Remote Senior Software Engineer

Description:

• Chestnut is building the first AI-native operating system for insurance distribution, transforming how the $1T+ insurance industry allocates its largest spend: sales and distribution.
• The company is backed by a16z and aims to replace legacy systems with a modern, flexible platform that helps carriers automate complex workflows, optimize distribution spending, and unlock new growth.
• Chestnut has major insurers under contract, and early adopters are expanding their use of the platform.
• The company believes in small, high-context teams that utilize best-in-class tools to achieve significant results.
• The role of Senior Software Engineer involves modernizing the infrastructure of the insurance industry, shaping core product experiences, and laying the groundwork for intelligent automation.
• The engineering team is focused on building modern infrastructure for AI-driven insurance operations, including well-structured data models, real-time event pipelines, clean APIs, and usable tools.
• As a Software Engineer, you will join a high-agency, cross-functional team dedicated to delivering impactful features quickly.

Requirements:

• Candidates should have 5-8 years of experience building and scaling production systems.
• The ideal candidate thrives in early-stage environments and enjoys taking on multiple roles.
• Applicants must write clean, maintainable code and demonstrate a commitment to craftsmanship.
• Candidates should think in systems and design with flexibility and resilience in mind.
• The role requires taking ownership, acting with urgency, and prioritizing progress over perfection.
• Candidates should be energized by real-world complexity, data modeling, and automation.
• Applicants should be interested in helping define the future of engineering at Chestnut.

Benefits:

• The position offers a competitive salary and equity, with a 10-year exercise window for stock options.
• Chestnut promotes a remote-first culture built on trust, autonomy, and high performance.
• The company organizes team offsites to foster bonding among team members.
• Employees benefit from a "take what you need" vacation policy.
• Top-notch health, dental, and vision insurance is provided, subsidized by the company.