Sentry Insurance

2 job(s) at Sentry Insurance

Sentry Insurance Madison, Wisconsin
11/14/2026
Full time
Workplace Technology Engineers are responsible for leading the design, implementation, and maintenance of innovative technology solutions. 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 use of emerging technologies, tools, and vendors you'll have the ability to identify opportunities for innovation and improvement within the workplace technology environment. Learn: Sentry provides several resources to help you further your career and continue your personal development, including Sentry University, LinkedIn 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 fast-paced, solutions engineering and support environment where you'll have the chance to work in industry-leading technologies delivering the following outcomes for our Workplace technologies, including: Troubleshooting complex and cross-domain end-point environment problems. Improve process efficiencies and outcomes within workplace technology and across organization. Identify and deliver improved client experience using approaches such as scripting and automation. Excellent communications skills, including ability to distill complicated instructions into audience-appropriate actionable steps and explain and present advanced and complicated technical topics to peers and technical management, at the appropriate level of detail. Develop necessary relationships with lead engineers and technical leadership across desktop hardware and software support areas to provide proactive feedback and improve outcomes. What it Takes: Bachelors Degree in Information Technology or equivalent related work experience. Minimum of 2 years related work experience. Experience with operating systems and Microsoft 365 ecosystems including their role in an enterprise office setting. Proficient with scripted automation in a relevant scripting language. Strong knowledge of infrastructure technology (server, network, storage, security). If you have experience 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 includes the communities where we live and work. Our annual United Way campaign has raised more than $1 million for the past several years. Our Stevens Point campus offers a full-service fitness center, swimming pool, basketball and racquetball courts, auto center, credit union, on-site Aspirus clinic, restaurants, boutique hotel, and the award-winning SentryWorld golf course. How You'll Apply We'd love for you to join us. Please complete your online application and upload your resume on our Careers site. If you have applied with us before, you only need to provide your email address and password. If this is your first time applying with Sentry, please create an account. If you have specific questions regarding the position, application process, or are interested in learning more about Sentry, please reach out to Katelynne Rivera, Talent Acquisition Specialist Sr. For this position, Sentry does not offer employment to holders of F-1, J-1, and H-1 Visas. Get ready to own your future at Sentry. Your opportunity awaits. Talent Acquisition Specialist Thank you for your interest in Sentry! Katelynne Rivera Equal Employment Opportunity Sentry is an Equal Opportunity Employer. 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.
Sentry Insurance Stevens Point, Wisconsin
11/14/2026
Full time
Job Description As a User Experience (UX) Designer at Sentry, you'll deliver design solutions for digital experiences that align with our strategic goals and user needs. You'll partner closely with IT and marketing to translate research, user feedback, and business requirements into intuitive solutions-from wireframes and prototypes to design systems and user testing. This is a hybrid position based in our Stevens Point, WI office location and is not a fully 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 Conduct user and market research, usability testing, and behavioral analysis to inform design decisions. Translate research data, industry standards, design principles, and requirements into sitemaps, wireframes, interactive prototypes, and responsive UX designs. Present research, design concepts, and strategic rationale to business stakeholders and cross-functional teams. Coordinate and deliver design assets, ensuring design integrity through the management of Design Systems. Collaborate with IT development to align technical, marketing, and business requirements. Perform acceptance and usability testing on new and existing digital experiences, providing direction and recommendations based on user feedback, metrics, and best practice. Leverage AI tools to synthesize insights, accelerate workflows, and integrate into the UX design process. Stay abreast of the latest trends, web accessibility standards, and technologies. What it Takes Bachelors degree or equivalent work experience, in addition to a minimum of 2 years related work experience in UX/UI, Human-Computer Interaction, or Information Design. Proven ability to make data-driven design decisions based on research, testing, and best practices. Strong expertise in Figma, HTML/CSS, user-centered design, and multi-platform design (web, mobile, tablet). Familiarity with large-scale design systems, responsive design principles, web accessibility, and behavioral psychology. Awareness of established and emerging AI tools, with an understanding of how these evolving technologies can integrate and enhance the UX design process. Strong cross-functional collaboration skills, with the ability to bridge communication between IT and business stakeholders. Here is what you can look forward to as part of our team: At Sentry, your total rewards go beyond competitive compensation. We're committed to supporting the whole you, which is why we offer a comprehensive package designed to help you thrive both professionally and personally. Hybrid Flexibility: Enjoy the best of both worlds. With optional work from home on Mondays and Fridays and join your team in the office Tuesday through Thursday to collaborate and learn. We provide the technology and tools you need for both your office and home workspace from day one. Dining on Us: Depending on your location, we may provide a stipend that can be used at our on-site cafeteria or a meal allowance to keep you fueled. Continuous Learning: Unlock your potential through Sentry University and take advantage of our tuition reimbursement program. Comprehensive Benefits: We support your whole self with group medical, dental, and vision insurance along with parental leave, pet insurance, caregiver leave, and wellness resources. Options for HSA, FSA, and Dependent Care FSA are available. Work-Life Balance: Enjoy your generous Paid Time Off allowance to rest and take advantage of paid Volunteer Time Off to support your community. Investing in Your Future: We're committed to your long-term financial well-being. We offer a 100% company match on the first 8% you contribute to your 401(k) each pay period, and those funds vest immediately. Giving Back: Through the Sentry Foundation, we're proud to support the United Way and make a difference in our communities. Why Join Sentry? At Sentry, we believe our people are the heart of our success. We're proud to be recognized for the culture we've built, earning spots on Forbes' lists for America's Best Midsize Employers and Best Employers for New Grads , as well as Newsweek's America's Greatest Workplaces for Women and Diversity . These honors reflect our commitment to your professional satisfaction and growth. Building on a Legacy Our future is bright, but it's anchored in a long history of stability. Since our founding in 1904, we've dedicated ourselves to helping businesses protect their futures. That trust has made us one of the largest and most financially stable mutual insurance companies in the U.S. We're proud to have maintained an A+ rating from A.M. Best, the industry's leading authority, for over 30 years. Your Career, Our Community Whether you're working at our headquarters in Stevens Point, Wisconsin, or one of our many offices across the country, you'll find a challenging and rewarding environment. Explore the Our Teams tab on our Career Page to see the diverse career paths we offer, with a focus on ongoing development and professional growth. Ready to own your future? Join us at Sentry, opportunities await! Equal Employment Opportunity Sentry is an Equal Opportunity Employer. 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.