The Tampa Bay Chamber has announced the winners of its 2025 Small Business of the Year Awards. The awards were presented at TPepin’s Hospitality Centre on November 6, during the Chamber’s 45th annual ceremony. More than 400 people attended the event, which recognizes outstanding achievements among small businesses in the region.
Harbour Business Law received the Startup Business of the Year award. Digital Neighbor was named Small Business of the Year in the 5-20 Employees category. Yo Mama’s Foods took home the award for businesses with 21-50 employees, and Gigglewaters won in the 51-250 Employees category. Amy Martinez-Monfort, founder and CEO of Tampa Laundry Company, was recognized as Outstanding Small Business Leader of the Year.
The selection process spans ten months and begins with about 350 nominations each year. Judging is conducted by over a dozen volunteers from Chamber member companies who review applications, conduct interviews with semi-finalists, and visit finalist sites. The committee considers company finances, community involvement, and ethical business practices before selecting winners.
TD Bank served as presenting sponsor for this year’s event.
“Harbour Business Law (HBL) is a boutique Tampa Bay law firm that partners with entrepreneurs from launch to legacy, offering customized, business-focused legal strategy designed to navigate challenges, harness opportunities, and drive lasting success.”
“Digital Neighbor is a Tampa-based, people-first digital marketing agency founded on the belief that kindness matters, helping businesses nationwide turn data into growth through cutting-edge websites, strategic marketing, and a collaborative, neighborly approach that delivers lasting results.”
“Yo Mama’s Foods is a fast-growing Clearwater-based company dedicated to bringing families back to the table with clean-label, homemade-style sauces, dressings, and condiments made from real ingredients, blending small-business heart with national reach and a commitment to quality, community, and connection.”
“Gigglewaters is a speakeasy-style restaurant, bar, and boutique movie theater in downtown Safety Harbor, Florida, offering award-winning American fare, craft cocktails, and an intimate cinematic experience that celebrates joy, community, and the art of genuine hospitality.”
“Amy is the Founder and CEO of Tampa Laundry Company, a full-service laundry and linen business she launched in 2015 after successful careers in law and pharmaceuticals. A Florida native and graduate of Florida State University and the University of Florida College of Law, she has been recognized as a Top Entrepreneur by the Business Observer and led TLC to earn the Tampa Chamber’s Startup Small Business of the Year Award. Deeply committed to her community, Amy serves on multiple boards, mentors transitioning Special Forces Operators, supports children battling cancer, and treasures her roles as wife and mother to her two children Lexi and Luke.”
The Tampa Bay Chamber has served local businesses since 1885 as a not-for-profit membership organization. It currently represents around 1,400 companies across different industries. The chamber holds a five-star rating from the U.S. Chamber of Commerce—a distinction earned by only about two percent of chambers nationwide.
