What we offer

At Sentry, your Total Rewards package goes beyond competitive compensation and generous paid time off. We provide benefits that focus on the whole person.

Benefits you know and expect

  • Medical*
  • Dental*
  • Vision*
  • Disability*
  • Life insurance*
  • Parental leave*
  • Reimbursement accounts: Health Savings Account and Flexible Spending Account*
  • Company-paid group life and long-term disability*
  • Hybrid work model (not applicable to all associates)

Benefits with your future in mind

  • 401(k) plan with an 8% dollar-for-dollar match and immediate vesting*
  • Tuition reimbursement program*
  • Scholarships programs for dependents of Sentry associates*
  • Sentry Credit Union, a full-service financial institution with more than 5,000 shared branches nationwide

Health and wellness

  • On-site wellness centers in select offices
  • Fit Funding reimbursement of gym memberships for associates at other locations
  • Ongoing health and wellness incentives and program
  • Sentry Work/Life Resources—provides assistance in areas such as finances, caring for elderly parents, and mental well-being

Growth opportunities

  • Sentry University (SentryU): Offers continuing education and career development opportunities
  • LinkedIn Learning: An on-demand learning resource where associates have access to thousands of online educational tools
  • Designations: Associates can increase their insurance acumen and grow professionally through our numerous designation program options
  • Personal development: We also offer opportunities to learn a new skill that doesn’t involve work, such as cooking classes

We also offer numerous community-minded benefits as part of the associate experience at Sentry.

*Available for regular part-time and full-time associates.