Director of Trust & Safety Engineering

DateMil; Florida; Hybrid; USD 170,000 - 210,000; Full time

Job summary

DateMil is seeking an experienced engineering leader to own safety platform integrity across trusted systems. You will direct the design of moderation, detection, and enforcement infrastructure, guide architecture decisions, and ensure scalable, secure services.

Collaborate with policy, product, and data teams to translate safety requirements into technical solutions. The role emphasizes human-in-the-loop review and balance between automation and fairness in a fast-moving environment.

Qualifications

• 8-12+ years of engineering experience, with several years in leadership roles.
• Experience building large-scale backend or platform systems.
• Experience working on Trust & Safety, Integrity, Moderation, Risk, Fraud, or Security systems.
• Strong knowledge of distributed systems and scalable architecture.
• Experience working with AI/ML or data-driven detection systems.

Responsibilities

• Lead engineering for platform safety, moderation, detection, and integrity tooling.
• Define technical strategy for Trust & Safety infrastructure across platforms.
• Ensure systems are scalable, reliable, and secure.
• Lead architecture decisions for safety-related services.
• Build and maintain internal tools for content review, classification, and enforcement.
• Develop systems that support human moderation and AI-assisted review.
• Partner with Data Science to build detection models and improve risk scoring.
• Collaborate with Policy, Product, Compliance, Legal, and Data teams.

Skills

Leadership

Trust & Safety

System architecture

Mentoring

Job description

Overview

Team: Engineering - Trust, Safety & Platform Integrity

Employment Type: Full-Time, Permanent

Work Style: Hybrid

Key Responsibilities

• Engineering Leadership – Trust & Safety Systems
• Lead the design and development of systems that support moderation, reporting, enforcement, and abuse prevention.
• Define technical strategy for Trust & Safety infrastructure across all platforms.
• Ensure systems are scalable, reliable, and secure.
• Guide architecture decisions for safety-related services.
• Moderation, Detection & Integrity Tooling
• Build and maintain internal tools used for content review, classification, and enforcement.
• Develop systems that support human moderation and AI-assisted review.
• Improve workflows for sensitive content handling.
• Ensure tools allow accurate and consistent policy enforcement.
• Risk, Abuse & Fraud Prevention
• Design systems that detect spam, fake accounts, harassment, scams, and policy violations.
• Partner with Data Science to build detection models.
• Improve signals, alerts, and risk scoring systems.
• Help prevent abuse without harming user experience.
• AI & Automation in Safety Systems
• Lead the integration of machine learning and automation into moderation pipelines.
• Ensure strong human-in-the-loop review where needed.
• Balance automation, accuracy, and fairness.
• Maintain high standards for model quality and data integrity.
• Cross-Functional Partnership
• Work closely with Trust & Safety, Policy, Product, Compliance, Legal, and Data teams.
• Translate policy and safety requirements into technical solutions.
• Support new product launches with safety-by-design principles.
• Help define safe defaults and guardrails.
• Platform Integrity & Compliance Support
• Ensure systems support regulatory and internal compliance requirements.
• Build audit logs, tracking, and enforcement history where needed.
• Support investigations and escalation workflows.
• Maintain strong access controls and data protections.
• Team Leadership & Development
• Lead and grow a team of engineers working on safety and integrity systems.
• Set technical standards and best practices.
• Mentor engineers and support career development.
• Build a culture focused on responsibility, quality, and collaboration.
• Operational Excellence & Reliability
• Ensure high availability of moderation and safety systems.
• Improve performance and scalability.
• Monitor system health and incident response.
• Drive continuous improvement in tooling and infrastructure.

About The Job

• Typically requires 8-12+ years of engineering experience, with several years in leadership roles.
• Experience building large-scale backend or platform systems.
• Experience working on Trust & Safety, Integrity, Moderation, Risk, Fraud, or Security systems.
• Strong knowledge of distributed systems and scalable architecture.
• Experience working with AI / ML or data-driven detection systems.
• Experience leading engineering teams.
• Comfortable working cross-functionally with non-engineering teams.
• Strong problem-solving and decision-making skills.
• Ability to balance speed, quality, and risk.
• Comfortable working in fast-moving environments.

Preferred Qualifications

• Experience with moderation or safety platforms.
• Experience with cloud infrastructure.
• Experience with real-time systems.
• Experience with data pipelines.
• Experience with compliance or audit-related systems.
• Experience working on social, marketplace, or community platforms.

Compensation

Salary Range: $170,000 - $210,000 annually, depending on experience and qualifications.

About Datemil Inc.

Datemil Inc. is the parent company of Datemil Date, V.I.Pursuit, Concierge Matchmaking, Plink Bestie, Networking, and Coaching. Our platforms are built to help people form meaningful connections while maintaining strong safety, integrity, and trust standards.

We believe safety must be built into the system - not added later.

AI Fluency

We use AI to support moderation, detection, and operational efficiency, but safety decisions require strong human judgment. We value leaders who understand how to balance automation with responsibility.

Candidates may use AI tools during the application process but should not use them to misrepresent experience.

Inclusion & Equal Opportunity

Datemil Inc. is committed to building an inclusive workplace where everyone is respected and supported. We welcome applicants from all backgrounds and provide reasonable accommodations throughout the hiring process.

AI in the Hiring Process

We may use AI-assisted tools to support parts of recruitment, such as transcription or resume matching. These tools help efficiency, but all decisions are made by people.

Participation in AI-supported interviews is optional.

Why Join Us

• Lead engineering for platform safety
• Build systems that protect real users
• Work on large-scale moderation and detection
• Partner with product, policy, and data teams
• Help create safer digital communities