Compliance and Development Analyst Senior

Compliance and Development Analyst Senior

life insurance, parental leave, tuition reimbursement, 401(k), remote work

United States, Wisconsin, Madison

Aug 03, 2026

As a Compliance & Development Analyst Senior you will provide administrative support around the Department of Insurance Complaint process for the organization.

This position will be located in Madison, WI, Stevens Point, WI, Freeport, IL or Nashville, TN and is not a remote opportunity.

For this position, Sentry does not offer employment to holders of F-1, J-1, and H-1 Visas.

What You'll Do

As a Compliance and Development Analyst Senior, you will:

• Track all incoming complaints from receipt through response, including but not limited to, complaints received from all Departments of Insurance, complaints received through the company's email system, and complaints received from all social media sites, and telephone complaints received through the consumer concern telephone number.

• Facilitate tracking and timely responses, tracks, reports and dissipate information.

• Maintains complaint database of complaint information including date received, due date for response, complaint type, responding department, fines or other financial implications associated with the complaint.

• Interacts with department contacts within each department to coordinate the preparation of responses to the complaints and ensure all due date deadlines are met.

• Contact and communicate with representatives of many state Departments of Insurance during handling complaints.

• Drafts correspondence and other documents and reports as required.

• Responsible for preparing and delivering monthly and quarterly complaint reports to leadership team.

• Performs general administrative tasks, including but not limited to, distributing mail, maintaining filing system for all complaints and responses, copying, scanning and faxing documents as needed.

• Attend weekly/monthly team meetings to address any training issues and share complaint metrics/trends

• Assist and gather documents required for various state audits.

• Maintain current knowledge of coverages and various state and federal regulations to ensure legal compliance and adherence of Sentry products.

• Identify and recommend technological solutions to enhance compliance monitoring, reporting, and efficiency.

Additionally, you will:

• Establish effective communications with internal functions, industry contacts, state insurance departments, and industry bureaus.

• Perform other job-related duties as assigned from time to time.

What it Takes

• Bachelors Degree or equivalent work experience in insurance compliance, product development, or a related regulatory role within the property & casualty insurance industry.

• 2+ years of related work experience

• Previous experience with automobile insurance carriers, non-standard auto insurance carriers preferred

• Ability to analyze and interpret relevant laws to determine the compliance impact to the business

• Position requires the ability to provide oral and written communication regarding compliance or legal issues to various departments and levels of management as well as state departments of insurance

• Demonstrated technical understanding of Business or Consumer insurance products

• Previous experience as a compliance or forms analyst, an underwriter or claims/policy benefits file handler

• Communication, writing and human relation skills

• Insurance course work.

Based on experience and qualifications, the pay range for this position is: $61,900-$92,900 annually.

What You'll Receive

At Sentry, your total rewards go beyond competitive compensation. Below are some benefits and perks that you'll receive.

• Sentry is happy to offer flexibility through a scheduled Hybrid work model. Monday and Friday work from home if you choose to, Tuesday through Thursday you'll work in office.

• As a Sentry associate, you will have an in‑office workspace and materials for your home office. In addition to the laptop, you will receive prior to your start, Sentry will provide equipment for your home office.

• Meal Subsidy available for associates who report to an office.

• 401(K) plan with a dollar-for-dollar match on your first eight percent, plus immediate vesting to help…