Helping businesses and individuals manage risk with insurance and retirement solutions. link.sentry.com/LD

United States
The Great Lakes Region team sponsored and participated in the USI Indiana Partner Appreciation Golf Outing in Indiana. This event, put on by our USI Indiana partners, was a great day filled with networking and camaraderie. We look forward to more collaborations in the future!
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Risk management works best when it fits your daily operations. Our safety programs, tools, and hands-on support can help your team identify risks early and create a plan to manage them. bit.ly/4gc6lFX
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In the face of disaster, emergency action plans matter—but coverage matters too. It’s important to understand where gaps may exist in your policy and whether added coverage makes sense for your operation. Check out our business property insurance guide. bit.ly/4jpIRiq
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Life Insurance Awareness Month is a time to ask: "Based on my business's situation, how much coverage do I need?" Use our calculators to consider personal expenses, business debt, or the impact of the loss of a key employee. bit.ly/3VrvDb6
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We’re excited to unveil our tournament logo before The Sentry’s debut at Torrey Pines in January. Inspired by the region’s outdoor lifestyle and natural beauty, it reflects Sentry’s connection to San Diego. We look forward to this next chapter. Learn more: thesentry.com/news/
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We were thrilled to welcome the Paragon Specialty Property team from September 15–17, as we continue to build and strengthen our relationships in our Specialty business area. bit.ly/4iJiHHq
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We welcomed American Trucking Associations (ATA) Chairman Greg Hodgen as the keynote speaker for our 2026 Transportation Agency Conference. Hodgen touched on key ATA initiatives; the state of the industry; and the importance of investments in safety, equipment, and personnel.
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We’re bringing awareness of third-party litigation financing to Capitol Hill, educating lawmakers on its potential effects on trucking companies, insurers, and consumers. bit.ly/4A1HvAl
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We take privacy seriously. Recently, more than 50 key Sentry associates heard from Lindsey Stephani of the National Association of Mutual Insurance Companies about the latest trends in data privacy regulation. Congrats to our first Privacy Ambassador of the Year recipients!
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Our Sentry interns are meaningful contributors to the company. In fact, an average of 77% of interns are offered a job after their internship ends, with 79% accepting their offers. Learn more about our opportunities and how you can become part of the team. bit.ly/4yMxGoF
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Our National Truck Driver Appreciation Week Sweepstakes are almost over. Truck drivers, enter now for a chance to win a $500 Visa® gift card. The drawing for each of the seven daily sweepstakes winners will be on Monday, September 21. #NTDAW26 bit.ly/4A9YeS2
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Time’s running out: Enter for a chance to win $500! Our National Truck Driver Appreciation Week Sweepstakes are winding down. Truck drivers, enter now for a chance to win a $500 Visa® gift card. Use the link below. #NTDAW26 bit.ly/4A9YeS2
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A chance at $500 in our truck driver sweepstakes. There’s still time to enter our sweepstakes as part of National Truck Driver Appreciation Week. Use the link below to enter for a chance to win a $500 Visa® gift card. #NTDAW26 bit.ly/4A9YeS2
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Your people are central to your business’s success. Our business life insurance options can help address your financial concerns if an owner or key employee passes away. Explore our options for protecting what you’ve built. bit.ly/4dhGOJw
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Truck drivers: Just days left for a chance to win $500! As drivers, you help keep the road safe. And we salute you for it. As part of National Truck Driver Appreciation Week, we’re giving truck drivers a chance to win a $500 Visa® gift card. Sign up now! bit.ly/4A9YeS2
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Whether you drive for a large fleet or you’re an owner-operator, you keep the country rolling forward. That’s why we’re celebrating your work this week. Enter for a chance to win a $500 Visa® gift card. Just click below to enter. #NTDAW26 bit.ly/4A9YeS2
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For the next two weeks, Sentry employees across the country will make pledges and participate in fundraising events to support critical local services through United Way. It’s time to invoke the magic of giving and make dreams come true! bit.ly/4xc5RVo
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This week we’re celebrating professional truck drivers—the unsung heroes of our country’s industries. If you’re a driver, click below to enter for a chance to win a $500 Visa® gift card. Enter each day through September 19. #NTDAW26 bit.ly/4A9YeS2
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Truck drivers: Enter today for a chance to win $500! Whether you drive for a large fleet or you’re an owner-operator, you keep the country rolling forward. Enter for a chance to win a $500 Visa® gift card. Just click below to enter. #NTDAW26 bit.ly/4A9YeS2
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It’s been 25 years since the tragic events of September 11, 2001. We remember the lives lost and honor the heroes who answered the call to action. Their sacrifice and bravery won’t be forgotten.
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Ownership transitions affect employees, partners, and families. Life insurance can help fund a buy-sell agreement and provide a planned path for transferring an owner’s interest. Learn more about how it works. bit.ly/4gW6Cfn
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Sentry® recently joined the American Trucking Associations and industry leaders on Capitol Hill to educate lawmakers on third-party litigation financing and its broad impact—while pushing for greater transparency into this practice. bit.ly/4A1HvAl
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Let’s celebrate truck drivers! National Truck Driver Appreciation Week is September 13–19. To celebrate and honor the hard work of these men and women, we’ve got a special promotion planned. Join us in spreading the word. #NTDAW26 bit.ly/3VhPs4w
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Happy Labor Day! Today we honor our employees and all the other workers whose daily dedication and effort keep our industries and communities moving forward. Thank you!
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Our 2026 Transportation Agency Conference We were thrilled to welcome more than 100 independent agents to Stevens Point, Wisconsin, recently for presentations on current topics, industry discussions, and in-person connections. Thank you to everyone who joined us!
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Key person coverage can help offset lost revenue, support hiring and training, and reinforce financial stability if an insured essential employee passes away. Explore how it can help support your business continuity. bit.ly/4zR2INp
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We had an excellent opportunity to meet with K2 Inland Marine August 26–28 as we continue to grow our Specialty insurance business. bit.ly/3T9lGyj
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We’re proud to be named among the greatest workplaces in the country by Newsweek, with recognition on three 2026 lists—including America’s Greatest Workplaces for Women and for Financial Services. Get the details in our press release: bit.ly/4wZ1ayp
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Key person insurance can help your company manage the financial impact if an insured owner or essential employee passes away. Learn more about how it works. bit.ly/46wfGCJ
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Our talent acquisition team has a packed schedule of upcoming career fairs across the country. Let’s get together and talk about your future with Sentry. We’re excited to meet students at career fairs this fall: bit.ly/4d33YmI
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The Amwins Program Underwriters and our associates had a productive summit August 24–26, building relationships and sharing insights into the businesses we serve. bit.ly/4xkuPmx
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Group coverage may end if you leave your job. Personal life insurance stays with you—helping protect your family wherever your career takes you. bit.ly/4cadOD3
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Not all workers’ compensation is the same. Learn how different programs work and how both employers and employees can benefit. bit.ly/4wLHHB6
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Sentry® has advanced to No. 529 on the 2026 Fortune 1000, marking our highest ranking to date. This milestone reflects the trust our customers place in us and the dedication of our employees to serving them every day. Learn more: : bit.ly/4qn7nCx
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As part of a Commercial Vehicle Safety Alliance (CVSA) initiative, inspectors will focus on brake system inspections August 23–29. Use this as a reminder to perform regular maintenance that identifies worn components before they become a safety concern. bit.ly/4wMd0Mc
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For dealers, insurance decisions should go beyond coverage. That’s why we provide practical resources and responsive support that’ll help your team mitigate risk with confidence. bit.ly/4gc6lFX
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Learn about employer's liability insurance. What are the key benefits of employer's liability insurance for businesses? bit.ly/3QZV7uo
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Dealers have trusted Sentry for insurance and risk management support for over 50 years. We help protect industrial equipment dealers nationwide. We offer resources designed to help dealers assess safety practices and work toward being best-in-class. bit.ly/4xTQIcl
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This year’s intern cohort had the opportunity to meet and hear from many Sentry leaders, including our Chairman and CEO, Pete McPartland. It's one of the many ways we give them a well-rounded corporate experience.
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Explore our 2026 C-Suite Stress Index: Midyear Report. International conflicts and geopolitical events have made for a challenging first half of 2026. Read more about the impacts to U.S. companies. bit.ly/3UCllEA
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When it comes to safe driving, responsibility for your business and responsibility for others on the road are one and the same. Check out our story about how Clima-Tech is building a culture of focused driving among its employees—with help from Sentry®. bit.ly/45yxfSl
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Sentry® has earned an A+ (superior) AM Best Financial Strength Rating for 35 consecutive years.* For customers, it's an outside assessment of financial strength that places us among fewer than 10% of U.S.-based property and casualty insurance companies. bit.ly/460q6u2
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@SentryWorld—our on-site destination golf course—will host the 2028 U.S. Senior Women’s Open and the 2034 U.S. Senior Open. These events add to the course’s history of hosting championships that attract top players from around the world. sentry.com/about-us/annual-r…
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Do you know how to get workers' comp insurance for your business? bit.ly/4fXe4Yl
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The Sentry Insurance Foundation awarded four National Merit scholarships to associate dependents in 2026. These deserving students are well on their way to bright futures. Meet them here:
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A big “yee-haw” to another wonderful company picnic. Our annual company picnic is a great chance for our associates to get to know one another outside the office and introduce their families to their workplace. This year’s Wild West theme was 10 gallons of fun!
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Reducing workplace risk begins with understanding the exposures your team faces. Explore our Safety Services page to learn more about hazard recognition, management accountability, safety training, and more. bit.ly/45UpFS5
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While executives’ mid-2026 views on the top business threats remain largely aligned with those they identified at the end of 2025, the magnitude of concern has increased. Read the full 2026 C-Suite Stress Index: Midyear Report for more. bit.ly/4wTjw4n
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Telematics systems are just one way to help prevent truck accidents. Explore this article for more: bit.ly/4w7pUnr
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Connecting with Regional agents at SentryWorld. Several Regional agents joined us at SentryWorld in Stevens Point, WI, to share industry insights, learn how to better protect their clients, and enjoy a sunny day on the course.
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Life insurance can help shape the legacy you leave behind. Planning ahead creates a foundation of financial stability for your family’s future. bit.ly/3TqylMV
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Bad actors use social engineering to manipulate their way into your computer systems. Educate your employees on the many methods hackers use to exploit your trust—so you can spot them before the damage is done. #NationalSocialEngineeringDay
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