Careers
Benefits
What we offer
At Sentry, we believe that benefits should fit your family, your goals, and your lifestyle. That’s why our Total Rewards package goes beyond competitive compensation and generous paid time off. We provide benefits that focus on the whole person. Below is an overview for individuals in benefit eligible roles.
Benefits you know
Medical, dental, and vision
Disability and accident
Parental and caregiver leave
Company-paid and supplemental group life and long-term disability
Voluntary protection plans
Reimbursement accounts: HSA and FSA
Benefits for your future
401(k) plan with an 8% match
Tuition reimbursement
Scholarships for dependents
Sentry Credit Union
Professional and personal development opportunities
Adoption assistance
Benefits for your well-being
On-site wellness centers in select offices
Reimbursement of gym memberships for associates at other locations
Health and wellness incentives
Hybrid work model (select associates)
Learn and grow with Sentry
Sentry University (SentryU)
Our robust learning and development team offers job-specific learning, career advancement resources, and programs to help you thrive at every stage of your professional journey.
Professional development
Associates have access to a wide variety of interactive classes and self-paced learning resources.
Designations
Associates can increase their insurance acumen and grow professionally through our numerous designation program options.
Leadership development
SentryU supports associates through key career transitions and milestones, equipping them to lead and engage others in a way that reinforces our collaborative culture.
Amenities with your well-being in mind
Take a look at what's available for your at Sentry.
Explore other roles at Sentry
Your skills, experience, and interests may also be a great fit for a role on a different team. Click below to view all available jobs at Sentry.
Early career opportunities
If you’re a recent graduate or just getting started on your professional pathway, you could have a place at Sentry.