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 recent 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

📌 Market Strategy Manager - AI Trainer (Canada)
🏢 DataAnnotation
📍 Canada