dashboards — and identify patterns or recurring issues.

Familiarity with tools commonly used to manage operational work and synthesize information, such as Jira, Confluence, Slack, dashboards, ticketing systems – and AI tools used to summarize findings, identify patterns, reduce manual work, or support operational analysis and reporting.

  • Strong communication skills, with the ability to provide clear status updates, summarize findings, and escalate risks or decisions to the right stakeholders.
  • Experience partnering with Product, Engineering, CX, Security, Legal, or other cross-functional teams to improve workflows, resolve issues, and surface operational gaps.

Preferred Qualifications

  • Experience in Trust & Safety, Risk Operations, Fraud Operations, Abuse Operations, Platform Integrity, Security Operations, or a related field.
  • Experience reviewing abuse, spam, fraud, account enforcement, policy, or customer escalation workflows.
  • Experience supporting operational reporting, health metrics, SLA tracking, queue management, or recurring business reviews.
  • Experience working with technical teams to identify tooling gaps, manual process pain points, automation opportunities, or requirements for operational improvements.
  • Experience in a high-growth SaaS, marketplace, communications, or platform business.
  • Ability to balance speed, judgment, and accuracy when handling sensitive, customer-impacting, or risk-related decisions.
Tier 1 Salary Hiring Range
$165,779—$209,661 USD
Tier 2 Salary Hiring Range
$151,964—$192,189 USD
Tier 3 Salary Hiring Range
$138,149—$174,718 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.

About the job

Apply before

Posted on

Job type

Full Time

Experience level

Salary

Salary: 138k-210k USD

Experience

5 years minimum

Location requirements

Open to candidates from all countries.

Hiring timezones

Worldwide

About Calendly

Learn more about Calendly and their company culture.

View company profile

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

From small businesses to Fortune 100 companies, millions of people around the world rely on Calendly to close deals, land candidates, build relationships, and grow their business—faster.

Our Mission

What started as a simple, time-saving scheduling link has grown into an omni-channel scheduling platform for teams and businesses around the world. Our belief is that a scheduling automation platform should provide broad and deep support for various meeting scenarios — especially for teams that schedule meetings with external parties at scale.

Our commitment to our customers

Calendly is committed to delivering a robust and intuitive scheduling platform that helps our customers close deals, land candidates, build relationships, and grow their business—faster.

Accelerate business growth

Improve meeting outcomes across the organization to increase revenue, retain customers, hire talent, and expand operations.

Improve team efficiency and productivity

Deliver intuitive scheduling software that employees adopt throughout their workflows and department-specific use cases.

Reduce security and compliance risk

Safeguard an organization’s security and risk posture as they scale, while ensuring regulatory compliance.

Our Story

Calendly is so much more than a scheduling platform, we're a team of customer-obsessed, mission-oriented people who believe anything is possible.

Employee benefits

Learn about the employee benefits and perks provided at Calendly.

View benefits

401k Company Match

We offer a company match program that allows you to save for your future.

Competitive Pay

We Start With Human, and show you we value your talents and aim to support you in doing your very best work.

Health and Wellbeing

We offer a variety of medical, dental and vision options that best fit for you and or your loved ones to stay happy and healthy.

Technology

We’re all about connections, so every month we give you $125 to make sure you have the best tech you need to stay connected and do your best work.

View Calendly's employee benefits
Claim this profileCalendly logoCA

Calendly

Company size

501-1000 employees

Founded in

2013

Chief executive officer

Tope Awotona

Employees live in

View company profile

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