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Senior Software Engineer; Hybrid Model

Remote / Online - Candidates ideally in
Madison, Dane County, Wisconsin, 53774, USA
Listing for: 001 Sentry Insurance Company
Full Time, Remote/Work from Home position
Listed on 2025-12-08
Job specializations:
  • Software Development
    Software Engineer, Full Stack Developer
Job Description & How to Apply Below
Position: Senior Software Engineer (Hybrid Work Model)

At Sentry, we’re more than just insurance—and we can offer you more than just a job. We want you to enjoy a career with us, where you’re in the driver’s seat of your career path with access to resources to help you succeed personally and professionally.

What You’ll Do

You’ll be a valuable contributor to our team. As a Sentry associate, we believe in your skills and knowledge. Your input and participation matters. You’ll have the opportunity to:

  • Innovate: Through our agile development process, you’ll have the opportunity to apply your creativity and innovation to drive new solutions.

  • Learn: Sentry provides several resources to help you further your career and continue your personal development, including Sentry University, Linked In Learning, and peer-led educational sessions and communities.

  • Grow
    :
    Sentry provides many opportunities to grow in your career. Through meaningful, ongoing conversations around growth and development, we encourage all associates to take ownership in their career path.

  • Contribute: You’ll work in a full-stack, cloud-first, development environment where you'll have the chance to work in many industry-leading technologies. As a Senior Software Engineer, you will:

    • Lead scope and design efforts, identifying components and estimating associated work.

    • Guide team towards effective, timely solution delivery in alignment with program methodologies.

    • Leverage technical expertise and domain knowledge to analyze business problems, offering insights that influence decision making and shape business solutions.

    • Develop solutions that exhibit the highest levels of quality and performance, supported by manual and automated testing processes.

    • Evaluate, recommend, promote, and advocate for tools, techniques, and solution patterns that enhance efficiencies and drives improvements in system and business outcomes.

    • Coach, mentor, and assist team members as they work their tasks, grow their skills, and align around team outcomes.

    • Respond quickly and effectively to system issues, troubleshooting challenging and complex defects and design problems.

    • Serve as a technical liaison across teams and exhibit effective communication and collaboration skills to facilitate seamless

    • cooperation, escalating risks and issues to leadership as appropriate.

    • Participate in on-call rotations to provide 24/7 support for critical systems and capabilities.

  • What it Takes:

    • Bachelors Degree or equivalent work experience. Degree in Computer Science or related discipline preferred.

    • Minimum of 5 years related work experience.

    • Expert in relevant programming languages, tools, and technologies.

    • Knowledge of software architecture, design principles, scalability, and performance optimization.

    • Strong communication & collaboration skills.

    • Ability to work independently and in a team environment.

    • Experience mentoring engineers and leading technical initiatives.

    • Recognizes inefficiencies in product and processes and proactively seeks solutions to address.

If you have experience or knowledge in the skills listed above, please consider joining our Sentry team!

What You’ll Receive

You can enjoy a complete benefits package, including generous paid time off, 8% 401(k) match, matching charitable gift program, bonus plan based on company performance, meal stipends, associate discounts, volunteer time off and more!

You want a positive work/life balance. Our hybrid work model allows you to enjoy the benefits of working from home on Monday and Friday but also provides the opportunity for team building and collaboration when working in the office on Tuesday, Wednesday, and Thursday. To help you work effectively and comfortably in both locations, we provide you with equipment to work at home and in the office.

About Sentry

Our Background
:
We’re part of one of the largest and most financially secure mutual insurance groups in the nation. We’ve earned an A+ rating from AM Best every year since 1992. Our associates bring together diverse backgrounds, experiences, and skillsets to make Sentry who we are. We’re honored to earn a spot on Forbes list of America's Best Midsize Employers, joining a select group of 400 companies.

We’re in the business of helping others, and that…

Position Requirements
10+ Years work experience
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