2-5 years of closing experience in sales, preferably in software or technology
Proven success in meeting or exceeding sales quotas
Experience conducting product demos and managing a structured sales process
Strong communication skills for explaining complex concepts
Ability to thrive in a fast-paced, ambiguous startup environment
Experience selling to insurance, logistics, or transportation sectors
Familiarity with early-stage sales roles and interest in data-driven products
Responsibilities
Own the entire sales cycle from prospecting to closing
Conduct product demos and articulate the value of the AI-driven platform
Consistently achieve or surpass revenue targets
Collaborate with SDRs to develop effective prospecting strategies
Work with Product and Engineering to refine messaging and pricing
Contribute to the go-to-market strategy for new products
Gather customer feedback to inform product and sales strategies
Represent the company professionally as a key sales team member
Benefits
Competitive salary and equity
Comprehensive medical, dental, and vision insurance
Monthly wellness stipend
401k plan with company match
Unlimited paid time off (PTO)
Company-sponsored lunches five times a week
Team-building events, off-sites, and happy hours
Full Job Description
About the Role
You'll join a small, high-velocity founding team and work onsite at our San Francisco headquarters. Reporting to the CEO, you'll own the full sales cycle-from prospecting and discovery through demo, close, and early customer feedback. This is a hands-on role for someone who wants to sell, build, and learn quickly in an environment with high impact and high trust.
What You'll Do
Own the end-to-end sales cycle, including outbound prospecting, discovery, product demos, negotiation, and close
Demo Cooper's software to prospective customers and clearly communicate the value of our AI-driven insurance platform
Close new business and consistently hit or exceed revenue targets
Partner closely with SDRs to strategize prospecting strategy and build pipeline effectively
Partner closely with Product, Engineering, and Leadership to refine messaging, pricing, and positioning
Help build and iterate on our go-to-market strategy as we take new products to market
Capture customer feedback and translate real-world objections into insights that shape product and sales strategy
Represent Cooper with professionalism and curiosity as one of the first faces of our Sales organization
What You Bring
2-5 years of closing experience in a sales role, ideally in software or technology
Demonstrated track record of success against quota or measurable sales goals
Experience running product demos and managing a structured sales process
Strong communication skills and the ability to explain complex ideas clearly
Comfort working in a fast-moving, ambiguous startup environment where you help define the playbook
Experience selling into insurance, logistics, transportation, or adjacent industries
Exposure to early-stage or founding sales roles
Interest in data-driven products, AI, or infrastructure-heavy software
