The Tampa Bay Chamber proudly presents the winners of the 2025 Small Business of the Year Awards. Congratulations to Harbour Business Law named Startup Business of the Year; Digital Neighbor, named Small Business of the Year 5-20 Employees Category; Yo Mama's Foods, named Small Business of the Year 21-50 Employees Category; Gigglewaters, named Small Business of the Year 51-250 Employees Category; and Amy Martinez-Monfort of Tampa Laundry Company, named Outstanding Small Business Leader of the Year.
Winners were revealed November 6th at TPepin's Hospitality Centre during the Chamber’s 45th Annual Small Business of the Year Awards. More than 400 guests gathered this year to celebrate small businesses in a tradition dating back to 1980. Each year, approximately 350 nominations are received and reviewed during a 10-month process. Judging involves the efforts of more than a dozen Chamber Member volunteers who review the comprehensive applications, host interviews for the semi-finalists round and conduct site visits of the finalists. The SBOY Committee examines company finances, community involvement and ethical business practices. This signature event was proudly presented by TD Bank.
Here’s a closer look at the winners of the 45th Annual Small Business of the Year Awards!
Startup: Harbour Business Law
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.
5–20 Employees: Digital Neighbor
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.
21–50 Employees: Yo Mama's Foods
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.
51–250 Employees: Gigglewaters
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.
Outstanding Leader: Amy Martinez-Monfort of Tampa Laundry Company
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.
About the Tampa Bay Chamber: Serving the region since 1885, the Tampa Bay Chamber is a not-for-profit membership organization, currently serving approximately 1,400 member companies of all sizes and industries. With a coveted 5-star rating by the U.S. Chamber of Commerce, it is ranked in the top 2% of chambers in the nation. Learn more about the Chamber’s work with small businesses and the SBOY Committee.