About Cooper
Cooper is an AI coworker for the insurance industry. Getting a business insured involves mountains of paperwork: filling out repetitive forms, re-typing the same information into one insurance company's website after another, and comparing offers by hand. Cooper does that busywork automatically, right inside the tools people already use, so brokers and their teams can focus on advising clients instead of pushing paper. We're a small team with deep insurance roots, teaching AI to do real, trusted work in a massive, overlooked industry.
Backed by Lightspeed, General Catalyst, and Valor, Cooper AI is building from the ground up to modernize a $1T+ global insurance industry.
What you’ll do:
Identify, research, and engage potential customers through outbound prospecting.
Manage a well organized pipeline of prospects in the CRM.
Collaborate with the General Manager to refine sales messaging & outbound strategies.
Meet or exceed quarterly goals for opportunities generated.
About you:
Sales experience is a plus, but not required. We value candidates who have demonstrated grit, competitiveness, and strong communication through internships, hospitality, athletics, campus leadership, Greek life, customer-facing roles, or other high-performance environments.
Strong communication skills, both written & verbal.
Highly-motivated and goal-oriented.
Thorough critical thinker who isn’t afraid to take risks and make decisions.
Self-starter who independently seeks out opportunities to learn & succeed.
A growth mindset and a willingness to be collaborative with your teammates in the relationship building process.
Bias-to-action - you’re not afraid to get your hands dirty & stretch yourself.
Owner mentality - take accountability for your actions & results.
Successfully able to work in high-growth & ambiguous start-up environments.
Able and willing to work in our San Francisco office.
Benefits:
Competitive salary
Medical, dental & vision insurance
401k with company match
Flexible PTO
Company-sponsored lunch 5x per week
Company offsite, happy hours, and team-building events
Skills Required
- Strong written and verbal communication skills
- Highly motivated and goal-oriented
- Critical thinking and decision-making skills
- Self-starter who independently seeks learning and growth opportunities
- Collaborative growth mindset
- Bias toward action and willingness to take on challenging work
- Accountability and ownership of actions and results
- Ability to work successfully in a high-growth, ambiguous startup environment
- Ability and willingness to work in the San Francisco office
- Prior sales experience
What We Do
Cooper builds an AI coworker for commercial insurance teams, automating document-heavy work across the insurance workflow from intake through renewal. It handles repetitive forms, submission processing, quote comparison, proposal drafting, policy checks, certificates, and renewals inside the tools insurance professionals already use. The goal is to reduce administrative busywork for agencies, brokers, insurers, and claims teams so they can spend more time advising clients and doing trusted, relationship-focused work.
