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Health insurance & Medicare · Boston, MA (Suffolk County)

Small-Business Group Health Insurance in Boston, Massachusetts

4.2% of Boston adults aged 19 to 64 have no health insurance, well below the U.S. rate of 11.1% (the lowest uninsured rate for adults 19 to 64 of the 7 Northeast U.S. communities on this site). Group health, dental and vision options for small employers, plus help comparing a traditional group plan with alternatives such as an individual coverage HRA (ICHRA) or QSEHRA. Olive, a licensed agent with Manna Financial Services, helps Boston, MA households compare small-business group health insurance by phone or video, and the first conversation is free.

What matters for small-business group health insurance in Boston

7.9% of Boston workers are self-employed (U.S.: 9.8%). Owners often need to cover themselves as well as their team, so we look at personal and business coverage together.

Boston by the numbers

  • 4.2% of Boston adults aged 19 to 64 have no health insurance, well below the U.S. rate of 11.1% (the lowest uninsured rate for adults 19 to 64 of the 7 Northeast U.S. communities on this site).
  • 7.9% of Boston workers are self-employed, below the U.S. figure of 9.8%. Self-employed people have no employer plan for health, life or disability coverage.
  • 19.8% of Boston households include children under 18, well below the U.S. figure of 29.8%.
  • 35.3% of Boston homes are owner-occupied (U.S.: 65.0%), and the median home value is $712,400, well above the U.S. median of $303,400.

Boston and nearby communities

PlaceSelf-employedUninsured adults 19–64Median household income
Boston7.9%4.2%$94,755
New York11.4%9.4%$79,713
Philadelphia7.9%9.6%$60,698
Baltimore7.2%8.1%$59,826
U.S.9.8%11.1%$78,538

Sources: U.S. Census Bureau, American Community Survey 2019–2023 5-year estimates.

How we help with small-business group health insurance

  • Small-group health, dental and vision quotes from several insurers
  • Explain contribution and participation requirements
  • Compare a group plan with ICHRA or QSEHRA reimbursement
  • Employee enrollment support and renewal reviews

Read our full guide to small-business group health insurance

Rules that apply in Massachusetts

  • Massachusetts residents buy individual and family Marketplace plans through HealthCare.gov or their state exchange. Plans and prices vary by county.
  • Open Enrollment typically runs November 1 to January 15. Enroll by December 15 for coverage that starts January 1.
  • Outside Open Enrollment, a qualifying life event such as losing other coverage, moving, marriage or a new baby opens a Special Enrollment Period.
  • Marketplace premiums are the same with or without an agent. Insurance companies pay the agent.

Questions from Boston

How many employees do I need for a group plan?

Many small-group plans start at two enrolled employees, one of whom is not the owner or spouse, but rules vary by state and insurer. We confirm the requirements for your situation.

Do I need to visit an office in Boston?

No. Olive works with Boston and Suffolk County households by phone or video, so you can compare options from home. Most applications and signatures can be completed online.

Talk with Olive about small-business group health insurance.

Free, no obligation, by phone or video. Or call or text (937) 388-5346.