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Chestnut
Chestnut

60 Chestnut Jobs Hiring Near You

Chestnut

Software Engineer (Senior-Level)

Seattle, WA · On-site

$139K - $183K/yr

About Chestnut Chestnut is building the first AI-native operating system for insurance distribution by transforming how the $1T+ insurance industry allocates its largest spend: sales and distribution.

Chestnut

Director of Food Service

Poughkeepsie, NY · On-site

Chestnut Market Stores, Commissary and Chestnut Headquarters (Poughkeepsie, NY) Company Overview Chestnut Group is a trusted convenience retail brand, preferred fuels marketer, and exceptional place ...

Chestnut

Software Engineer

San Francisco, CA · On-site

Chestnut is the first AI mortgage lender, aiming to automate the mortgage process and save consumers significant amounts in interest. The Software Engineer will contribute to building automated ...

Chestnut

Software Engineer

San Francisco, CA · On-site

Chestnut is the first AI mortgage lender, aiming to help Americans save billions in interest on their mortgages. They are seeking a Software Engineer to build automated mortgage brokering and ...

Chestnut

Director of Food Service

Poughkeepsie, NY · On-site

Chestnut Market Stores, Commissary and Chestnut Headquarters (Poughkeepsie, NY) Company Overview Chestnut Group is a trusted convenience retail brand, preferred fuels marketer, and exceptional place ...

Chestnut

660 Route 9W Highland NY - Cashier

Highland, NY · On-site

$16.25 - $17.50/hr

Store Manager Company Overview Chestnut Group is a trusted convenience retail brand, preferred fuels marketer and exceptional place to work in the tri-state area. The privately held Company owns and ...

Chestnut

154 Broadway Hawthorne NY - Cashier

Hawthorne, NY · On-site

$16.25 - $17.50/hr

Store Manager Company Overview Chestnut Group is a trusted convenience retail brand, preferred fuels marketer and exceptional place to work in the tri-state area. The privately held Company owns and ...

Chestnut

69 Theodore Fremd Ave Rye NY - Cashier

Rye, NY · On-site

$16.25 - $17.50/hr

Store Manager Company Overview Chestnut Group is a trusted convenience retail brand, preferred fuels marketer and exceptional place to work in the tri-state area. The privately held Company owns and ...

Chestnut

Orangeburg NY - Cashier

Orangeburg, NY · On-site

$16.25 - $17.50/hr

Store Manager Company Overview Chestnut Group is a trusted convenience retail brand, preferred fuels marketer and exceptional place to work in the tri-state area. The privately held Company owns and ...

Chestnut

658 Campbell Ave - Cashier

West Haven, CT · On-site

$16.25 - $17.50/hr

Store Manager Company Overview Chestnut Group is a trusted convenience retail brand, preferred fuels marketer and exceptional place to work in the tri-state area. The privately held Company owns and ...

Chestnut

142 Tuckahoe Rd Yonkers NY - Cashier

Yonkers, NY · On-site

$16.25 - $17.50/hr

Store Manager Company Overview Chestnut Group is a trusted convenience retail brand, preferred fuels marketer and exceptional place to work in the tri-state area. The privately held Company owns and ...

Chestnut

85 Halls Rd Old Lyme CT - Cashier

Old Lyme, CT · On-site

$16.25 - $17.50/hr

Store Manager Company Overview Chestnut Group is a trusted convenience retail brand, preferred fuels marketer and exceptional place to work in the tri-state area. The privately held Company owns and ...

Chestnut

30 Lincoln Ave Pelham NY - Cashier

Pelham, NY · On-site

$16.25 - $17.25/hr

Store Manager Company Overview Chestnut Group is a trusted convenience retail brand, preferred fuels marketer and exceptional place to work in the tri-state area. The privately held Company owns and ...

Chestnut

420 Dobbs Ferry NY - Cashier

Dobbs Ferry, NY · On-site

$16.25 - $17.50/hr

Store Manager Company Overview Chestnut Group is a trusted convenience retail brand, preferred fuels marketer and exceptional place to work in the tri-state area. The privately held Company owns and ...

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What makes Chestnut an attractive place to work?

Chestnut is a well-established company in the industry, recognized for its commitment to delivering high-quality products and services. The company's workplace is characterized by a culture of innovation, collaboration, and stability, with opportunities for employees to work on diverse projects and contribute to the company's growth. Joining Chestnut can provide professionals with a chance to make a meaningful impact, develop their skills, and advance their careers in a dynamic and supportive environment.

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Infographic showing various job openings at Chestnut in the United States as of August 2026, with employment types broken down into 34% Full Time, and 66% Part Time. Highlights an 100% Physical job distribution.

Software Engineer (Senior-Level)

Chestnut

Seattle, WA • On-site

$139K - $183K/yr

Full-time

Medical, Dental, Vision, PTO

Re-posted 8 days ago

Job description

About Chestnut
Chestnut is building the first AI-native operating system for insurance distribution by transforming how the $1T+ insurance industry allocates its largest spend: sales and distribution.
Backed by a16z, we're replacing legacy systems with a modern, flexible platform that helps carriers automate complex workflows, optimize every distribution dollar, and unlock new growth. We have major insurers under contract, and early adopters are expanding.
This is a generational platform shift. Recent advances in agentic AI make it possible to automate what was once manual and error-prone. We've spent years building the data model and context layer required to make this real, and now we're scaling with urgency.
At Chestnut, we operate with the belief that small, high-context teams working with best-in-class tools and colleagues can achieve outsized results. We embody what it means to be AI-lean: chasing 10x productivity gains that allow us to scale impact beyond our headcount.
If you're excited to modernize the infrastructure of one of America's most essential industries, we'd love to meet you. Whether shaping core product experiences or laying the groundwork for intelligent automation, your work will accelerate a once-in-a-generation transformation.
Engineering at Chestnut
We're building the modern infrastructure for AI-driven insurance operations. That means well-structured data models, real-time event pipelines, clean APIs, and usable tools that support humans and agents working in parallel.
As a Software Engineer at Chestnut, you'll join a high-agency, cross-functional team focused on delivering impactful features fast. You'll work across the stack, contribute to system design, and help shape the technical culture as we grow.
What You'll Do
  • Lead the design and development of core systems - from Go microservices and event-driven workflows to React UIs and automation layers
  • Partner cross-functionally to scope, prioritize, and deliver high-impact features that drive real business outcomes
  • Own architecture and implementation decisions end-to-end, ensuring long-term scalability and reliability
  • Contribute to and evolve core infrastructure, including observability, permissions, and developer experience
  • Set the bar for technical excellence - mentoring teammates, improving processes, and helping us scale with confidence

You Might Be a Fit If You...
  • Have 5+ years of experience building and scaling production systems
  • Thrive in early-stage environments and enjoy wearing many hats
  • Write clean, maintainable code and care about craftsmanship
  • Think in systems and design with an eye toward flexibility and resilience
  • Take ownership, act with urgency, and bias toward progress over perfection
  • Are energized by real-world complexity, data modeling, and automation
  • Want to help define the future of engineering at Chestnut

Our Stack
  • Languages: Go, TypeScript
  • Frontend: React, Tailwind
  • Infra: K8s, ArgoCD, Kargo, Temporal, Dagster
  • Data: Postgres, Dynamo, Snowflake

Benefits
  • Competitive salary and equity, with 10 year exercise window for stock options
  • Remote-first culture built on trust, autonomy, and high performance
  • Team offsites for all of us to bond
  • Take what you need vacation policy
  • Top notch health, dental, and vision insurance subsidized by us

Apply