AI Customer Service Operator jobs in United States
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Harper (YC W25) · 1 month ago

AI Customer Service Operator

positionSan Francisco
timeFull-time
remoteOnsite
seniorityNew Grad, Entry Level
money$100K/yr - $140K/yr

Harperinsure is an AI-native commercial insurance brokerage aiming to transform the insurance industry through automation and efficiency. The AI Customer Service Operator role involves documenting customer interactions, creating service templates, and advising teams on scaling operations to handle a growing customer base.

Artificial Intelligence (AI)FinTechInsurance

Responsibilities

Document customer service interactions, edge cases, and decision points to build knowledge bases and inform system design
Create service templates and workflows while determining what can be standardized vs. requires human judgment
Analyze cross-channel service patterns to identify automation opportunities and advise on system architecture improvements
Advise product, engineering, and operations teams on strategies to scale from current volume to 10,000+ customers monthly
Develop operational procedures, training protocols, and quality assurance frameworks; test and validate automated workflows
Conduct customer service interactions across channels (phone, email, chat) for research, testing, validation, and intelligence gathering

Qualification

Proficiency with technologyAttention to detailClear communicationOrganizational skillsPattern recognitionGritAutonomyWillingness to grind

Required

Obsessive attention to detail
Incredible organization
Proficiency with technology and AI tools
Clear communication under pressure
Willingness to grind when the work is unglamorous

Preferred

Experience at a technology company in a highly regulated industry (does not have to be insurance)

Benefits

Group lunches and dinners: We eat together at 6:30pm most nights
Intense but fun: The hours are long, but you're doing it with people you actually like and building something that matters
Meritocracy: Excel here → fast track to leadership roles.

Company

Harper (YC W25)

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Harper is a commercial E&S insurance brokerage.
dateFounded in 2024
location
San Francisco, California, USA
people-size2-10 employees
web-link
https://www.harperinsure.com/

Funding

Current Stage
Early Stage
Total Funding
$0.5M
Key Investors
Y Combinator
2025-03-12Pre Seed· $0.5M
Company data provided by crunchbase