Adversarial Prompt Expert
Handshake • Remote, United States
Education
Bachelor
Type
Hourly
Pay Rate
$65/hr
Listed
7d ago
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From the Handshake listing
Overview
As an Adversarial Prompt expert, you’ll be able to participate in project-based opportunities focused on probing large language models for failure modes and harmful outputs. Your work will involve crafting prompts and scenarios to test model guardrails, exploring creative ways to bypass restrictions, and systematically documenting outcomes. You’ll think like an adversary to uncover weaknesses, while collaborating with engineers and safety researchers to share findings and improve system defenses.
Details
Hourly rates start at $45 and extend up to $65 depending on prior experience with adversarial testing.
The position is remote and largely asynchronous. Work from wherever you are, and set your own schedule. There will be some synchronous meetings that are highly recommended to ensure your success on the projects.
Flexible hours and the ability to work remotely, but ideally able to commit 10+ hours per week.
Project work includes but is not limited to developing domain-specific prompts and evaluating LLM responses.
Dedicate time researching topics that are interesting to you, with the assistance of AI.
Learn new skills while contributing to the changing world of AI across various disciplines.
Placement into a project will be dependent on project availability.
Qualifications
Heavy LLM Usage — hands-on experience with multiple models (open- and closed-source), comfort experimenting across systems.
Prompt Engineering & Jailbreaking — skill in crafting prompts, evasion techniques, and creative ways to bypass restrictions.
Adversarial / Security Mindset — ability to think like an attacker, with bonus points for any red teaming or offensive security background.
Persistence & Creativity — willingness to try many variations, think outside the box, and push edge cases.
Clear Documentation — ability to log attempts and outcomes systematically, and communicate issues clearly.
Ethical Awareness — understands boundaries and handles sensitive content responsibly. This program is open to U.S.-based candidates, and recent graduates with US work authorization.
Work authorization information
F-1 students who are eligible for CPT or OPT may be eligible for projects on Handshake AI. Work with your Designated School Official to determine your eligibility. If your school requires a CPT course, Handshake AI may not meet your school’s requirements. STEM OPT is not supported. See our Help Center article for more information on what types of work authorizations are supported on Handshake AI.
The application process
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Why this role
AI labs pay $65/hr for a Adversarial Prompt Expert because getting Generalist nuance wrong in a training set is expensive to fix later. That's what this rate is pricing in.
Skills and categories
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Common questions
Can I use Handshake if I graduated years ago?
Probably not a good fit. Handshake's AI Fellowship roles target current university students and early talent within about 1-2 years of graduation. Experienced professionals typically find faster approval and better rates on Outlier or Mercor.
Is Handshake itself the employer for AI training roles?
For the AI Fellowship roles specifically, yes, Handshake acts as the employer of record. That's different from the rest of the site, which functions as a job board listing openings for other companies.
What does task-based AI training work look like?
Practical, hands-on data work: recording short videos, categorizing images, rating text responses, or analyzing data. Tasks are designed to be short and distinct, typically 5 to 60 minutes each.
What does asynchronous AI training work mean in practice?
No set hours, no check-ins, no meetings. You log in when you want, pick up an available task, complete it, and submit; nobody is waiting on you in real time. That's different from remote employment, where you're expected online during business hours. The tradeoff: you're competing with others for available tasks, so an empty queue means there's simply nothing to do until more work is released.
What does Generalist work look like for an Adversarial Prompt Expert?
Tasks here are scoped to Generalist, not generic labeling. As an Adversarial Prompt Expert, expect to draw on real domain judgment (evaluating outputs, correcting errors, or providing expert reasoning specific to Generalist) rather than following a one-size-fits-all rubric. If you don't have hands-on Generalist background, this is likely not the right listing to start with.
What specific skills does this listing call for?
Expert and AI Training are named directly in the listing. If you don't have hands-on experience with these, expect the screening process to test for them directly rather than accepting adjacent experience as a substitute.
How much does this specific role pay?
This listing is posted at $65/hr, an hourly rate. Pay can change between when we last checked the listing and when you apply, so confirm the current number on the platform's own application page before committing time.
What happens when I click Apply on this listing?
You'll be taken to Handshake's external site to complete your application there. This listing links through a referral, but the process is identical to applying directly; the link just routes you correctly. Create an account on their site and follow their onboarding steps.
Can I apply from outside the United States?
This specific role is open only to people based in the United States. If you are somewhere else, applying is unlikely to lead to an offer even if you pass the assessment, because the restriction is usually about where the work can legally be contracted rather than your skills. Read the full description for any tax-residency or right-to-work caveats before you apply.
Are Handshake AI training listings internships?
Some are, some aren't. Handshake lists both standard internships and separate "AI Trainer" fellowships. Check the job description for "1099" or "Contract" language: that signals a freelance role, not W-2 employment.