Digital Web Designer - AI Trainer Job Stamford Connecticut USA,IT/Tech

Data Annotation is seeking an experienced Digital Web Designer - AI Trainer (remote) to evaluate how frontier AI models perform on real visual design tasks.

Responsibilities

Create challenging, realistic design briefs based on your professional expertise
Run briefs through frontier AI design tools and assess results against the standard you would apply to a colleague
Compare two model versions using identical prompts and assets, then decide which performed better
Identify where each version fell short, including specific usability and visual quality issues
Critique model-generated work across interfaces, mockups, layouts, slides, infographics, illustrations, and motion
Document concrete failures with evidence, including:
- Alignment and spacing
- Content overflow and cutoff
- Typography issues
- Visual hierarchy problems
- SVG and illustration quality concerns
- Ignored assets
- Off-brief interpretation
Contribute across software and interactive work, including office and presentation design, technical illustration, graphic design, and new media

Requirements

Fluent English at native or bilingual level
Background in UI/UX design, web design, product design, or graphic design
Strong understanding of visual hierarchy, layout, typography, interaction design, and user flow
Ability to clearly explain why a design fails, not only that it fails
Comfort working with AI design tools
, or ability to learn them quickly
Bachelor's degree preferred (in progress or completed), not required

Contract Details

Location: Stamford, CT (remote)
Job type: contract
Rate: USD 75-125 per hour
Projects are paid hourly;
bonus rates may be available on some projects

Benefits

Choose which projects to work on and when
Work on your own schedule, on your own computer
Work from home
Hourly pay up to USD 75-125 per hour
Bonus rates available on some projects

Additional Notes

Payment via Pay Pal
No money requested from applicants
Pay Pal handles any currency conversions from USD
Only applicants in:
Australia, Canada, Ireland, New Zealand, United Kingdom, United States will be considered
Independent contractor position