As general counsel of statewide health insurer ConnectiCare, navigating a difficult regulatory landscape while competing with multinational insurance conglomerates is a fact of life for Sam Caligiuri. But as the former chair of Day Pitney’s insurance regulation and transactions practice, he’s well equipped to handle the task. We asked Caligiuiri how he approaches compliance and the issues he faces.

Describe your department’s biggest compliance challenge.

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