Thimble Logo

Thimble

Senior Software Engineer, AI-Driven Systems

Posted 3 Days Ago
Remote
Hiring Remotely in United States
Senior level
Remote
Hiring Remotely in United States
Senior level
Build and operate Node.js and TypeScript backend services using durable workflows and AI-assisted development. Define service patterns, orchestrate migrations, maintain MCP and AI workflow tooling, and improve observability through metrics, alerts, dashboards, and tracing. Handle production incidents, contribute targeted frontend changes in React and Angular, and collaborate on architecture and code reviews in a fully remote environment.
The summary above was generated by AI
About Us
Thimble was an early pioneer in insurtech. We built a digital-first way for small businesses to buy coverage by the job, month or year, and have since delivered more than 200,000 policies across the United States. We started direct-to-consumer as an MGA, but today, we’re focused on growing through brokers and distribution partners, bringing the same simple, fast experience to the agents who serve small businesses. Thimble is still evolving and is at the front of AI-native distribution with MCP technology paired with API distribution.

In 2023, Thimble was acquired by Arch Insurance, part of Arch Capital Group Ltd. (Nasdaq: ACGL), an S&P 500 company providing insurance, reinsurance and mortgage insurance worldwide. That gives us something rare: the speed, ownership and culture of a startup, with the balance sheet, stability and long-term commitment of one of the industry’s strongest insurers.
 
For more information, visit thimble.com.
 
Our Values
Our unique culture is built around our six core values:
 
Think Wild, Act Tame
Be relentlessly creative. Question everything. Get to know the rules so well, you can use them in new ways. Be the industry’s compliant radicals.
 
Green Means GO
Act. Move forward. Learn. You can only make a decision based on the best information you have – so make it.
 
Own Every Detail
Be ruthlessly precise. Disciplined. Sweat the small stuff.
 
Simplify, Simplify, Simplify
Get to the point. Make it crystal clear. Cut everything else. It’s our job to make insurance easy – however hard that is for us.
 
Every Moment Counts
Show up early and ready. Deliver on time or before. Make the most of your time, so others can make the most of theirs.
 
Stay Human
Treat every person, and their ideas, with respect. Cherish diversity.
 

About the Role

Thimble is investing in the next generation of its platform, and this engineer helps lead that work. Our backend is built on Node.js microservices and event-driven architecture on AWS, and we are evolving it toward durable, explicitly orchestrated workflows, with AI-native tooling at the center of how we build.

This is a hands-on role: you’ll write, review, and ship production code every day, with AI agents as your primary build partner. You’ll also shape technical strategy and set the patterns the rest of the team builds on.

You’ll work in Node.js and TypeScript every day, so you need to be productive in them from the start.

What You’ll Do

  • Design and build the durable workflows and services that will replace our current event-driven flows, defining service boundaries, state ownership, idempotency, and retry semantics
  • Use of agentic coding tools on hard problems: setting up context, breaking down problems, and verifying output
  • Write and ship production code in Node.js and TypeScript every day, using agentic coding tools (Claude Code and similar) as your primary way of working
  • Define the reference patterns (service templates, shared libraries, code generators) that every rebuilt service follows
  • Plan and execute the migration in increments that keep production running, with tested rollbacks
  • Build and maintain the tooling around our AI workflow: MCP servers, evaluation scripts, and automated checks that hold AI-generated code to the same bar as hand-written code
  • Instrument services with metrics, alerts, dashboards, and tracing, and own production incidents end to end
  • Make targeted changes in our React and Angular applications when backend work requires them
  • Partner with product, growth, and other engineers, and contribute to code reviews and architecture discussions

What We’re Looking For

  • Strong backend engineering with production experience in Node.js and TypeScript
  • Hands-on experience building and operating distributed or event-driven systems, and a working understanding of how they fail
  • Experience using AI tools to drive a large code migration at scale (framework upgrade, service rewrite, language port)
  • Curiosity about agent harnesses, MCP, and A2A protocols; production deployment of agents is not required
  • Experience contributing to a migration or re-platform on a live system
  • Comfort reading unfamiliar code and data models and spotting problems in them
  • Enough frontend literacy to trace a problem from the UI down to the service layer
  • Clear written communication and comfort working in a remote, async-friendly environment
  • Bonus Points
  • Hands-on experience with a durable execution or workflow orchestration engine, in any language
  • You’ve built or contributed to an MCP server, an agent harness, an evaluation suite, or a multi-agent system, whether as a side project, open source, or an internal tool
  • Experience in InsurTech, FinTech, or another regulated industry in a similar environment to our tech stack

Thimbler Benefits & Perks!
-Fully remote company
-Thimble Fridays! (out of office at 12:00pm local time)
-Comprehensive health, vision, and dental coverage
-401(k) auto enrollment and matching (100% of the first 3% and 50% of the next 3%)
-PTO: 20 days vacation + 12 company-wide holidays + 8 floating days + 1 VTO (Volunteer Time Off) + unlimited sick time
-Parental Leave: 100% paid 12 weeks + 2 weeks gradual return
-Computer choice of Mac or PC
-Work from home setup reimbursement
-Monthly co-working space and/or child care reimbursement
-Monthly ClassPass credit
-Quarterly wellness reimbursement
-Other health & wellness perks including: One Medical, Teladoc, Talkspace, Kindbody, and Health Advocate
-Virtual events, happy hours, trivia, and fun!

Similar Jobs

17 Minutes Ago
In-Office or Remote
United States
140K-250K Annually
Senior level
140K-250K Annually
Senior level
Aerospace • Artificial Intelligence • Machine Learning • Robotics • Software • Defense Technology
Build and scale the global treasury function, overseeing cash positioning, liquidity planning, banking relationships, cash forecasting, working capital strategies, FX exposure, hedging support, debt covenant compliance, intercompany funding, and treasury governance. Partner with FP&A, Accounting, Legal, Tax, and other teams to support financial decision-making and global growth.
35 Minutes Ago
Remote or Hybrid
Senior level
Senior level
Artificial Intelligence • Cloud • HR Tech • Information Technology • Productivity • Software • Automation
Leads customer consulting and implementation engagements for ServiceNow Finance, Source-to-Pay, Legal Operations, and Contract Management solutions. Defines and improves business processes, translates requirements into configuration requirements and user stories, facilitates design workshops, supports testing, prepares deliverables, and guides customer stakeholders. The role also provides training, mentoring, continuous improvement, and occasional sales support while managing complex projects and up to 50% annual travel.
Top Skills: AgileCoupaIvaluaMicrosoft PowerpointMicrosoft VisioMicrosoft WordOracle Procurement CloudSap AribaSap EccSap S/4HanaServicenowServicenow Finance & Supply Chain Solutions
35 Minutes Ago
Remote or Hybrid
169K-278K Annually
Senior level
169K-278K Annually
Senior level
Artificial Intelligence • Cloud • HR Tech • Information Technology • Productivity • Software • Automation
Lead technical solution consulting for Moveworks sales cycles by conducting discovery workshops, delivering product demonstrations, positioning AI and cloud solutions, building customer relationships, guiding strategic account programs, supporting sales goals, advising product management, and contributing to marketing events. The role requires pre-sales expertise, ServiceNow or cloud software knowledge, API and architecture understanding, territory management, and collaboration across sales, product, marketing, partners, and professional services.
Top Skills: Agentic AiCloud ArchitectureIpaasLlmsLow-Code/No-Code ToolsRestful ApisRpaScriptingServicenow

What you need to know about the Seattle Tech Scene

Home to tech titans like Microsoft and Amazon, Seattle punches far above its weight in innovation. But its surrounding mountains, sprinkled with world-famous hiking trails and climbing routes, make the city a destination for outdoorsy types as well. Established as a logging town before shifting to shipbuilding and logistics, the Emerald City is now known for its contributions to aerospace, software, biotech and cloud computing. And its status as a thriving tech ecosystem is attracting out-of-town companies looking to establish new tech and engineering hubs.

Key Facts About Seattle Tech

  • Number of Tech Workers: 287,000; 13% of overall workforce (2024 CompTIA survey)
  • Major Tech Employers: Amazon, Microsoft, Meta, Google
  • Key Industries: Artificial intelligence, cloud computing, software, biotechnology, game development
  • Funding Landscape: $3.1 billion in venture capital funding in 2024 (Pitchbook)
  • Notable Investors: Madrona, Fuse, Tola, Maveron
  • Research Centers and Universities: University of Washington, Seattle University, Seattle Pacific University, Allen Institute for Brain Science, Bill & Melinda Gates Foundation, Seattle Children’s Research Institute

Sign up now Access later

Create Free Account

Please log in or sign up to report this job.

Create Free Account