Founding Sales Development Representative

Overview

Harper (YC W25) — Full-time, Advanced (5-10 yrs) sales role. You’ll be the first voice customers hear and the engine that feeds Harper’s sales machine as we build AI-enabled customer experiences in commercial insurance.

• 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
• 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

• Own the top of funnel — Generate and qualify leads through outbound and inbound
• Qualify opportunities and set up closers to win
• Capture detailed information to support AI training and product improvements
• Collaborate with the AE team and learn across industries served

• You’ve done high-volume sales or customer work before (SDR, BDR, call center, inside sales)
• You’re hungry to close deals and see this as a path to get there
• You can type fast while talking — simultaneous multitasking
• You’re comfortable with technology and excited about AI tools
• You have business acumen and can quickly understand how different businesses operate
• You genuinely enjoy talking to people and stay organized under pressure
• You want to be at a company building something massive

• 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

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

• Salary: $60,000–$80,000 base + Commission & performance bonuses
• Location:
  
  San Francisco, in-office

• Health, dental, and vision insurance
• Commuter benefits
• Team meals and snacks
• Clear promotion path to AE (6-12 months for top performers)
• Direct exposure to founders and sales leadership

• Founder screen — Initial fit and alignment
• Lead screen — Skills and culture fit
• Super day — See how you operate in real time

This is the best entry point into tech sales. We’re rapidly growing, and for the right person, this is a foot in the door to a closing role at one of the fastest-moving companies in the industry. If you’re hungry, coachable, and want to learn the business from the ground up—apply.

Compensation Range: $60K - $80K

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