HeyMilo AI logo

Legal Professional — Voice and Video Contributor

HeyMilo AI

Remote · location unlistedContract$40–100/hrPosted 1 day agoStill listed 1 day ago

Most applications go out cold — see where you stand first. No sign-up to start.

Watch jobs like this.

At a glance

Compensation
$40–100/hr
Location
Remote · location unlisted
Schedule
Contract
Work Authorization
Not specified

Olive lists jobs from US employers, including remote roles you can work from the United States.

Job overview

HeyMilo Labs seeks experienced legal professionals for paid, recorded conversations with peers to train and evaluate AI systems. Participants discuss legal topics, debate fictional scenarios, explain and defend their reasoning, and respond to counterarguments. Sessions use fictional or anonymized examples to protect confidential or privileged information. The role requires substantive legal expertise and conversational ability; acting experience is optional.

Skills & qualifications

RequiredNice to have

Skills

Legal KnowledgeVendor ContractsLabor LawCorporate GovernanceInformation PrivacyIntellectual PropertySpoken CommunicationSubstantive DiscussionClear ExplanationCareful ListeningOpen-Mindedness

Qualifications

Professional Legal ExperienceFluent Session Language

Full job description

HeyMilo Labs | Remote | Independent Contractor | $40–$100 per hour HeyMilo Labs is looking for experienced legal professionals to participate in paid, recorded conversations with other professionals who have similar backgrounds. You’ll discuss topics within your legal expertise, debate practical questions, and explain the reasoning behind your perspective. These conversations will help train and evaluate AI systems. What you’ll do

  • Discuss topics such as commercial contracts, employment law, corporate governance, privacy, or intellectual property, depending on your expertise.

  • Debate how to approach a fictional legal scenario, weigh competing interpretations, and explain practical tradeoffs.

  • Defend your perspective with clear reasoning and relevant examples.

  • Respectfully challenge another participant’s assumptions, ask follow-up questions, and respond to counterarguments.

  • Use fictional or anonymized examples that avoid confidential or privileged information.

What we’re looking for

  • Professional experience as an attorney, legal counsel, paralegal, or in another substantive legal role.

  • Strong domain knowledge in at least one legal specialty.

  • Fluent spoken communication in the language of the session.

  • The ability to sustain a substantive, unscripted discussion and explain complex ideas clearly.

  • Careful listening and a willingness to reconsider your position when presented with a compelling argument.

Professional acting experience is optional. Domain expertise and conversational ability are essential. The next step Following an initial screening, selected applicants will be invited to a paid, recorded conversation with another legal professional who has a similar background. You’ll discuss a topic within your shared expertise, with opportunities to debate, defend a position, and challenge each other’s reasoning. Compensation and recording Pay is $40–$100 per hour. The rate, expected time commitment, and recording-use and licensing terms will be shared before you accept an assignment. Recordings may be licensed to AI developers for training and evaluation under the agreed terms. You’ll need a quiet environment, reliable internet, a clear microphone, and a webcam. Be comfortable appearing on video with your face visible and filters and background blur turned off. How to apply Share your professional background, legal specialties, jurisdiction, availability, time zone, and spoken languages.

Similar jobs, posted recently

Open roles like this one, listed in the last 30 days.

You've read the whole posting — now see how you match it.