Graphic Designer – AI Career Evaluator

About the Role
What if your experience navigating the creative industry could directly improve how AI coaches the next wave of design professionals? We're looking for experienced Graphic Designers in Chicago to evaluate and improve AI-generated career guidance — helping ensure the advice AI delivers is grounded in real-world design practice.

This is a fully remote, flexible contract role. No AI background required — just genuine expertise in graphic design and the ability to communicate what great career guidance looks like.

Organization: Alignerr

Type: Hourly Contract

Location: Remote

Commitment: 10–40 hours/week

What You'll Do

Review career-related questions from graphic designers and visual creatives at various career stages

Write high-quality “golden answers” that reflect expert-level career guidance within the design profession

Build objective evaluation rubrics to assess the quality of AI-generated career advice

Flag inaccurate, unrealistic, or incomplete recommendations produced by AI systems

Bring your real-world industry knowledge to improve AI career coaching capabilities

Work independently and asynchronously — entirely on your own schedule

Who You Are

Professional experience as a Graphic Designer, Visual Designer, Brand Designer, or similar creative role

Strong understanding of creative career development, portfolio strategy, and how design hiring works

Experience giving design feedback, reviewing portfolios, or mentoring creatives

Clear and effective written communicator who can translate expertise into practical guidance

Self-motivated, reliable, and comfortable meeting quality expectations independently

No prior AI or technology experience required

Nice to Have

A strong portfolio across brand, digital, environmental, or print design

Proficiency with Adobe Creative Suite, Figma, or other industry-standard tools

Agency or in-house studio experience in the Chicago market

Art direction or creative leadership background

Familiarity with the Midwest creative and design industry landscape

Why Join Us

Play a direct role in shaping how AI provides career guidance to creative professionals

Fully remote and flexible — design your own work schedule

Freelance autonomy with the structure of meaningful, task-based assignments

Contribute your professional expertise to cutting-edge AI evaluation work

Potential for ongoing work and long-term opportunities as new projects launch

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