via Mercor

Head of Insights – Executive Report Evaluation Expert

Remote · Contract · $200/hr

Mercor is partnering with a leading AI research company to improve how AI systems generate executive-level business reports and strategic recommendations. We're looking for experienced insights leaders to help define what excellent executive reporting looks like, create and review high-quality reports that address complex business questions, and evaluate AI-generated reasoning and outputs. This is a chance to apply your enterprise insights leadership experience to developing next-generation AI systems that support business decision-making.

Responsibilities

Report Framework Development

  • Define standards for high-quality executive reports and strategic recommendations

  • Establish best practices for insight communication, executive storytelling, recommendation development, and decision support

  • Help create evaluation rubrics that distinguish exceptional, average, and poor-quality outputs

Report Writing & Review

  • Analyse business questions generated by AI systems

  • Assess whether reports effectively answer business questions and support executive decision-making

  • Produce and review decision-ready reports comparable to deliverables presented to C-suite and senior leadership teams

Session Scoring & Evaluation

Review AI-generated research and reporting workflows across:

  • Consistency of reasoning and recommendations

  • Accuracy of analyses and conclusions

  • Appropriateness of confidence assessments

  • Quality of logical reasoning

  • Executive readiness of final outputs

Provide detailed feedback and scoring rationale.

Requirements

Must Have

  • 10+ years of experience in consumer insights, market intelligence, strategy, research, or business insights leadership

  • Current or former Director, Senior Director, VP, Head of Insights, Head of Consumer Insights, Head of Market Intelligence, or equivalent leadership role

  • Experience leading insights functions within a Fortune 100 company or similarly large enterprise

  • Extensive experience presenting research findings and recommendations to executive leadership teams

  • Proven track record influencing strategic business decisions through research and analysis

Engagement Details

  • Engagement Length: 1 month initially, with potential extension

  • Commitment: 40 hours during the first week (training, calibration, and framework development), followed by approximately 15 hours per week for the remainder of the engagement

Why Join

  • Help shape how future AI systems support executive decision-making

  • Apply insights and leadership expertise to cutting-edge AI evaluation work

  • Work alongside senior consultants, researchers, and industry leaders

Listing sourced from Mercor. Annotation Academy is independent of these platforms and does not guarantee work or pay. See our disclosures.