Fairmatic is creating a new commercial insurance category by delivering the first data-driven fleet insurance that rewards safety with savings. Fairmatic’s new approach leverages AI-powered…
Fairmatic is creating a new commercial insurance category by delivering the first data-driven fleet insurance that rewards safety with savings. Fairmatic’s new approach leverages AI-powered…
Category: AI-driven commercial/fleet auto insurance (insurtech)
Founded: 2019
Headquarters: Sacramento, California
Founder & CEO: Jonathan Matus
Latest disclosed round: Series B, $46M (Mar 2023)
$88M
Total disclosed funding:
Company Overview
Problem Domain
Commercial auto risk pricing and fleet safety management.
Founded
2019
Industry
Insurance
Funding Track Record
Series A- August 2022
$42M
Company de-stealthed and announced Series A.
Series B- March 16, 2023
$46M
Reported Series B raise to apply AI to commercial auto insurance.
Investor Signal
“Backed by institutional and venture investors including Battery Ventures, Foundation Capital, and Aquiline Technology Growth; investor roster also includes angel/individual investors.”
Founders
What we do
Join the Team
Head of Engineering
RemoteUS
Remote • US
LEEO is on a mission to make roads safer—one fleet at a time. We’re transforming commercial auto insurance with AI and data-driven insights, offering options that reward safe driving and improve outcomes for fleets.
We are seeking a Head of Engineering to lead the strategy, architecture, and execution of the backend systems that power our core insurance and operational workflows. This role is responsible for scaling high-performing Python services, driving enterprise system integrations, and ensuring our platform is secure, reliable, and built for growth.
You will provide technical leadership across backend services, APIs, integrations, and cloud infrastructure—guiding the evolution of our architecture as we expand our capabilities and customer base.
Responsibilities
Startup jobs. A lot of them.
Your next opportunity is in here somewhere. Sign up to explore 70,000+ startups and their open roles. No spam. No gamification. Just jobs.
70,000+
Startups
81,000+
Open Roles
4,000+
New This Week
Product Designer
Full-timeRotterdam, NL
Full-time • Rotterdam, NL
Product Designer
ContractTel Aviv
Contract • Tel Aviv
AI Researcher
Full-timeNiš, RS
Full-time • Niš, RS
Data Scientist
Part-timeBelgrade, RS
Part-time • Belgrade, RS
AI Researcher
ContractNew York, US
Contract • New York, US
Backend Developer
Part-timeHaifa
Part-time • Haifa
Related Companies
Company
HQ
Industry
Total Funding
Flock
🇬🇧GB
—
$59M
CorrActions
🌍Tel Aviv
DeepTechDesignInformation TechnologySoftware
$10M
Intropic
🌍Remote
Data and Analytics
-
Shipday
🇺🇸US
Commerce and ShoppingInformation TechnologyInternet ServicesSoftwareTransportation
-
Isaacus
🇦🇺Melbourne, AU
Data and AnalyticsDeepTechInformation TechnologyLegalProfessional ServicesSoftware
$466K
Own the backend engineering strategy, architecture, and roadmap aligned with business objectives.
Lead the design, development, and scaling of backend services and APIs using Python.
Architect and oversee microservices that integrate core insurance platforms, internal systems, and third-party services.
Provide technical leadership for enterprise system implementations, including configuration, integration, and workflow automation.
Drive the development of middleware and API layers enabling seamless data exchange across distributed systems.
Oversee backend automation and data processing workflows supporting underwriting, claims, billing, and reporting operations.
Translate business and regulatory requirements into scalable, secure, and compliant technical solutions.
Guide architectural decisions, platform modernization initiatives, and performance optimization efforts.
Establish and enforce cloud-native best practices using AWS, including CI/CD pipelines, infrastructure-as-code, monitoring, and security standards.
Set and maintain high standards for code quality, testing, observability, and system reliability.
Lead incident response, production troubleshooting, and system performance optimization across environments.
Mentor and grow backend engineering talent, fostering a culture of technical excellence and ownership.
Skills And Qualifications
Extensive backend engineering experience with Python as a primary language.
Proven experience architecting and scaling RESTful APIs, microservices, and distributed systems.
Strong expertise in system integrations, data modeling, and backend architecture design.
Experience working with enterprise platforms (e.g., insurance core systems such as Guidewire or similar) is a plus.
Proficiency with SQL and/or NoSQL databases.
Deep experience with AWS services, CI/CD pipelines, and infrastructure-as-code practices.
