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Software Engineer, Cloud Engineer - Software, DevOps

Remote / Online - Candidates ideally in
Williston, Chittenden County, Vermont, 05495, USA
Listing for: Polly Insurance Agency, LLC
Remote/Work from Home position
Listed on 2026-05-26
Job specializations:
  • Software Development
    Software Engineer, Cloud Engineer - Software, DevOps, AI Engineer
Salary/Wage Range or Industry Benchmark: 125000 - 145000 USD Yearly USD 125000.00 145000.00 YEAR
Job Description & How to Apply Below
Staff Software Engineer Job Overview Staff Software Engineer

THE ROLE:

At Polly, we've created the future of car insurance. Our innovative mobile technology enables car-buyers to view multiple insurance quotes and immediately purchase online and/or connect with licensed insurance agents. This is all powered by our people. We are bold trailblazers who are passionate about doing amazing things – together. If this sounds like you, we’d love to hear from you!

WHAT YOU’LL DO:

Our engineering team is hiring a staff-level engineer who combines strong technical skills with a “can-do” attitude, who continuously thinks about quality and modern engineering practices. The most qualified candidates will exhibit the following competencies and work attributes:
1. Quality-Driven Engineering Thinks about testing, reliability, and quality early in the development lifecycle.

Advocates for automated testing, strong observability, and resilient design.

Helps catch issues earlier through tooling, process, and engineering discipline.
2. Automated Testing Expertise Deep experience with unit, integration and end-to-end testing strategies.

Builds and maintains high-quality CI/CD pipeline.

Drives maintainable, well-tested code and modern development practices.
3. AI/ML Awareness Comfortable exploring AI-assisted development, integrating AI services, or using AI for automation, data quality, or governance.

Can evaluate AI tools for practical impact.
4. Leadership & Mentorship Guides and mentors’ engineers across levels, promoting best practices.

Influences architecture and technical strategy while staying pragmatic and solutions focused.
5. Personality & Work Style Positive, proactive, collaborative, and solution oriented.

Comfortable working remotely across distributed teams.

Strong communicator who can partner with engineering and product leaders.

WHAT YOU NEED TO SUCCEED:

Key Technical Experience Strong backend and/or frontend development (C#, .NET, React, Python, or similar).

Experience with cloud platforms (Azure preferred) and microservices architecture.

Proven experience with automated testing, CI/CD pipelines, and observability/monitoring.

WORK AND LIFE BALANCED, WE’RE HERE FOR YOU:

Medical, dental and vision insurance

HSA, FSA, Dependent Care FSA and Commuter pre-tax benefit

Flextime PTO and generous holiday time

Paid Parental leave + baby cash Matching 401(k) contributions

Employer paid Life Insurance Life & disability Insurance Work from anywhere options

Polly is an equal opportunity employer, and all qualified applicants will receive consideration for employment without regard to race, color, religion, gender, national origin, age, genetic information, creed, marital status, sexual orientation, gender identity, disability status, protected veteran status, or any other protected status as defined by federal, state or local law.

About Polly Polly is the most trusted and complete digital insurance marketplace for automotive retailers and their valued customers. The company’s innovative mobile technology enables car-buyers to view multiple insurance quotes and immediately purchase online and/or connect with licensed insurance agents to complete the process. With an exclusive combination of partnerships among premier automotive retailers and data providers, an industry-best insurance carrier network, and access to Polly Insurance licensed agents, Polly is recognized for its place at the forefront of Insurtech.

Polly Insurance is a licensed insurance agency, with licenses to operate in the lower 48 states.

Salary - $125k-$145k Salary $125,000 - $145,000 annually
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