Customer Support & Success Domain Expert

$55–80/hr

rate as listed

Workload: 40 hrs/week
Engagement: Project-based
Location: US
Field: Generalist

Use your customer support, customer success or technical onboarding experience to design and evaluate training data for AI models. The work covers realistic business-customer workflows, including escalations, renewals, implementation, billing and adoption reporting.

What the work involves

You will design realistic support and success tasks, write reference solutions and audit multi-step workflows for operational realism and policy compliance. Typical subject matter includes ticket triage, technical escalation, churn and renewals, usage and adoption reporting, onboarding and installation, billing and failed payments. You will also evaluate customer communications, refine scoring rubrics and explain judgment calls to research teams, engineers and other domain experts.

What the platform screens for

The screening is likely to focus on specific examples from business-to-business customer operations rather than general service principles. Be prepared to describe your direct ownership of at least one core track: ticket triage and technical escalation, churn and renewal management, or onboarding and implementation. You should also be able to explain how you used Intercom, HubSpot, Stripe and Metabase, or close equivalents such as Zendesk, Salesforce and Looker, to make and document operational decisions.

Practical details

This is a W-2 position with Cincinnatus LLC, with potential placement at an AI lab as part of its extended workforce. The commitment is at least 40 hours per week during weekdays. The listing does not specify whether the position is remote, whether particular working hours are required or how much of the work is asynchronous, so candidates should confirm those points during the process.

Pay band: $55–80/hr

What they look for

Professional customer support, customer success or technical onboarding experience with business customers
Hands-on ownership of ticket escalation, churn and renewals, or onboarding and implementation
Daily use of CRM, helpdesk, billing or analytics tools such as Intercom, HubSpot, Stripe, Metabase, Zendesk, Salesforce or Looker
Evaluation of customer communications for authenticity and policy compliance
Rubric-based workflow auditing and written feedback
Clear written explanation of operational judgment calls

Included with this listing

Interview prep — 10 questions

Matched to what this platform's screening actually measures. Answer each out loud in 60–90 seconds: claim → concrete example → implication.

What it tests: This tests whether your background involved direct operational responsibility for business accounts and whether your career shows increasing scope rather than only adjacent exposure.
A strong answer: Give a chronological account with customer segment, product complexity, ownership level and measurable changes in scope. Distinguish work you personally performed from work owned by your team.
Where people lose it: Candidates lose points by describing a company-wide support function without identifying their own queue, accounts, implementation responsibilities or decision authority.

Summary, eligibility guidance and screening preparation are prepared by Sidequest from the platform's posting. Check the source listing before applying.