Founding Engineer - AI-Driven Trucking Insurtech

Corgi Insurance Inc.; Massachusetts; On-site; USD 125,000 - 180,000; Full time

Benefits offered by this job

Equity

Health, dental, and vision

In-office in Boston or San Francisco

Up to 30% bonus

Job summary

Corgi Insurance Inc. is building its trucking insurance platform from the ground up in an on-site role in Boston or San Francisco.

You will own critical systems end-to-end, from data models and APIs to deployment, tackling real-world data and delivering reliable, scalable software that directly impacts underwriting and policy lifecycle. You’ll work on quoting, binding, and servicing trucking policies, with emphasis on ML-powered underwriting, telematics integration, and data pipelines, while

Qualifications

• 3–5 years building and shipping production software.
• Experience owning systems end-to-end from data models to deployment.
• Comfortable working across the stack and picking the right tool for the problem.
• Experience using modern AI tools in production and understanding their limits.

Responsibilities

• Develop core systems for quoting, binding, issuing, and servicing trucking policies.
• Build scalable, performant APIs and data pipelines for underwriting models.
• Create producer/broker experiences for submissions, quotes, endorsements, and renewals.
• Develop telematics pipelines from ELD and dashcam data to signals.
• Build internal tools for underwriting, claims, and operations.

Skills

End-to-end ownership

AI in production

APIs & data pipelines

Production software

Product judgment

Ownership

Tools

APIs

Job description

Corgi Insurance Inc. is building its trucking insurance platform from the ground up in an on-site role in Boston or San Francisco.

You will own critical systems end-to-end, from data models and APIs to deployment, tackling real-world data and delivering reliable, scalable software that directly impacts underwriting and policy lifecycle. You’ll work on quoting, binding, and servicing trucking policies, with emphasis on ML-powered underwriting, telematics integration, and data pipelines, while