Founding Sales Development Representative

Harper•San Francisco, CA

9d•$60,000 - $80,000•Onsite

About The Position

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. You’ll be the first voice customers hear—and the engine that feeds our entire sales machine. The Thesis Every conversation you have becomes data that makes our AI smarter. Every business you qualify correctly means faster closes and better coverage. This role is the front line of a company transforming how millions of businesses get insured—and the fastest path to becoming a closer yourself. Top performers promote to AE within 6-12 months. We’re not hiring for a seat-warmer position. We’re hiring future sales leaders who want to learn the business from the ground up. The Role High-volume, high-intensity phone work with a purpose. You’ll talk with business owners all day—contractors, restaurant owners, consultants, trucking companies—qualifying opportunities and setting up our closers to win. You’re not just booking meetings. You’re learning every business type we serve, understanding their risks, and building the intuition that makes great salespeople. You work directly with our AE team, and everything you capture feeds directly into our AI training pipeline.

Requirements

Prior experience in sales, customer-facing, or high-volume phone roles
Strong communication skills and professional presence
Ability to multitask (typing while talking, navigating systems while listening)
Reliable internet and quiet home environment
Hunger to grow into a closing role

Nice To Haves

Experience in insurance, fintech, or regulated industries
Bilingual (Spanish)
CRM or sales engagement platform experience
Track record of exceeding quotas or metrics

Responsibilities

Own the top of funnel — Generate and qualify leads through outbound and inbound; your pipeline feeds the entire sales org
Run high-volume calls with precision — Back-to-back conversations, capturing information accurately while building rapport
Be the first voice of Harper — Professional, confident, helpful—hour after hour, call after call
Feed the AI system — Your documentation becomes training data; patterns you flag improve the product
Learn the business — Understand how different industries operate, what risks they face, and what coverage they need
Build toward closing — This is a launchpad, not a landing pad; top performers move to AE