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Boston Small Businesses Still Struggle Despite City Grant Programs Expanding

The city's recognition of Small Business Month highlights ongoing challenges for Minority- and Women-Owned Business Enterprises even as grant funding and targeted programs continue.

By Boston Business Desk · Published July 24, 2026

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Boston Small Businesses Still Struggle Despite City Grant Programs Expanding
Photo via Openverse

Boston officially recognizes May as Small Business Month to spotlight over 18,000 local small businesses that employ 127,000 people and generate nearly $28 billion annually. The City of Boston's Office of Small Business has provided over $30 million in grant support while offering technical assistance, signage help, and succession planning. These efforts come as the city explicitly acknowledges systemic barriers that continue to affect Minority- and Women-Owned Business Enterprises seeking equitable access to contracts and resources.

Support programs target documented access gaps

The Office of Small Business has expanded procurement goals and policies to address those barriers for MWBEs. Recent spotlights during Small Business Month have featured women entrepreneurs such as Amanda Mitchell of Junebug in Charlestown and Boston BuildHERS, which focuses on affordable housing. The Greater Boston Chamber of Commerce has also recognized firms including Junebug and Gallery EyeCare in Roxbury through its annual Small Business of the Year Awards.

Programs such as the "Thriving Together" event series have included marketing and branding workshops along with social media video spotlights on neighborhood businesses. Residents can find event calendars and resources through boston.gov/small-business-month or by contacting the Office of Small Business at 617-631-0355. These initiatives build on existing multilingual licensing support and pop-up markets designed to reach a wider range of owners.

Qualitative headwinds persist alongside funding

Despite the scale of economic contribution from these businesses, the city continues to focus resources on reducing systemic access gaps to city contracts. The combination of grant funding and direct services reflects an effort to mitigate barriers that have historically limited participation for MWBEs. Business owners can connect with organizations such as the Boston Local Development Corporation for loans, CommonWealth Kitchen for food-business incubation, and SCORE Boston for mentoring while city programs emphasize succession planning and technical assistance.

Small Business Month activities this year have centered on networking events and profiles of local operators to maintain visibility. The Office of Small Business remains the primary point of contact for entrepreneurs seeking information on available grants and compliance support. Those interested in upcoming programming are directed to the city website for the most current listings.

This article is general information only and is not personal financial or investment advice. Consider your own circumstances and seek licensed professional advice before making financial decisions.

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