About this role
Job title: Senior Software Engineer, Trucking Insurance
About the Role The trucking line is being built from scratch on top of Corgi's carrier infrastructure. We need a senior engineer who can set technical direction on the systems that decide whether we can write $1B in premium this year: the quote-to-bind pipeline, the embedded partnership APIs that plug Corgi into TMS and ELD platforms, the AI underwriting layer that pulls FMCSA data and scores submissions in seconds, and the document workflows that turn loss runs and MVRs into structured data. You'll own meaningful parts of this stack end-to-end.
What You'll Do
- Set direction on the critical systems that quote, bind, issue, and service a trucking policy
- Design and build the embedded partnership APIs that plug Corgi into TMS platforms, ELD providers, load boards, factoring companies, and compliance services so quotes and COIs issue inside their products
- Build the AI underwriting layer: FMCSA and DOT data ingestion, document extraction from loss runs and MVRs, risk scoring, and the human-in-the-loop tools our underwriters actually live in
- Ship the producer and broker portal that handles submissions, quotes, binds, endorsements, and renewals
- Build the telematics ingestion pipeline that turns ELD and dashcam data into underwriting signal and lower premiums for safer fleets
- Improve the reliability and performance of our internal tooling for underwriters, claims, and operations
- Help recruit and ramp the next wave of engineers as we scale the division
- Contribute to Corgi's engineering culture as we grow
What We're Looking For
- 5+ years building production systems at a high-growth startup or technically demanding environment
- End-to-end ownership of services, including schema design, API contract, deployment, on-call, and deprecation
- Comfortable across the stack: ship a React workflow, a Node service, and a Python data pipeline in the same week
- Experience with modern AI tooling in production: LLM calls in critical paths, structured extraction from messy documents, RAG systems, evals
- Clear about tradeoffs and have strong product sense
- High agency, high ownership, low drama
Nice to Have
- Prior insurance, insurtech, fintech, or logistics engineering experience
- Experience integrating with platform APIs at scale (payments, identity, embedded finance, embedded insurance)
- Experience building underwriting, claims, or pricing systems
- Familiarity with FMCSA, DOT, telematics, or commercial auto data sources
- Prior founding engineer, staff, or technical lead experience
Compensation & Benefits
- Industry competitive salary and equity
- Health, dental, vision
- In-office in Boston, 5 to 6 days a week. We do not hire for fully remote engineering on this line.