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Account Manager

Harper (YC W25), San Francisco, CA, United States


Bilingual (Spanish)

The Problem 36 million businesses in America need insurance—it’s not optional.

77% are underinsured.

40% have no coverage at all. The distribution system failed them: too slow, too opaque, too confusing.

Over 90% of commercial insurance is still human-led. We’re building the inverse: 90%+ AI-led, pushing toward the higher 90s. Not by patching legacy workflows—by building AI that makes humans more effective, improves the customer experience, and eliminates friction at every step.

We’re adding ~1,000 customers per month. We’ve grown 100x since last year. We’re looking to do even more this year—and that’s why we’re hiring.

Once a customer chooses Harper, you’re the reason they stay.

The Thesis Getting a business insured is only the beginning. After that comes COIs, endorsements, billing questions, renewals, claims—the ongoing reality of being a policyholder. Most brokerages handle this with slow emails and voicemail tag. We handle it with AI and a small, sharp team that actually knows insurance.

Every issue you resolve and every interaction you document teaches our AI what to handle next. You’re not just serving customers—you’re building the system that makes service scale without scaling headcount. The people who learn this operation inside out become the backbone of the company as we grow 20x, 50x, 100x.

The Role You own post-sale customer service. Business owners call you about their certificates of insurance, policy changes, billing questions, renewal timelines, and claims. You resolve what you can, elevate what you can’t, and make sure nothing falls through the cracks.

You’ll work alongside Sales, the CX team, and our AI systems daily. You need to know enough about commercial insurance to speak confidently with customers—and enough about our tools to move fast. Everything you do feeds back into the product.

What You’ll Do

Handle customer inquiries all day — COIs, endorsements, billing, renewals, claims coordination; back-to-back, with accuracy and speed

Own resolution end-to-end — Don’t just take the message; follow up with carriers, track status, close the loop with the customer

Know the product — Understand policy types, coverage basics, and carrier processes well enough to answer real questions confidently

Feed the AI system — Your documentation, tagging, and pattern recognition become training data that makes the product smarter

Flag what’s broken — Surface recurring issues, edge cases, and friction points so they get fixed upstream by Product and Engineering

Keep customers loyal — Every interaction is a chance to reinforce that Harper is different; professional, fast, and actually helpful

You Might Be a Fit If…

You’ve worked in customer service, insurance operations, or a similar high-volume support role

You can explain insurance concepts to a business owner without making their eyes glaze over

You’re comfortable navigating multiple systems while on a call

You take ownership of problems—you don’t pass them along and forget about them

You’re detail-oriented and accurate even when you’re moving fast

You’re excited about AI tools and want to work at a company building the future of the industry

You want to grow into CX leadership, operations, or deeper insurance roles as the company scales

Requirements

Prior experience in customer service, insurance support, or operations roles

Strong communication skills—clear, professional, and patient

Ability to multitask: talk, type, and navigate systems simultaneously

Comfort with technology and willingness to learn new tools quickly

Based in San Francisco or willing to relocate

Nice to Have

Insurance industry experience (commercial lines, P&C, brokerage, or carrier-side)

Bilingual (Spanish)

CRM or ticketing system experience

Familiarity with COIs, endorsements, claims processes, or carrier communications

Compensation

Salary: $80,000 - $100,000 + performance bonuses + equity

Location: San Francisco, in-office

Schedule: Monday–Friday, overtime eligible

Benefits

Health, dental, and vision insurance

Commuter benefits

Team meals and snacks

The Process

Team lead screen — Skills and culture fit

Manager screen — Alignment on pace and expectations

On-site day — Meet the team, see the operation, work through real scenarios

To Apply This is a ground-floor opportunity at one of the fastest-growing companies in insurance. You’ll learn the operation from the inside, work directly with the team building the product, and grow as we scale. If you know insurance, love solving problems for real people, and want to be part of something that’s actually changing the industry—apply.

Compensation Range: $80K - $110K

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