About The Role

What if your experience in the Canadian insurance industry could directly shape how AI systems guide the next generation of insurance professionals? We're looking for experienced Insurance Agents, Brokers, and Advisors in Toronto and across Ontario to evaluate AI-generated career advice — ensuring it's accurate, practical, and relevant to the realities of the Canadian insurance landscape.

This is a fully remote, flexible contract role. No AI background required — just deep professional expertise and strong written communication skills.

Organization: Alignerr Type: Hourly Contract Location: Remote Commitment: 10–40 hours/week

What You'll Do

Review career-related questions from insurance professionals at various stages of their careers in Canada Write high-quality "golden answers" reflecting expert-level career guidance within the Canadian insurance industry Develop objective evaluation rubrics used to assess AI-generated career advice Identify AI outputs that are inaccurate, incomplete, or out of step with Canadian industry standards and regulations Apply your knowledge of FSRA regulations, Canadian insurance licensing, and market dynamics to improve AI career coaching tools Work independently and asynchronously on your own schedule

Who You Are

Professional experience as an Insurance Agent, Broker, Advisor, or Account Executive in Canada Strong understanding of Canadian insurance sales practices, client acquisition, policy management, and provincial licensing requirements Familiar with Ontario or broader Canadian insurance regulation and industry norms Excellent written communication skills in English Able to deliver practical, credible, and actionable career guidance Self-motivated and reliable when working independently No prior AI or tech experience required

Nice to Have

Active Ontario or multi-provincial insurance licence Experience across life, health, property, casualty, or commercial insurance in Canada Experience mentoring or coaching insurance professionals Sales leadership or brokerage management experience

Why Join Us

Help define how AI systems support career development within the Canadian insurance profession Fully remote and flexible — work when and where it suits you Freelance autonomy with the structure of meaningful, task-based work Contribute your real-world expertise to cutting-edge AI evaluation projects Potential for ongoing work and long-term opportunities as new projects launch