Recruiter – AI Career Guidance Evaluator

About The Role

What if your recruiting expertise could directly influence how AI coaches professionals through career decisions? We're looking for experienced Recruiters in the Chicago area to help train, evaluate, and improve next-generation AI systems — ensuring they provide accurate, practical, and realistic career guidance to job seekers and professionals across every industry. This is a fully remote, flexible contract role built for talent acquisition professionals who take pride in their craft and want to apply their knowledge beyond the traditional recruiting desk.

Organization

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

Who You Are

• Professional experience in Recruiting, Talent Acquisition, Executive Search, or Staffing
• Strong understanding of hiring processes, candidate evaluation, interviewing techniques, and labor market trends
• Experience advising both candidates and hiring managers — with a practical, grounded perspective
• Excellent written communication skills and the ability to articulate nuanced guidance clearly
• Self-motivated and reliable when working independently without supervision
• No prior AI experience required

Nice to Have

• Agency or executive search experience within the Chicago or Midwest market
• Corporate talent acquisition background across manufacturing, finance, healthcare, or technology sectors
• Experience managing full-cycle recruiting across multiple business functions
• Familiarity with AI tools or digital evaluation workflows

Why Join Us

• Help shape how AI systems provide career guidance to professionals around the world
• Full remote and flexible — work when and where it suits you
• Freelance autonomy with the structure of meaningful, task-based work
• Apply your professional expertise to cutting-edge AI evaluation projects
• Potential for ongoing work and long-term opportunities as new projects launch