| Friday Harbor Cottages, Inc. | Agriculture, Forestry, Fishing and Hunting | $9,100 | $9,193 | 2 | <$5M | AI Deep Dive |
| Postcards From Friday Harbor LLC | Professional, Scientific, and Technical Services | $8,887 | $8,927 | 1 | <$5M | AI Deep Dive |
| The Episcopal Parish Church of St. David, Friday Harbor, Was | Other Services (except Public Administration) | $8,800 | $8,898 | 3 | <$5M | AI Deep Dive |
| Stuart G Nelson | Health Care and Social Assistance | $8,730 | $8,830 | 3 | <$5M | AI Deep Dive |
| Daisy Pink Corporation | Retail Trade | $8,600 | $8,716 | 2 | <$5M | AI Deep Dive |
| Darcey Martinez | Administrative and Support and Waste Management | $8,525 | $0 | 1 | <$5M | AI Deep Dive |
| Raymont Jackson | Retail Trade | $8,501 | $8,589 | 1 | <$5M | AI Deep Dive |
| Ontrak LLC | Administrative and Support and Waste Management | $8,500 | $8,589 | 1 | <$5M | AI Deep Dive |
| Hermosa Hospitality Group Inc. | Accommodation and Food Services | $8,477 | $8,537 | 2 | <$5M | AI Deep Dive |
| Friday Harbor Gallery LLC | Retail Trade | $8,337 | $8,451 | 4 | <$5M | AI Deep Dive |
| Saint David's Day School of Friday Harbor, Washington | Health Care and Social Assistance | $8,217 | $8,310 | 2 | N/A | AI Deep Dive |
| Thomas J Garrels | Arts, Entertainment, and Recreation | $8,000 | $8,109 | 1 | <$5M | AI Deep Dive |
| San Juan Historical Society | Arts, Entertainment, and Recreation | $8,000 | $8,084 | 1 | <$5M | AI Deep Dive |
| Island Tax Service INC | Professional, Scientific, and Technical Services | $7,896 | $7,973 | 2 | <$5M | AI Deep Dive |
| Second Act INC | Wholesale Trade | $7,700 | $7,793 | 2 | <$5M | AI Deep Dive |
| Peter a Delorenzi | Accommodation and Food Services | $7,529 | $7,556 | 1 | <$5M | AI Deep Dive |
| Humpback Hauling LLC | Transportation and Warehousing | $7,500 | $0 | 2 | <$5M | AI Deep Dive |
| Ethan Schmidt | Retail Trade | $7,481 | $7,502 | 1 | <$5M | AI Deep Dive |
| Kathleen a Stone | Accommodation and Food Services | $7,439 | $7,468 | 1 | <$5M | AI Deep Dive |
| Felicity Milne | Accommodation and Food Services | $7,335 | $7,395 | 1 | <$5M | AI Deep Dive |
| San Juan Real Estate Company | Real Estate and Rental and Leasing | $7,270 | $0 | 1 | <$5M | AI Deep Dive |
| Circle Investments Incorporated | Administrative and Support and Waste Management | $7,100 | $7,186 | 2 | <$5M | AI Deep Dive |
| Larrys Autobody LLC | Other Services (except Public Administration) | $7,090 | $7,182 | 3 | <$5M | AI Deep Dive |
| Hackett-Larson Post 163 the American Legion | Other Services (except Public Administration) | $7,047 | $7,077 | 10 | <$5M | AI Deep Dive |
| Lemon Computers | Retail Trade | $7,031 | $7,094 | 1 | <$5M | AI Deep Dive |