About The Role

ABOUT HANDSHAKE

Handshake was founded on a simple belief that everyone deserves a path to a great career, regardless of where they went to school or who they know. Today, we power 25 million job seekers, 1 million+ employers, and 1,600 educational institutions.

In 2025, we started Handshake AI and built the fastest-growing AI data business in history. We work directly with frontier AI lab researchers to create evaluations, publish benchmarks, and push the boundary of data. We've grown from $0 to ~$1B run rate and pay ~$60M to over 30K individuals every month.

Why join Handshake now

Shape how every career evolves in the AI economy, at global scale, with impact your friends, family and peers can see and feel
Partner hand-in-hand with world-class AI labs, Fortune 500 partners and the world's top educational institutions
Work together with engineers, scientists, operators, and more from Palantir, Meta, Scale AI, and former YC founders
Build a massive, fast-growing business with billions in revenue

ABOUT HANDSHAKE AI

Human data is the core infrastructure to AI advancement. Frontier AI labs currently improve model capabilities with various data-intensive post-training techniques. We believe that data spend for AI training will increase by 3-5x in the next few years and continue for much longer as models take on new domains. Handshake AI supports all of the frontier AI labs, working on their most complex data at the largest scale.

ABOUT THE ROLE

As an AI Image Evaluator, you will help image generation models learn two things at once: what a good image is, and what an acceptable image is.

You will look at prompts and the images a model produced from them, then answer questions like: Did the image do what the prompt asked? Is it well made, or does it have the hands, lighting, text, and anatomy problems that give generated images away? Which of two images is better, and why? Does the image violate the customer's content policy, and if so, which category and how severely? Does it depict a real person, a protected brand, or a minor in a way the policy does not allow?

The interesting cases are the close ones. Two images that look nearly identical until you notice one has a logo in the background. A stylized nude that is fine as figure study and not fine with one change of pose. A prompt that asked for "a realistic photo of a senator" and a model that complied. A beautiful image that ignored half the prompt, next to an ugly one that nailed it.

We are looking for people who already see images critically, whether that came from photography, illustration, design, years inside Midjourney and Stable Diffusion, or moderating visual content at scale. You do not need all of these. You need one deep, and the judgment to learn the rest.

This is not rote annotation. Rubrics cannot anticipate every image, and good evaluators do not apply them mechanically. You will balance the rubric's text and intent with customer expectations, precedent, and team calibration, and you will explain your reasoning clearly enough that it can train a model.

WHAT YOU WILL DO

Evaluate generated images against their prompts for adherence, composition, realism, style consistency, and technical defects
Compare images side by side and select the stronger one with a clear, evidence-based rationale
Classify images against customer content policies covering sexual content, violence, hate symbols, real-person likeness, intellectual property, and depictions of minors
Select the most defensible classification when an image is genuinely ambiguous, and write concise rationales that cite rubric language and specific visual details
Distinguish "I do not like this" from "this fails the prompt" from "this violates policy," and keep those judgments separate
Write and refine prompts that probe where a model's quality or safety behavior breaks down
Identify rubric gaps, contradictions, and emerging edge cases, and raise them with project leads and policy teams
Participate actively in calibration discussions; challenge interpretations respectfully and update your judgment when stronger reasoning emerges
Apply customer policy consistently without substituting personal taste or personal beliefs for the standard
Maintain accuracy and consistency across hundreds of visually similar evaluations

YOU MAY BE A FIT IF

You have a trained eye from photography, illustration, concept art, art direction, retouching, photo editing, VFX, or visual design, and you can say precisely why one image is better than another
You use generative image tools heavily (Midjourney, Stable Diffusion, ComfyUI, Flux, DALL-E, Ideogram) and know their failure modes, their prompt quirks, and how their safety filters get bypassed
You have moderated or reviewed visual content at scale and have applied a policy taxonomy to borderline images under time pressure
You notice small details: an extra finger, a mismatched shadow, a brand mark, a face that is a little too familiar
You can hold a rubric steady across a long session of near-identical images
You can hold a strong opinion without becoming attached to being right
You explain judgment calls clearly enough that another person can audit your reasoning
You can separate your personal taste from the standard a customer has asked you to apply
You communicate clearly and precisely in writing
You treat sensitive imagery and difficult subject matter with maturity and sound judgment

Strong candidates may come from photography, illustration, graphic or UX design, art direction, photo editing, animation or VFX, game art, trust and safety, content moderation, brand or IP enforcement, ad review, or art education. We care more about how you see and how you reason than where you learned to do it. A degree and a technical background are not required.

NICE TO HAVE

A public portfolio, publication credits, or a body of generative work (Civitai, Discord communities, LoRA or model training, published prompt work)
Experience judging images comparatively: portfolio review, photo competition judging, creative A/B testing, art school critique
Formal training in anatomy, color, lighting, or composition
Content moderation or trust and safety experience on an image-heavy platform
Working knowledge of copyright, trademark, and right-of-publicity basics
Prior work in AI evaluation, RLHF, image labeling, or data annotation
Familiarity with calibration sessions, inter-rater agreement, or adjudication workflows

Prior AI evaluation experience is helpful, but it is not required.

SENSITIVE-CONTENT NOTICE

This role involves regular and deliberate engagement with sensitive imagery. Depending on the project, evaluations may include sexual content and nudity, graphic violence and gore, hate symbols, self-harm, and depictions of real people and of minors in contexts that must be assessed against policy. Some of this material is disturbing by design, because the purpose of the work is to teach models not to produce it.

The work is conducted within structured evaluation frameworks and professional guidelines, with exposure limits, content rotation, mandatory reporting protocols for illegal material, and access to mental health support. Candidates must be able to engage with this material carefully, responsibly, and sustainably while maintaining sound judgment and consistent work quality.