Turn strategy expertise into training signals for AI models by testing recommendations, reviewing business analysis, and explaining what works. Work remotely on your schedule.

As an experienced consulting qualified, you will teach models to think more like top-tier strategy advisors. You will evaluate market-entry, growth, portfolio, competitive-positioning, and customer-segmentation work. Your judgment will distinguish sharp recommendations from polished but generic slides and reports.

Key Responsibilities

Build evaluation tasks with source files and scoring rubrics

Create model answers showing what excellent work looks like

Assess problem framing, storylines, insights, and recommendations

Explain concrete weaknesses through structured written feedback

Help each model version improve through clear rationale

Requirements

Experience building and critiquing work for senior stakeholders

Professional background in management consulting or strategy

Strong analytical and structured problem-solving ability

Detail-oriented evaluation style

MBA or postgraduate degree preferred, not required

Bring strategy judgment, structured problem solving, and senior-stakeholder standards to the training of AI business models.

📌 Strategy Consultant AI Trainer (Winnipeg)
🏢 DataAnnotation
📍 Winnipeg