Jobs at HeyMilo AI

Participate in paid, recorded conversations with UX research professionals to discuss research planning, recruitment, interviewing, usability testing, synthesis, methodology selection, evidence interpretation, and communicating findings. Contributors must defend perspectives, acknowledge uncertainty, challenge assumptions, and engage in constructive disagreement. Sessions support AI training and evaluation and require a quiet environment, reliable internet, clear microphone, webcam, and use of fictional or anonymized examples.

Participate in paid, recorded conversations with sales professionals to discuss B2B sales strategy, discovery, qualification, stakeholder management, pricing, negotiation, and closing. Defend recommendations, challenge assumptions, ask probing questions, respond to objections, and explore alternatives using fictional or anonymized examples. Applicants need account executive or comparable B2B sales experience, strong spoken communication, reliable internet, a quiet environment, microphone, and webcam.

Participate in paid, recorded conversations with product professionals to discuss discovery, strategy, prioritization, roadmaps, launches, metrics, customer needs, business goals, and technical tradeoffs. Defend and revise recommendations, challenge perspectives, and explain reasoning clearly in unscripted discussions that support AI training and evaluation.

Participate in paid, recorded conversations with customer success professionals to help train and evaluate AI systems. Discuss onboarding, implementation, product adoption, account health, renewals, expansion, and challenging account scenarios. Explain and defend account strategies, challenge recommendations, and articulate customer-business tradeoffs using fictional or anonymized examples. Participants need strong spoken communication, customer success experience, reliable internet, a clear microphone, and a webcam.