Guide to obtaining state/market HEALTH INSURANCE Determine whether your job offers health insurance, or whether to buy through the state/market place. If you receive health insurance through your job, you should ask your employer for more information about your options. If you cannot afford your employer's health insurance, you can buy a plan through the Massachusetts Health Connector. For more information on the type of health insurance that best fits you, visit Massachusetts Health Connector at www.mahealthconnector.org Note the following page on eligibility. “Aim to apply and purchase health insurance during open enrollment, the time of the year where consumers can buy a new health insurance plan or change their current plan. See below for Massachusetts specific open enrollment dates.