Account Executive

The Mission

We're building an AI-powered insurance brokerage that's transforming the $900 billion commercial insurance market by automating processes that currently run on pre-internet systems.

With over 500 clients acquired in just 5 months and clear product-market fit, we've developed a proven playbook for success. We just finished YC and are emerging from stealth with $8M in funding from an amazing bench of investors. We're looking for ambitious Account Executives who can drive our mid-market sales efforts, manage their own book of business, and deliver exceptional results as we scale rapidly.

You'll work directly with complex mid-market businesses across diverse industries to understand their insurance needs while managing your own client portfolio, similar to an MD at Goldman Sachs. Within 45 days, you'll be expected to be closing deals autonomously and collaborating with our growth engineering team to continuously refine our targeting and conversion algorithms.

Be bold & aggressive enough to believe we can scale from $1.2M to $100M in run-rate ARR by December.

Outcomes You'll Drive

• Manage and grow a substantial book of business with hundreds of clients
• Make markets with carriers for clients with complex, bespoke coverage needs
• Navigate complex market relationships and negotiate optimal terms with underwriters
• Deep-dive into policy language, endorsements, and coverage specifications
• Collaborate with our growth engineering team to refine algorithms and identify what's working
• Provide data-driven feedback to optimize lead quality and conversion processes
• Continually train Harper to understand and eventually perform your brokerage tasks autonomously
• Document your expertise and decision-making processes to improve our AI systems
• Exceed quarterly and annual premium targets consistently

You're Our Person If

• You thrive on execution, love managing details, and can handle high volumes of complex client relationships
• You have 2-4 years of experience in financial services, investment banking, consulting, or commercial insurance
• You ship deals weekly and think in terms of monthly targets
• You have a data-driven mindset and can trace your work directly to business metrics
• You're comfortable managing multiple client relationships simultaneously
• You're naturally curious and results-oriented with a strong analytical mindset

Hard Requirements

• 2-4 years of experience in client-facing advisory roles
• Strong academic background
• Demonstrated success in financial services, investment banking, consulting, or commercial insurance
• Exceptional ability to manage high volumes of information
• Must be based in San Francisco and work in-office 5.5 days per week (relocation assistance provided)
• Must obtain insurance license (we'll help you get licensed within your first week)

AI Training & Development

A critical part of your role will be to continuously train and improve Harper to become a complete broker, not just a brokerage platform. Just as Waymo needed human drivers to train its self-driving system and still requires human intervention in complex situations, Harper needs your expertise to learn and evolve.

You'll work directly with our engineering team to document your workflows, decision points, and expert knowledge to feed into our AI systems. You'll handle complex cases that Harper can't yet manage autonomously, while simultaneously teaching it how to handle similar situations in the future. Your expertise won't just help clients today - it will be systematically captured to scale your impact across our entire platform.

Rapid Ramp-Up

Within 45 days, you'll manage your own application process, close deals autonomously, and start growing your book of business rapidly. Our proven playbook and training ensure you can hit the ground running, while still having space to innovate and improve our processes.

Compensation & Benefits

• Base salary range: $100,000-$170,000, depending on experience
• Annual performance bonuses based on team and individual contributions
• Equity package with significant upside potential
• Comprehensive benefits package

We require you to be in San Francisco and work from our office 5.5 days per week. We'll cover relocation costs and believe the best sales teams collaborate intensively in person.