Entrepreneurship Instructor (AI Training)

Alignerr Corp.; Toronto; Remote; CAD 34,000 - 62,000; Part time

Job summary

Alignerr (Powered by Labelbox) seeks experienced entrepreneurship educators to shape how AI teaches startup concepts by evaluating real-world business scenarios and models. You will assess go-to-market logic, financial assumptions, and potential pitfalls, delivering practical guidance to improve AI content.

Remote, hourly contract with flexible scheduling. Candidates should bring hands-on startup insight and the ability to provide concise, structured feedback in an asynchronous environment.

Qualifications

• 3+ years of experience teaching entrepreneurship, small business, or innovation.
• Strong command of business model fundamentals and early-stage startup decision-making.
• Able to critically evaluate written business plans and startup scenarios with depth and nuance.
• Comfortable providing applied, real-world feedback in a structured format.
• Self-motivated and reliable working independently in an async environment.

Responsibilities

• Review AI-generated startup and entrepreneurship scenarios for accuracy, practicality, and real-world relevance.
• Assess business models, financial assumptions, and go-to-market logic for soundness.
• Identify unrealistic projections, flawed reasoning, or oversimplified advice.
• Provide structured, actionable feedback that improves AI-generated business content.
• Work independently and asynchronously on your own schedule.

Skills

Entrepreneurship education

Business model fundamentals

Early-stage startup decision-making

Independent async work

Feedback and critique

Education

MBA or graduate degree

Tools

AI tools familiarity

Job description

About The Role

We're looking for experienced entrepreneurship educators and business experts to help train the next generation of AI systems. Your real-world knowledge of startups, business models, and early-stage decision-making will directly shape how AI understands and communicates entrepreneurial concepts — making a genuine impact on how millions of people get business guidance from AI.

• Organization: Alignerr (Powered by Labelbox)
• Type: Hourly Contract
• Location: Remote
• Commitment: 10–40 hours/week

What You'll Do

• Review AI-generated startup and entrepreneurship scenarios for accuracy, practicality, and real-world relevance
• Assess business models, financial assumptions, and go-to-market logic for soundness
• Identify unrealistic projections, flawed reasoning, or oversimplified advice
• Provide structured, actionable feedback that improves AI-generated business content
• Work independently and asynchronously on your own schedule

Who You Are

• 3+ years of experience teaching entrepreneurship, small business, or innovation
• Strong command of business model fundamentals and early-stage startup decision-making
• Able to critically evaluate written business plans and startup scenarios with depth and nuance
• Comfortable providing applied, real-world feedback in a structured format
• Self-motivated and reliable working independently in an async environment

Nice to Have

• MBA or graduate degree with an entrepreneurship focus
• Experience as a founder, operator, or startup advisor
• Familiarity with AI tools or content evaluation workflows

Why Join Us

• Work on cutting-edge AI projects with top research labs
• Fully remote and flexible — work on your own schedule
• Freelance perks: autonomy, variety, and global collaboration
• Contribute to meaningful work that shapes how AI supports entrepreneurs and business builders worldwide
• Potential for ongoing work and contract extension