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Compliance and Development Analyst


Insurance carriers experience a variety of regulatory regimes in the various states in which they do business. The Compliance and Development Analyst ensures that Sentry’s products are compliant with each state’s laws and regulations, assists in implementing new products and product enhancements, and participates in projects focused on key product and process improvements.

    What You'll Do

    The Compliance and Development Analyst’s key responsibilities include:

    • Monitoring and assessing regulatory updates, as well as collaborating with business partners to develop appropriate responses, as necessary;
    • Researching and analyzing case law, statutes, and other regulatory information to build expertise on key compliance issues and effectively communicate assessments;
    • Drafting and filing product changes with state regulatory agencies and securing regulatory approvals;
    • Collaborating with a variety of business partners to develop and implement product and process updates in an efficient manner while effectively meeting compliance needs; and
    • Analyzing regulatory information, data, and trends to proactively identify gaps and assess business implications.

    What it Takes

    • A Bachelor’s Degree or equivalent work experience;
    • Excellent written and verbal communication skills, and an enthusiasm for research;
    • Strong critical thinking and detail-orientation;
    • The ability to work effectively in a team and develop strong relationships with key business partners;
    • Exposure to, or strong interest in, reading and interpreting statutes, regulations, and case law; and
    • Experience with Microsoft Office applications.
    • A knowledge of the insurance industry is helpful, but not required.

    What You'll Receive

    We take great pride in making Forbes’ list of America’s Best Midsize Employers since 2017. A lot of different factors go into that honor, many of which contribute to your job satisfaction.  At Sentry, your total rewards go beyond competitive compensation.  Below are some benefits and perks that you’ll receive.

    • To best support our associates and our culture, Sentry is happy to offer flexibility through a scheduled work from home (Monday and Friday)/in office days (Tuesday through Thursday) after we begin to return to the office.
    • Generous Paid-Time Off plan for you to enjoy time out of the office.
    • 401(K) plan with a dollar for dollar match on your first eight percent, plus immediate vesting to help strengthen your financial future.
    • Group Medical, Dental, Vision and Life insurance to encourage a healthy lifestyle.
    • Pretax Dependent Care and Health Expense Reimbursement Accounts to ease taxes on health spending.
    • Extensive Work-Life Resources to lend a helping hand.
    • Sentry Foundation gift matching program to encourage charitable giving.
    • Continue your education and career development through Sentry University (SentryU).

    How You’ll Apply

    If you are interested in joining Sentry’s team, select the one position that you are most interested in being considered for and complete your online application details. If you have applied with us before, you will only need to provide your email address and password. If this is your first time applying, you’ll need to create an account. Please complete your application and upload your resume online.

    About Sentry

    All of us at Sentry—more than 4,000 associates—have various talents, skills, and backgrounds. We work together to deliver on our promises to our policyholders every day. We’re proud to offer a full line of property, casualty, and life insurance products to help protect businesses, cars, homes, lives, and retirement income.


    Our headquarters is in Stevens Point, Wisconsin, with claims and service offices located throughout the United States. From sales to claims, and information technology to marketing, we enjoy a rewarding and challenging work environment with opportunities for ongoing professional development and growth.


    Our bright future is built on a long track record of success. We got our start in 1904 and have been helping businesses succeed and protect their futures ever since. Because of the trust placed in us, we’re one of the largest and financially strongest mutual insurance companies in the United States. We’re rated A+ by A.M. Best, the industry's leading rating authority.


    Get ready to own your future at Sentry. Opportunities await.

    Equal Employment Opportunity

    It is our policy that there be no discrimination in employment based on race, color, national origin, religion, sex, disability, age, marital status, or sexual orientation.

    Talent Acquisition Specialist

    Thank you for your interest in Sentry!

    Jennifer Van Vlack

    Job Title:
    Compliance and Development Analyst
    Job ID:
    Salary Grade:
    Madison, WI
    Full/Part Time:
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