--- title: 'T&S Investigator at Clipboard' canonical: 'https://feeny.ai/job/t-s-investigator-clipboard-canada-qfn6abjq4p3h' type: 'job' last_seen: '2026-10-14' --- # T&S Investigator at Clipboard - **Company:** Clipboard - **Location:** Canada - **Employment:** full-time - **Work type:** remote - **Posted:** 2026-10-13 - **Last confirmed live:** 2026-10-14 - **Apply:** https://jobs.ashbyhq.com/clipboard/cf5ebe1f-acc7-430d-b635-68c185bb543d ## Job description ## About Clipboard Our mission is to uplift as many communities as possible. We do this through our app-based marketplace that connects healthcare professionals with the workplaces that need amazing workers. This enables hundreds of thousands of people to achieve financial stability for themselves and their families while providing essential care to millions of people across the U.S. Founded in 2016, we are a remote-first team of over 1,000 people building a top [Y-Combinator company](https://www.ycombinator.com/topcompanies/) and have been profitable since 2022. We’re the leader in Long-Term Care staffing and are rapidly expanding into Home Health, Hospitals, and more, meaning we have more work to do than people to do it, and are growing our team to support millions more people and their communities. ## Role Overview The Trust & Safety Analyst protects the integrity of our platform by expertly managing incident reports from start to finish. This role focuses on two core outcomes: providing an exceptional, empathetic experience for customers during high-stakes situations, and decisively removing bad actors when appropriate to keep our platform safe. ## What You’ll Do - Investigate safety incidents end-to-end and deliver timely, customer-focused resolutions. - Accurately classify incidents, assess severity, and make fair, well-reasoned deactivation decisions. - Develop and implement safety initiatives, tools, and processes that reduce incidents and strengthen platform integrity. - Shape and uphold marketplace safety norms through clear policy development/reccomendations. - Partner cross-functionally with Support, Product, Legal, and other teams to drive safety outcomes. - Assess safety and compliance risks; design strategies to close gaps and prevent recurrence. - Monitor and report on safety and compliance metrics; analyze trends to recommend data-driven improvements. - Serve as a subject-matter expert on Trust & Safety policies, providing guidance internally and externally. - Continuously improve the incident reporting and investigation workflow. - Communicate with customers and partners with professionalism and urgency, ensuring high-quality resolution experiences. - Stay current on product updates to ensure accuracy and consistency across safety operations. ## What We’re Looking For - Ability to resolve customer incidents with empathy and action - Impeccable judgement and ability to make tough decisions - Exceptional written and verbal communication skills - You are a skilled communicator and listener, and you’re comfortable expressing ideas and opinions to a varied audience - Possess an “I can handle anything” mentality and extremely sound judgment in ambiguous situations - Ability to identify potential risks and effectively diffuse situations - Demonstrate a high degree of leadership, motivation, self-direction, and initiative to achieve the goals of the mission - Self-motivated, able to work independently and stay organized - Detail-oriented - Ethical and unbiased integrity and decision-making abilities - Preferred: - 3+ years in a customer-facing role. - 3–5 years of experience in Clinical practice, Trust & Safety, Risk Management, Compliance, or related fields. - LVN or RN is a big plus - Ability to use statistical tools and techniques to analyze, interpret, and present safety-related data. Why Join Clipboard? - We are remote-first, giving you the flexibility to work with us from many places. - Fast-paced startup environment. Join a company that values curiosity, independence, and growth. - A hiring process that rewards skills, not just experience. Every applicant gets a fair shot, our selection is based on real-world problem-solving ability, not just credentials. - Opportunity to make a significant impact with our customers on both sides of the marketplace. Hiring Process - Application - Case Study - Case Study Interview - Interview with our Head of Operations - Culture Interview (People Ops) - Offer Quick Note on Scammers: Clipboard would never ask you for money or your bank details to participate in our hiring process. Report any scammers impersonating the Clipboard hiring team members [here](https://forms.gle/SyGaxHFbon7Hg9fW6). ## About Clipboard ## Company Overview - **One-liner**: Clipboard is a remote-first labor marketplace that connects healthcare and dental professionals with workplaces needing to fill shifts. - **Entity Type**: Private (Series C, backed by Sequoia Capital and Y-Combinator) - **Headquarters**: San Francisco, California, United States - **Founded**: 2016 - **Founders**: Wei Deng (Founder and Co-CEO) ## Core Business - **Primary industry**: Healthcare staffing / Labor marketplace / Internet marketplace platforms - **Target customers**: B2B (healthcare facilities, long-term care homes, hospitals, dental clinics, childcare centers) and B2C (healthcare workers, CNAs, nurses, hygienists) - **Mission statement**: "Uplift as many communities as possible" by connecting healthcare professionals with workplaces that need workers, helping people achieve financial stability while providing essential care. ## Products & Services - **Clipboard Marketplace**: An app-based platform where workplaces post open shifts and workers browse and claim them. Covers shift posting, scheduling, worker matching, documentation, and payment. Features include call-off coverage (automatic replacement if a worker cancels), Instant Pay, and worker vetting. - **Built For** (Industry Verticals): Long-Term Care, Hospitals, Home Health & Hospice, Dental Care, Childcare. ## Market Standing - **Valuation**: $1.3 Billion (latest reported valuation) - **Key Metric**: Profitable since 2022 (with heavy reinvestment in growth). Total funding raised: $94.1 million. - **Notable Investors/Partners**: Sequoia Capital, IVP, Y-Combinator. - **Growth Signals**: - Over 9 million shifts covered across healthcare industries. - Serves over 6,500 workplaces and 1 million workers across the U.S. - 6,500 communities served. - 125,000 workers have earned over $1,000 on the platform. - 95% of shifts get staffed when posted a day in advance; 85% are filled by a professional the workplace has worked with before. - Rapidly expanding into Home Health, Hospitals, and other verticals beyond their leadership position in Long-Term Care. - Headcount of 3,606 employees with 2.7% monthly growth and a 34% monthly increase in job postings. ## Competitive Advantages - **Market Leadership**: Dominant player in Long-Term Care staffing in the U.S. - **High Fill Rate & Retention**: 95% fill rate for shifts posted a day in advance and 85% of shifts filled by known workers create a strong network effect and reliability for facilities. - **Profitable Business Model**: Profitable since 2022, indicating a sustainable unit economy while still reinvesting heavily in growth. - **Full Vertical Integration**: Handles the entire workflow from posting and scheduling to payment and compliance, reducing administrative burden for facilities. - **Founder-Market Fit**: Founder Wei Deng got her own CNA certification to deeply understand the customer experience, fostering a culture of extreme customer empathy. ## Strategic Focus - **Vertical Expansion**: Moving beyond its stronghold in Long-Term Care into adjacent high-need verticals like Hospitals, Home Health & Hospice, Dental Care, and Childcare. - **Product & Automation**: Investing in automation to reduce friction for both facilities and workers (e.g., automatic call-off coverage, streamlined scheduling). - **Geographic Growth**: Expanding its network of workers and facilities across more communities in the U.S. - **Talent Acquisition**: Aggressively hiring across engineering, sales, and operations to fuel growth (63 active job postings). ## Why Work Here - **Culture**: Described as "remote first, high trust, and written." The team thrives on autonomy, makes decisions in live documents, and moves fast. Values include "Customer-First Mindset," "Extreme Ownership," "Increasingly High Standards," "Humility," and "Think from First Principles." - **Work Model**: Remote-first with physical offices in Los Angeles, New York City, San Francisco, and Seattle. - **Impact**: Employees directly contribute to solving critical staffing shortages in healthcare, helping workers achieve financial stability and ensuring patients receive care. - **Financial Health**: Profitable and growing, backed by top-tier investors (Sequoia, YC), providing job stability. - **Growth Opportunities**: Rapidly scaling company (3,600+ employees, growing) with a wide range of open roles across the organization. ## Sources 1. [clipboardworks.com](https://www.clipboardworks.com/careers) 2. [clipboardworks.com](https://www.clipboardworks.com/about) 3. [clipboardworks.com](https://www.clipboardworks.com/) 4. [linkedin.com](https://www.linkedin.com/company/clipboard) ## Other roles at Clipboard - [T&S Investigator](https://feeny.ai/job/t-s-investigator-clipboard-united-states-ed5s0a01ahac) — United States - [Strategic WFM Analyst](https://feeny.ai/job/strategic-wfm-analyst-clipboard-canada-united-kingdom-europe-wpyh8g58d8x0) — Canada / United Kingdom / Europe - [Account Executive](https://feeny.ai/job/account-executive-clipboard-united-states-hnnbn8m4w6be) — United States - [Documents Voice and Chat Specialist](https://feeny.ai/job/documents-voice-and-chat-specialist-clipboard-apac-fzdckay557xs) — APAC - [Applied Science Manager](https://feeny.ai/job/applied-science-manager-clipboard-united-states-ev79xyg0878n) — United States - [Strategy & Ops Lead, Applied AI](https://feeny.ai/job/strategy-ops-lead-applied-ai-clipboard-united-states-femqjmq4wvkm) — United States - [Strategy & Ops Lead, Applied AI](https://feeny.ai/job/strategy-ops-lead-applied-ai-clipboard-canada-eev52sfga6qx) — Canada - [Senior Product Designer](https://feeny.ai/job/senior-product-designer-clipboard-united-states-rtz136306hs9) — United States - [Operations Strategy Associate](https://feeny.ai/job/operations-strategy-associate-clipboard-canada-united-kingdom-europe-nm7ah48f9eq3) — Canada / United Kingdom / Europe - [Operations Strategy Associate](https://feeny.ai/job/operations-strategy-associate-clipboard-united-states-v9dfw0z7m5w6) — United States