Software Engineer II

United StatesFull-timePosted Jul 20, 2026

Software Engineer II

Say hello to Hagerty 

Hagerty is a company built by drivers for drivers. We put our members at the center of everything we do, and are dedicated to making it easier and more enjoyable for enthusiasts to drive and celebrate the machines they love. We’re proud to be the world’s largest insurer of collectible and enthusiast vehicles and are home to the Hagerty Drivers Club, the world’s largest car club. Our Marketplace business presents live and digital sales across the U.S. and Europe, we host a number of driving events and concours, and our award-winning automotive journalists produce the most popular car magazine globally, alongside internationally awarded videos. We’re committed to Never Stop Driving. Ready to get in the driver’s seat? Join us!

As a Software Engineer II on the Digital Sales team, you will be working with our web quoting experience and have direct impact on Hagerty’s revenue. In this role you can expect to partner with other engineers to implement new features, maintain existing applications, and share knowledge with your fellow teammates. You will be working with a mix of technologies like JavaScript frameworks and .Net.

Ready to get in the driver’s seat? Join us!

What you’ll do

  • Develop maintainable, scalable, secure, and resilient software by:
    • Thoroughly understanding your tasks including the associated business needs, architectural and system interaction designs, and operational need.  Such tasks tend to contain some ambiguity and touch multiple parts of a single service.
    • Writing clean, human-readable code.  Track and consistently apply the comments received on your code to future work.
    • Developing and designing comprehensive and automated unit, integration, and end-to-end tests, while understanding appropriate use of each test type.
    • Actively reviewing the telemetry (logs, metrics, etc.) produced by the service to ensure it is easy to support.  Identify new telematic data that could be added and just as importantly old data that is no longer helpful.
  • Own and support features, modules, and products by:
    • Being able to thoroughly explain and demonstrate the usage of your product’s features from the perspective of its customers.
    • Thoroughly understanding in-development features and supporting less experienced developers in breaking those down into well-structured tasks.
    • Actively practice troubleshooting and participate in the on-call support rotation for team’s production services.
    • Monitoring key product metrics, analyzing changes over time, and support prediction of future changes.
  • Improve your skills as an engineer by:
    • Carefully researching how the components of our technology stack are designed, why they are designed that way, and understanding the tradeoffs made by those design choices.
    • Learning to define and properly apply abstractions that make our code more flexible and intelligible while reducing overall complexity.
    • Understanding and effectively communicating the system resource and performance impact, at the micro- and macro-level, of design decisions.
    • Learning to take the perspective of others and communicate effectively from that point of view.
  • Contribute to and engage in a collaborative environment by:
    • Being an active participant in all team activities: team ceremonies, banter, troubleshooting, design discussion, work breakdowns, etc.
    • Explaining the purpose of team practices and behaviors, modeling them, and helping less experienced engineers adopt them.
    • Helping less experienced engineers know the difference between something they can reasonably figure out on their own and when they are blocked.  Provide them tips for accomplishing the former and guidance on asking good question to avoid the latter.
    • Coaching less experienced engineers on our tools, techniques, and patterns, why we’ve chosen those, the tradeoffs we’ve made in choosing them, and their proper application.

This might describe you

  • Completed some professional training (e.g., college, bootcamps) in software development. 
  • Comfortable working and actively participating within smaller (5-10 people) technical groups.
  • Eager to deeply learn, both independently and with help, our technologies and patterns such as:
    • Languages: C#, Typescript
    • Databases: Strong MS SQL knowledge, complex SQL queries, relational schemas
    • Interservice Communication: HTTP API patterns (ReST, RPC, GraphQL), brokered and non-brokered messaging
    • Security: SAML, OAuth 2, OIDC, data encryption, signing, CSRF
    • System Performance: load testing, application profiling, OS profiling
    • Operational Readiness: diagnostic and audit logging, metrics, tracing, monitoring, alerting
    • Deployment: VMs, containers, cloud providers, configuration management, canary deployments
    • Expert in CI/CD best practices
    • Expert with modern testing frameworks utilizing NUNIT, Selenium, Playwright, Jest (or similar)
    • Network: TCP/IP, HTTP, Firewalls, load balancers
    • Cloud: AWS experience
  • Able to clearly communicate your thoughts and actively listen to and integrate the thoughts and comments of others.

Other things to note

  • This position is open to U.S. remote work. However, team members who reside within 20 miles of the Traverse City headquarters will follow a hybrid schedule, working from the office three days per week.
  • May require travel for quarterly events.
  • Familiarity with public company requirements, including Sarbanes Oxley and key regulations, if applicable. For SOX compliant roles, responsible for designing, executing, and documenting internal controls where they have been identified as owners to prevent errors in financial reporting, processes, and business operations. Including attestation to the completeness, accuracy, and compliance of all financial reporting data, where applicable. 

If you reside in the following jurisdictions: Illinois, Colorado, California, District of Columbia, Hawaii, Maryland, Minnesota, Nevada, New York, or Jersey City, New Jersey, Cincinnati or Toledo, Ohio, Rhode Island, Washington, British Columbia, Canada please email recruiting@hagerty.com for compensation, comprehensive benefits and the perks that set us apart.  

At Hagerty, we share the road. We are an inclusive automotive community where all are welcomed, valued and belong regardless of race, gender, age, or car preference.  We are united by our shared passion for driving, our commitment to preserve car culture for future generations and our desire to make a positive impact in the world. 

#LI-Remote / LI-Hybrid / #LI-Onsite 

EEO/AA

US Benefits Overview

Canada Benefits Overview

UK Benefits Overview

If you like wild growth and working with happy, enthusiastic over-achievers, you'll enjoy your career with us!

Want jobs like this matched to you?

Swoopd scores fresh postings against your résumé so you only see the matches that matter.

Get started free