Account Executive

About Checksum

We are a leading AI solution for software quality.  Checksum is growing fast, well funded and seeing huge demand for our solutions.  This is an opportunity to join at the ground floor and scale up with us.

Checksum’s AI agents solve a critical problem for engineering teams who need to test their code fast and release high quality products.  AI coding tools have increased engineering output 50X, but quality has not kept up.  We fix that problem.

Checksum’s unique AI Agents deliver autonomous and continuous testing to engineering teams who need to build quality into their processes. No other testing tool or homegrown AI effort has the capabilities of our purpose-built testing models.

Why Join Checksum?

✅ Explosive Growth – 10x ARR in the past year, selling into a booming market and sell into a greenfield territory.

✅ Cutting-Edge AI – Work with leading engineering teams adopting AI/ML-driven DevOps solutions.

✅ High Impact – Work directly with our co-founder and leadership to shape GTM strategy.

✅ Well-Funded & Backed by Experts – Supported by Super{Set}, a top-tier startup studio with multiple successful exits.

This is a hybrid position based in our San Francisco office 3x a week.

What You’ll Do

• Drive new revenue by actively prospecting, securing meetings, and closing business with key decision-makers across a green field territory of mid-market and enterprise accounts.
• Build and expand awareness of Checksum within target accounts and territories, identifying high-value opportunities for engagement and growth.
• Navigate complex, multi-stakeholder sales cycles, understanding customer budgets, procurement paths, and decision-making dynamics.
• Demonstrate a strong understanding of customer requirements related to AI development and quality assurance, and how the Checksum platform addresses those needs.
• Identify compelling pain points and use cases driving prospects to take action, and articulate the case for choosing Checksum
• Consistently achieve pipeline and revenue targets set by the company.
• Operate autonomously with focus, ownership, and strong execution discipline.
• Collaborate as a high-impact team player, contributing beyond your core responsibilities to support overall company success.
• Work 3 days per week in our San Francisco office to learn and grow as a team, unless visiting customers.

Who You Are

• Minimum 5 years of outside sales experience to mid-market or enterprise accounts
• Proven success generating outbound leads and closing sales
• Experience selling developer tools, QA tools or related engineering solutions
• Experience selling to Heads of Engineering, developers, QA teams and C-level executives within engineering organizations 
• Ability to articulate and sell business value 
• Significant experience at a fast-paced startup and ability to work well in changing environments
• Experience identifying high-value customers and verticals to pursue
• Proven negotiation and closing skills
• Proficient in cloud and on-premise enterprise technology solutions

What We Offer

• Competitive OTE: $250k-$300K.
• Equity – Be a key player in an early-stage startup with significant upside.
• Catered lunch 5 days a week in our San Francisco office (hybrid flexibility available).
• A fast-moving, collaborative team that values execution over ego.
• Monthly happy hour and other team bonding opportunities. 

🚀 Join us in shaping the future of AI-powered software testing! If you're a top-performing AE ready to sell an innovative product, work closely with founders, and help build a world-class sales organization, we want to hear from you.

Apply today!

The estimated OTE $225K-$275K, with uncapped commission. This does not include the value of benefits or a potential equity grant. A wide range of factors are considered in making compensation decisions, including but not limited to skill sets, market conditions, experience and training, licensure and certifications, and business and organizational needs.