Customer Success Manager — 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 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.

Compens

🎯 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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