Legal Professional — Voice and Video Contributor

🏢 Heymilo · 📍 Remote — Global · 💼 remote · ⏰ Contract

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Position Summary & Responsibilities

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.

🎯 Candidate Preparation Guide For Heymilo Applicants

Key Role Competencies & Evaluation Highlights

Key Role Focus:

Evaluating your ability to build and scale conversational AI workflows and autonomous recruiting agents with extreme user-centric speed.

📋 Preparation Priorities (Key Areas to Clarify):

1. Treating AI agents as static chat scripts rather than dynamic autonomous decision-makers
2. Showing over-reliance on massive theoretical frameworks instead of rapid prototyping
3. Lacking understanding of HR tech compliance, data privacy, and bias mitigation

✨ Recommended Role Alignment Hook:

I've spent my career cutting recruitment friction through intelligent automation, and I want to scale that impact directly with Heymilo's AI agents.

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