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Market Strategy Manager - AI Trainer

  • Canada
  • Remote
  • Posted Oct 10, 2026
  • 1 position

US$40–US$125 / hour

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Employment type
Full-time
Experience level
Senior · 5+ years
Minimum education
Master’s degree
Posting language
English
Working hours
40 hours per week
Seniority
Mid-Senior level

Job summary

Create client-style business evaluation tasks, including source materials, scoring rubrics, and model answers, then assess AI-generated responses for framing, structure, analytical rigor, insight, and relevance. Identify specific weaknesses, explain the reasoning, compare model responses, and provide structured feedback to improve future versions.

Job details

About The Job We're looking for an experienced consulting professional to help train AI models. You'll test the newest AI models on business problems from your own practice, judge what they produce with a consultant's eye, and tell us exactly where they hold up and where they fall apart. This is a new and fast-growing area for our company, focused on teaching AI to think like a top-tier strategy advisor. The models can already generate polished-looking slides and reports. What they can't yet do reliably is tell a sharp recommendation from a generic one. Your judgment, standards, and written rationale become the signal that shapes the next generation of AI business tools. What You'll Do Write client-style briefs based on engagements you know well (a market-entry assessment, a competitive landscape, a due diligence memo, a cost-reduction plan) and run them through AI models Review each response the way you'd review an associate's work before it reaches a partner: problem framing, structure, analytical rigor, insight, storyline, and whether it answers the client's question Flag concrete issues, such as unsupported claims, faulty numbers, buried recommendations, or vague "AI-sounding" conclusions, and explain your reasoning Compare responses head-to-head and pick the one you'd put in front of a leadership team Projects Span Strategy: market entry, growth, portfolio and competitive positioning Market research: sizing, competitor benchmarking, customer segmentation Leadership communications: board decks, steering committee updates, one-pagers Operations and transformation: process redesign, PMO, program management Transactions: commercial due diligence, deal advisory, investment theses Advantages Of Contracting With Us You'll be able to choose which projects you want to work on and when You work on your own schedule, on your own computer, from the comfort of your own home Projects are paid hourly, up to $40-$125 USD per hour, with bonus rates available on some projects Responsibilities Build complete evaluation tasks: source files, a scoring rubric, and a model answer that shows what great looks like Write clear, structured feedback that helps each new version of the model improve Qualifications Fluency in English (native or bilingual level) Detail-oriented Professional experience in management consulting, strategy, PMO, or deal advisory Experience at a top strategy firm, Big Four advisory practice, or boutique consultancy is a strong plus Skilled at building and critiquing work for senior stakeholders Strong analytical and structured problem-solving skills A current, in-progress, or completed MBA or other postgraduate degree is preferred but not required Note: Payment is made via PayPal. We will never ask for any money from you. PayPal will handle any currency conversions from USD. Only applicants in Australia, Canada, Ireland, New Zealand, the United Kingdom, and the United States will be considered for this role. This is an independent contractor position. #consulting

What you’ll do

Create client-style business evaluation tasks, including source materials, scoring rubrics, and model answers, then assess AI-generated responses for framing, structure, analytical rigor, insight, and relevance. Identify specific weaknesses, explain the reasoning, compare model responses, and provide structured feedback to improve future versions.

Requirements

Candidates need professional experience in management consulting, strategy, PMO, or deal advisory, along with strong analytical, structured problem-solving, and senior-stakeholder work skills. Native or bilingual-level English and attention to detail are required; experience at a top strategy firm, Big Four advisory practice, or boutique consultancy is a strong plus, and a postgraduate degree is preferred but not required.

Listed skills

  • Analytical · Preferred
  • Client · Preferred
  • Évaluation · Preferred
  • future · Preferred
  • materials · Preferred
  • management · Preferred
  • English · Preferred
  • Leadership · Preferred
  • Problem solving · Preferred
  • assessment · Preferred
  • Attention to detail · Preferred
  • Consultant · Preferred

Other relevant skills

Identified from the job description. Confirm important requirements above.

  • Management Consulting
  • Strategy
  • Market Entry Analysis
  • Market Research
  • Competitive Analysis
  • Market Sizing
  • Customer Segmentation
  • Commercial Due Diligence
  • Deal Advisory
  • Analytical Problem-Solving
  • Structured Problem-Solving
  • Senior Stakeholder Communications
  • Evaluation Rubric Development
  • Analytical Rigor
  • Written Feedback
  • AI Model Evaluation

Job areas

  • Consulting
  • Management & Leadership
  • Technology
  • Data & Analytics
  • Finance & Accounting

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