Account Executive — Voice and Video Contributor

HeyMilo Labs | Remote | Independent Contractor | $40–$100 per hour

HeyMilo Labs is looking for experienced account executives to participate in paid, recorded conversations with other sales professionals. You’ll discuss sales strategy, debate how to approach difficult deals, and explain the reasoning behind your decisions.

These conversations will help train and evaluate AI systems.

What you’ll do

• Discuss discovery, opportunity qualification, stakeholder management, pricing, negotiation, and closing.

• Debate approaches to realistic sales situations, such as a stalled deal, a competitive evaluation, or a buyer requesting a substantial discount.

• Defend a recommended strategy using your experience and clear reasoning.

• Challenge another participant’s assumptions, ask probing questions, and respond to objections.

• Explore alternative approaches as new information emerges, using fictional or anonymized examples.

What we’re looking for

• Professional experience as an account executive or in a comparable B2B sales role.

• Hands-on experi