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A Smarter Way to Pay

Introducing Pay-As-You-Go with SmartPay

Paying your workers’ comp premium is easier than ever

Chesapeake Employers Insurance has partnered with SmartPay Solutions, a leader in the pay-as-you-go industry for workers’ compensation insurance, to provide you with a flexible payment option.

When you choose the pay-as-you-go billing plan, your workers’ compensation insurance premium payment can coincide with your payroll cycle or be reported monthly. Best of all, your premium will be calculated on actual, not projected, payroll, which could improve your cash flow management and streamline the year-end audit process.


To enroll and for more information about Chesapeake Employers’ pay-as-you-go billing plan, please contact your agent or call Chesapeake Employers at 410-494-2000 or 1-800-264-4943.

For answers to frequently asked questions, please refer to these FAQs.

Want to get started now?
Setting up your pay-as-you-go account is as easy as 1, 2, 3, 4.



SmartPay is a third party service provider contracted by Chesapeake Employers’ Insurance Company to administer the pay-as-you-go payment plan.
*Excludes ADP and Paychex.



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Chesapeake Employers' Insurance Company •  Formerly the Injured Workers' Insurance Fund • 8722 Loch Raven Blvd. • Towson, MD 21286   410-494-2000  1-800-264-4943   Privacy Policy and Data Security