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Customer Success Manager — Voice and Video Contributor

HeyMilo AI

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

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At a glance

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

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Job overview

HeyMilo Labs seeks experienced customer success professionals for paid, recorded peer conversations that train and evaluate AI systems. Participants discuss customer relationships and account strategies, explain and defend their recommendations, and constructively challenge another professional’s approach. Selected applicants complete a paid conversation after screening. The hourly rate, expected time commitment, and recording-use and licensing terms are shared before an assignment is accepted.

Skills & qualifications

RequiredNice to have

Skills

Customer SuccessAccount ManagementInterpersonal CommunicationsOnboardingProject ImplementationImplementationStrategic Account ManagementProfessional ServicesCustomer OnboardingCustomer AdoptionRenewalsSpoken CommunicationExplaining TradeoffsUnscripted DiscussionResponding to Disagreement

Qualifications

Professional Customer Success ExperienceBusiness Customer Management ExperienceFluent Session Language

Full job description

HeyMilo Labs | Remote | Independent Contractor | $40–$100 per hour 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. These conversations will help train and evaluate AI systems. What you’ll do

  • Discuss onboarding, implementation, product adoption, account health, renewals, and expansion.

  • Debate how to approach situations such as low adoption, an unhappy executive sponsor, a missed implementation milestone, or a renewal at risk.

  • Explain and defend an account strategy, including the assumptions behind it.

  • Challenge another participant’s recommendations, ask clarifying questions, and consider alternative approaches.

  • Discuss customer expectations and product limitations using fictional or anonymized examples.

What we’re looking for

  • Professional experience in customer success, implementation, strategic account management, or professional services.

  • Hands-on experience managing business customers through onboarding, adoption, or renewals.

  • Fluent spoken communication in the language of the session.

  • The ability to explain customer and business tradeoffs clearly.

  • Confidence engaging in substantive, unscripted discussions and responding thoughtfully to disagreement.

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 customer success professional who has a similar background. You’ll discuss a topic within your shared expertise, defend a proposed approach, and constructively challenge each other’s thinking. 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 customer success background, customer segments and product areas, availability, time zone, and spoken languages.

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