Back to jobs

    Trust & Safety Specialist

    Instawork
    Chicago, Illinois, United States Full-time $90K–100K/yr 2026-07-14

    About Instawork

    Instawork operates a fast-paced team that prioritizes 'always learning' and 'acting like an owner.' We are at the center of a massive AI-driven labor marketplace, focused on fostering a safe and compliant environment for our users. We leverage cutting-edge AI and data analysis techniques to ensure the integrity and efficiency of our platform.

    About the Position

    Introduction

    This isn't your typical compliance role; it’s a high-stakes detective position at the center of a massive AI-driven labor marketplace. You will act as a lead investigator, resolving complex safety incidents by weighing evidence and applying platform policies with total objectivity. This role requires a 'high agency' mindset where you don't just process tickets—you solve the structural problems behind them.

    Instawork is looking for a specialist who understands modern operational leverage. You will use vibe coding (Natural Language to SQL) to interrogate databases directly, allowing you to build fact-based narratives without needing a technical intermediary.

    Responsibilities

    • Act as a lead investigator, resolving complex safety incidents.
    • Weigh evidence and apply platform policies with total objectivity.
    • Use vibe coding (Natural Language to SQL) to interrogate databases directly.
    • Build fact-based narratives without needing a technical intermediary.
    • Design and deploy AI-driven automation and low-code solutions to eliminate manual bottlenecks in the investigation pipeline.
    • Help evolve community guidelines.
    • Build automated enforcement systems to keep millions of users safe.

    Requirements

    • Strong investigative skills.
    • Ability to apply policies objectively.
    • Experience or strong interest in using Natural Language to SQL for data interrogation.
    • Mindset focused on solving structural problems rather than just processing tickets.
    • Familiarity with AI-driven automation and low-code solutions.

    Benefits

    • Medical
    • Dental
    • Vision
    • Flexible paid time off
    • 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
    • Competitive salary range plus equity.
    • Opportunity to be at the forefront of AI transforming the future of work and platform safety.

    About Company

    Instawork operates a fast-paced team that prioritizes 'always learning' and 'acting like an owner.' We are at the center of a massive AI-driven labor marketplace, focused on fostering a safe and compliant environment for our users. We leverage cutting-edge AI and data analysis techniques to ensure the integrity and efficiency of our platform.

    How to Apply

    Apply directly via the provided link.

    Apply Now

    Your data is only shared with Instawork

    Location

    Chicago, Illinois, United States

    Type

    Full-time

    Keywords

    Trust and Safety
    AI
    Investigation
    Natural Language Processing
    SQL
    Automation
    Data Analysis
    Compliance
    Fraud Detection
    Risk Management
    Verified Company

    Trust & Safety Specialist

    Instawork