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.

The hardest entry-level job in tech—and the one that teaches you the most. The Thesis

To build AI that actually works, someone has to understand the work at a molecular level first—every exception, every edge case, every decision that currently lives in someone's head. That someone is you. Every call you take becomes training data that makes our AI smarter. Every pattern you flag shapes the product. You're not adjacent to the AI—you're the reason it gets better.

This is the real version of "getting into AI." Not watching from the sidelines. Doing the work that makes the system work.

The Role

Let's be direct: this is high-volume, high-intensity phone work. You'll talk with business owners all day—contractors, restaurant owners, consultants, trucking companies—capturing the information that powers everything downstream. Extended shifts. Back-to-back calls. It's a grind, and we won't pretend otherwise.

Here's what makes it different: you're doing this at a YC-backed AI company that's grown 100x in a year. Your work directly feeds the AI systems we're building. You'll learn an entire industry from the inside. And there are real graduation paths—into product, sales, account management, or engineering—for people who prove they can execute.

What You'll Do

• Handle high-volume inbound calls — Web leads, paid leads, cold leads; back-to-back conversations with business owners across every industry
• Capture information with precision — Identify the right onboarding documents, type while talking, maintain accuracy at speed
• Use AI systems daily — Work with our tools in real time; provide engineering feedback when things break
• Learn the insurance industry — Understand business types, risk profiles, and coverage requirements to get quotes processed accurately
• Track your downstream impact — Call volume, quote conversion, ticket feedback; your work is measured and it matters
• Shape what comes next — Contribute product feedback, help construct rules engines, and eventually QA voice AI agents as you grow

You Might Be a Fit If...

• You're a recent grad or early in your career
• You learn fast and take ownership without being asked
• You're not afraid of repetitive, manual work if it leads somewhere real
• You're interested in AI and tech but don't need to be technical
• Talking to people all day energizes you—it doesn't drain you
• You're comfortable with long hours and startup intensity
• You want career progression, not just a paycheck

Requirements

• Strong communication skills—clear, professional, and confident on the phone
• Typing speed and multitasking ability (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

• Any customer-facing experience—retail, campus jobs, internships, service industry all count
• Bilingual (Spanish)
• Interest in startups, insurance, or fintech
• Business, finance, communications, or operations coursework

Compensation

• Salary: $85,000–$125,000 DOE + performance bonuses
• Location: San Francisco, in-office

Benefits

• Health, dental, and vision insurance
• Commuter benefits
• Team meals and snacks

The Process

• Application questions
• AI assessment — Mock intake call with an AI agent
• Team lead screen — Skills and culture fit
• Manager screen — Alignment on pace and expectations
• Founder call

To Apply

This is the fastest way into tech—and the best one. If you want to learn an entire industry, work at an AI company that's actually shipping, and grind your way into a real career—apply.

Compensation Range: $85K - $125K