Integrity Operations Manager – Sensitive Content

DateMil; Florida; Hybrid; USD 95,000 - 120,000; Full time

Job summary

Datemil Inc. seeks a Senior Operations leader for the Trust, Safety & Platform Integrity team. You will supervise sensitive content moderation at scale, balance speed with accuracy, and govern external vendors and BPO partners to meet strict SLAs.

You will translate policy taxonomies into concrete labeling guidelines, drive data labeling for AI safety systems, and define quality metrics across distributed teams, partnering with policy, product, engineering, QA, and L&D for process improvements.

Qualifications

• 4–6 years of relevant experience preferred.
• Experience leading large-scale moderation, vendor or BPO operations.

Responsibilities

• Lead day-to-day operations for the Sensitive Content pillar overseeing image/content moderation at scale.
• Manage external moderation vendor and BPO partnerships with clear SLAs and governance reviews.
• Translate policies and taxonomies into actionable moderation guidelines and labeling standards.
• Coordinate data labeling for AI safety systems and maintain dataset quality.
• Define quality metrics, audits, and continuous improvement initiatives across distributed teams.
• Collaborate with Policy, Product, Engineering, QA, L&D and vendor partners to improve tools and workflows.
• Handle escalations related to high-sensitivity content with decisive leadership.

Skills

Leadership

Vendor management

Moderation workflows

Policy taxonomy

Data labeling

AI safety

Quality management

Cross-functional collaboration

Tools

SQL

Dashboards

Job description

Overview

Team: Trust, Safety & Platform Integrity

Employment Type: Full-Time, Permanent

Work Style: Hybrid

Key Responsibilities

Sensitive Content Operations

Lead the day-to-day operations for the Sensitive Content pillar, overseeing teams responsible for classifying images and content at scale to support safety, integrity, and harm-reduction outcomes.

Ensure moderation workflows are accurate, efficient, and aligned with internal policies and community standards.

Maintain high operational discipline while balancing speed, quality, and risk.

Vendor / BPO & AI Moderation Partnerships

Own external moderation vendor and BPO relationships end-to-end.

Set clear performance expectations, define SLAs, and run regular governance reviews.

Monitor delivery quality, throughput, backlog health, and cost efficiency.

Ensure distributed teams consistently meet operational and quality targets.

Partner with AI and automation teams to maintain strong human-in-the-loop (HITL) review quality.

Policy, Taxonomy & Labeling Operations

Translate sensitive content policies and taxonomies into clear labeling instructions and moderation guidelines.

Build and maintain annotation standards that can be applied consistently across internal and vendor teams.

Validate understanding through calibration sessions, sampling reviews, and feedback loops.

Support taxonomy updates, new harm categories, and changes to policy definitions.

Data Labeling & AI Safety Support

Coordinate data labeling workflows used to support AI safety systems and ML-driven moderation pipelines.

Ensure annotation quality, reviewer alignment, and dataset reliability.

Work with cross-functional partners to maintain high standards for training data.

Balance automation with human oversight to maintain fairness and accuracy.

Quality & Performance Management

Define quality measurement frameworks, including sampling plans, alignment checks, and error tracking.

Identify patterns in review mistakes, inconsistency, or drift.

Partner with QA and Learning & Development teams to improve training programs.

Implement audits and quality improvement initiatives that raise accuracy across teams.

Special Projects & Operational Improvements

Lead Special Labeling Or Moderation Projects Such As

taxonomy changes

new harm patterns

targeted quality improvements

pipeline redesign

Drive projects from insight to execution with clear timelines and measurable outcomes.

Continuously improve workflows to support scale, efficiency, and consistency.

Reporting, Metrics & Insights

Build And Maintain Operational Reporting On

quality scores

throughput

backlog health

escalation volume

cost / efficiency metrics

Use data to explain trends, identify risks, and guide decisions.

Present clear performance updates to cross-functional partners and leadership.

Cross-Functional Collaboration

Partner closely with Policy, Product, Engineering, QA, L&D, and Vendor teams.

Help design moderation tools, workflows, and pipeline improvements.

Bring an agile mindset to operational changes and system updates.

Ensure safety considerations are included in new product features.

Escalations & High-Sensitivity Issues

Own escalations related to high-risk or sensitive content.

Make careful, consistent decisions under pressure.

Balance speed, safety, user impact, and business risk.

Model calm, disciplined leadership in complex situations.

About The Job

Typically requires 4–6 years of relevant experience, though we welcome candidates with alternative backgrounds demonstrating equivalent skills.

Experience leading large-scale moderation, vendor, or BPO operations, including performance management, QA programs, and delivery across distributed teams.

Strong knowledge of trust & safety policy taxonomies and how to turn them into real moderation workflows.

Experience coordinating data labeling for AI safety / ML systems, including annotation standards, reviewer alignment, and dataset quality.

Comfortable working with operational data and reporting; able to spot trends and explain them clearly.

Familiarity with SQL, dashboards, or analytics tools is a strong plus.

A people-first leader who can coach through ambiguity, set clear expectations, and create psychologically safe ways of working.

Demonstrated ability to collaborate across Policy, Product, Engineering, QA, and vendor partners while taking ownership for results.

Thoughtful understanding of AI and automation — knowing when it helps, when human judgment is required, and how to maintain strong HITL quality.

Strong organizational skills and attention to detail.

Comfortable working in high-volume, fast-moving environments.

Able to handle confidential or sensitive material with professionalism and care.

Compensation

Salary Range: $95,000 – $120,000 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 designed to help people build meaningful connections in environments that are safe, respectful, and trustworthy.

We believe strong integrity operations are essential to building communities where people feel secure and valued.

AI Fluency

We encourage thoughtful and responsible use of AI to support operational efficiency, labeling workflows, and moderation tools. However, decisions involving sensitive content always require human judgment, accountability, and careful review.

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

Inclusion & Equal Opportunity

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

AI in the Hiring Process

We may use AI-assisted tools to support parts of the recruitment process, such as transcription, summarization, or resume matching. These tools are used only to assist our team, and all final hiring decisions are made by people.

Participation in AI-supported interviews is optional and will not affect your candidacy.

Why Join Us

Help lead safety and integrity operations at scale

Work on real-world trust & safety challenges

Shape AI-assisted moderation workflows

Partner with product, policy, and engineering teams

Contribute to building safer digital communities