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Jobs at HeyMilo

6 open roles read nightly from companies’ own hiring pages. Each one links to the original ad.

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  • Paid AI Conversation Contributor — Customer Support (French)

    2 weeks ago

    HeyMilo · Montréal, Quebec, Canada

    ContractCustomer success & support

    HeyMilo Experts is recruiting customer-support professionals for a paid, remote conversational data project. You will take part in an approximately 20–30 minute video conversation with an AI agent, drawing on your experience to handle fictional customer-service scenarios and…

  • Product Manager — Voice and Video Contributor

    3 weeks ago

    HeyMilo · San Francisco, California, United States

    RemoteContract$40.00 – $100.00 an hourProduct

    HeyMilo Labs is looking for experienced product managers to participate in paid, recorded conversations with other product professionals. You’ll discuss product decisions, debate priorities, and explain how you weigh customer needs, business goals, and technical constraints.

  • UX Researcher — Voice and Video Contributor

    3 weeks ago

    HeyMilo · Toronto, Ontario, Canada

    RemoteContractCA$40.00 – CA$100.00 an hourDesign

    HeyMilo Labs is looking for experienced UX researchers to participate in paid, recorded conversations with other research professionals. You’ll discuss research decisions, debate methodologies, and explain how you interpret evidence and communicate findings.

  • Customer Success Manager — Voice and Video Contributor

    3 weeks ago

    HeyMilo · Remote

    RemoteContract$40.00 – $100.00 an hourCustomer success & support

    HeyMilo Labs is looking for experienced customer success professionals to participate in paid, recorded conversations with peers. You’ll discuss how to manage customer relationships, debate account strategies, and work through the tradeoffs behind difficult customer decisions.

  • Account Executive — Voice and Video Contributor

    3 weeks ago

    HeyMilo · New York City, California, United States

    RemoteContract$40.00 – $100.00 an hourSales

    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.

  • Legal Professional — Voice and Video Contributor

    3 weeks ago

    HeyMilo · Remote

    RemoteContract$40.00 – $100.00 an hourLegal & compliance

    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…

Updated 06 Nov 2026 09:37 UTC from the OptiTalent job library.