35th Annual Small Business & Entrepreneur of the Year Awards Luncheon

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2026 Small Biz

May 28, 2026
11:45 am
- 1:30 pm

Event Questions?

Contact Metro South Chamber

events@metrosouthchamber.com
5085860500p231

Join us for the 35th Annual Small Business & Entrepreneur of the Year Awards! On Thursday, May 28th from 11:45AM-1:30PM at Thorny Lea Golf Club in Brockton.

The Small Business and Entrepreneur Awards are presented to businesses that have displayed employment staying power, growth, innovation, and social responsibility. Please join the Chamber and premier sponsor Eastern Bank in recognizing the achievements and contributions of small businesses and entrepreneurs in creating new jobs and economic opportunities in the Metro South region!

Questions? Contact Hannah McGuire,  call (508) 586-0500 x 231 for assistance.

This event is sponsored by Eastern Bank.

 

About our guest speakers:

Secretary Eric Paley, Massachusetts Executive Office of Economic Development (EOED)

Eric Paley is the Secretary of the Executive Office of Economic Development (EOED). He has worked to shape the innovation economy for more than 25 years as both a successful entrepreneur and a leading venture capitalist. As co-founder and Managing Partner of Founder Collective, Paley helped build one of the world’s highest-performing seed-stage venture capital funds, with an investment portfolio that included groundbreaking technology companies across diverse sectors such as transportation, media, healthcare, consumer, advanced manufacturing and enterprise software, including Uber, The Trade Desk, Omada Health, Cruise Automation, Whoop, Formlabs and Airtable. Before Founder Collective, Paley founded and led Brontes Technologies, a hard-tech startup that commercialized novel 3D imaging technology from MIT to enable advanced manufacturing in dentistry. Paley continued to lead the company after its acquisition by 3M in 2006. Paley holds an MBA from Harvard Business School and a bachelor’s degree from Dartmouth College. He lives in Cambridge with his wife and two children.

 

Clare Bertrand, M.S.Ed, Executive Director, Career Strategy & Partnerships, College Board.

Clare Bertrand is the Executive Director of Career Strategy and Employer Partnerships at College Board, leading efforts to develop industry and employer partnerships that align education with workforce needs. For over two decades, Clare has worked to bridge education and career, with a focus on leveraging policy, practice, and technology to expand economic mobility for young adults. Clare has an M.S.Ed. in Education Entrepreneurship from University of Pennsylvania.

The Metro South Chamber of Commerce is part of a cohort selected by the U.S. Chamber of Commerce to help address critical workforce challenges by supporting the adoption of new, career-aligned coursework, including AP Business with Personal Finance and AP Cybersecurity. This initiative is designed to better prepare students with practical, in-demand skills and create stronger talent pipelines that meet the evolving needs of employers. Learn more – Addressing the Readiness Gap: Preparing Students for Today’s Workforce. With 84% of employers saying grads aren’t workforce-ready, the U.S. Chamber of Commerce and the College Board are launching new AP courses to equip students with business essential knowledge.

 

Keegan Shepardson, U.S. Small Business Administration, Massachusetts District Director.

Keegan Shepardson has over 13 years of experience working with small businesses in the areas of sales, marketing, management and business development. Shepardson graduated from New England College in New Hampshire and is father of three young boys. In his previous role as SBA New England Region 1 Advocate, Shepardson focused on outreach, education and building collaborative relationships with federal and state agencies. Shepardson is honored to rejoin The Small Business Administration as the new District Director of Massachusetts.

 

 

Prior Award Recipients

 

Small Business of the Year Entrepreneur of the Year Year
REV-T RENVisioning Technology Dr. Ellie Paris Social Bookstore & Ice Cream Cafe 2025
Medella Dental BinStar 2024
Healthier You Wellness Partners Brockton Beer Company 2023
New England Tortilla / Mi Niña Grand Flourish Collective 2022
Mallory Headsets, Inc. Fusion Dolls 2021
South Shore SoftWash, LLC Empower Nutrition 2020
Immerse Agency LAUNCH Web Marketing 2019
Just Desserts Bakery & Cafe Shovel Town Brewery 2018
Wood Palace Kitchens Epicure Wine & Jazz Bar 2017
Strange Planet Printing Elvera’s Cafe 2016
Maguire’s Bar & Grill The Sound Lab 2015
JM Pet Resort JJ’s Caffe 2014
Solex Payroll Systems, Inc. SKy8 Shrimp Farm, LLC 2013
Vicente’s Tropical Grocery Sparky’s Import Repair 2012
McGuiggan’s Pub Elie Baking Corp. 2011
Prisoc’s Market Topnotch Design Studio 2010
MCG Partners XPressman Trucking & Courier 2009
Heights Crossing UPPAbaby 2008
Westgate Lanes Wright Technology Group 2007
Cindy’s Kitchen Rob Peters Entertainment 2006
Northeast Wholesale Nail & Fastener Spark Street Autobody 2005
Duplitron, Inc. The DJ Experience 2004
Modern Auto Body The Crazy Chefs Caterers 2003
United Furniture, Inc. Top Quality Staffing 2002
Robert Sharkansky & Company, CPA Eye of the Tiger Karate 2001

Location Information

159 Torrey Street
Brockton MA 02301

Sponsors & Partners

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