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Rippling Insurance Services may have misled Illinois regulators about CEO’s disciplinary history, records show

A fast-growing HR and insurance technology firm now known as Rippling Insurance Services may have made false or misleading statements in official filings with the Illinois Department of Insurance, documents reviewed by Prairie State Wire show.Despite multiple documented discrepancies across state filings, Rippling, which was known as Waveling Insurance Services until 2019, did not respond to requests for comment from Prairie State Wire seeking a…

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Prairie State Wire broke the news in on Friday, July 25, 2025.
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