Trust & Safety Specialist

Instawork is on a mission to create meaningful economic opportunities for skilled hourly professionals in communities around the globe. Our AI-powered labor marketplace helps local businesses scale, and enables global technology companies to push the frontiers of robotics and AI. Backed by world-class investors like Benchmark, Spark Capital, Craft Ventures, Greylock, Y Combinator, and others, we’re looking for exceptional talent to reimagine the way the world works. At Instawork, the safety of our marketplace is our highest priority. We are looking for a Trust Safety Specialist who is, first and foremost, a meticulous and objective investigator. You will be responsible for protecting our community by resolving complex safety incidents with a firm commitment to evidence and policy. To excel at the scale we operate, you must be highly proficient in modern operational leverage. This means using vibe coding (Natural Language to SQL) and AI-driven automation to gather facts, synthesize data, and streamline your workflow. We aren't looking for someone to just follow a manual—we want an investigator who uses the latest technology to find the truth faster and more accurately. Who You Are: The Master Investigator: You have a "detective" mindset. You know how to weigh conflicting evidence, identify biases, and reach a fair conclusion under pressure. AI-Native Tech-Fluent: You are proficient in using AI to enhance your productivity. You understand how to use natural language to interface with data (vibe analytics) and automate repetitive administrative tasks. High Agency: You take extreme ownership of your cases. You don't just "process" a ticket; you solve the underlying problem. Experience: 3+ years in Trust Safety, Operations, or Compliance. Experience communicating with external stakeholders (clients, legal, or law enforcement) is a must. Data-Inquisitive: You are comfortable navigating internal systems and using data to build a narrative of facts. What You’ll Do: Lead Complex Investigations: Your primary focus is the end-to-end resolution of safety incidents. You will conduct objective, unbiased, and thorough evidence-based investigations to protect all stakeholders on the platform. Evidence-Based Resolution: Manage escalated support tickets with a cool head. You will communicate clearly and consistently with professionals and partners, ensuring that resolutions are grounded in facts and aligned with our terms. Vibe Analytics (NL-to-SQL): Proactively interrogate our databases using natural language to generate SQL queries. You will pull your own data to identify fraud patterns and safety trends without needing a technical intermediary. Policy Stewardship: Act as a subject matter expert on Instawork’s Community Guidelines. You will apply these policies with precision and help evolve them as the marketplace grows. Automated Workflow Design: Identify manual bottlenecks in the investigation process and use AI or low-code automation to build scalable enforcement solutions. For IL-based applicants: The base salary for this position is $90,000 - $100,000 This position is eligible for equity in the form of stock options This position is eligible for Instawork benefits, including: A variety of medical, dental, and vision plans with coverage beginning on the date of hire Flexible paid time off and paid company holidays Phone stipend Commuter stipend Supplemental pay on qualified leaves Employee health savings accounts (HSA) contribution Flexible spending plans 401K plan Employee discount program #LI-Onsite Our Values Empathy, Trust Candor We put ourselves in the shoes of our colleagues and customers and don’t shy away from uncomfortable conversations, instead building trust through honest and direct feedback. Bias for Action We practice high-velocity decision-making, clear-eyed that we often operate with incomplete information. Growing quickly means it’s OK to be wrong, so long as we learn from our m ... (truncated, view full listing at source)