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 professional, 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 Skilled 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.

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