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In this episode, Justin McNamara interviews an interview with Niki Conte from the Massachusetts Health Connector, who explains the state’s insurance marketplace and upcoming enrollment deadlines. The discussion clarifies that open enrollment typically ends in late January, providing a critical window for individuals without employer-sponsored coverage to secure health plans. Ki describes how subsidies and tax credits can lower monthly premiums, specifically highlighting the ConnectorCare program for residents within certain income brackets. Listeners are encouraged to use online estimation tools to compare private carriers and find plans that meet state requirements. Additionally, the conversation emphasizes the availability of free professional assistance, such as navigators, to help consumers manage the application process. Managed by Justin McNamara, the segment also touches on the financial implications of healthcare for early retirees and those in career transitions.