Product Manager – AI Career Guidance Evaluator
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Key skills for this role
About the Role
Alignerr is seeking experienced Product Managers in Toronto to evaluate AI-generated career guidance on a contract basis. You will review career questions, write golden answers, and build rubrics for evaluating AI advice.
Key Skills for This Role
Responsibilities
- Review career related questions from professionals navigating different stages of their product management careers
- Write high quality 'golden answers' that reflect expert level, realistic PM career guidance
- Build structured rubrics for objectively evaluating AI generated career advice
- Identify responses from AI systems that are inaccurate, overly generic, or professionally unsound
- Contribute real world industry knowledge to improve AI career coaching quality
- Work independently and asynchronously on own schedule
Requirements
- Experienced Product Manager with a meaningful professional track record
- Strong command of product strategy, roadmap planning, prioritization, and stakeholder management
- Experience mentoring or developing junior product professionals or APMs
- Excellent written communication skills
- No prior AI evaluation or annotation experience required
- Experience in Canadian tech companies, startups, or enterprise environments (preferred)
- Senior PM, Group PM, or product leadership experience (preferred)
- Track record of launching and scaling products (preferred)
- Deep collaboration experience with engineering, design, and data teams (preferred)
- Background in coaching, mentoring, or professional development (preferred)
Full Job Posting
About The Role
- We're looking for experienced Product Managers in Toronto to evaluate AI generated career guidance.
- This is a fully remote, flexible contract role designed to fit around your existing professional commitments.
- No AI background required — just deep product experience and strong communication skills.
What You'll Do
- Review career related questions from professionals navigating different stages of their product management careers.
- Write high quality 'golden answers' that reflect expert level, realistic PM career guidance.
- Build structured rubrics for objectively evaluating AI generated career advice.
- Identify responses from AI systems that are inaccurate, overly generic, or professionally unsound.
- Contribute your real world industry knowledge to improve AI career coaching quality.
- Work independently and asynchronously — entirely on your own schedule.
Who You Are
- Experienced Product Manager with a meaningful professional track record.
- Strong command of product strategy, roadmap planning, prioritization, and stakeholder management.
- Experience mentoring or developing junior product professionals or APMs.
- Excellent written communication skills.
- No prior AI evaluation or annotation experience required.
Why Join Us
- Shape how AI systems understand and communicate about product management careers.
- Fully remote and flexible — work when and where it suits you.
- Freelance autonomy with the structure of meaningful, task based work.
- Contribute your expertise to cutting edge AI evaluation projects.
- Potential for ongoing work and long term opportunities as new projects launch.
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