| Senior Services Council of San Juan Coun | Health Care and Social Assistance | $29,147 | $29,437 | 5 | <$5M | AI Deep Dive |
| R&r Accounting, LLC | Professional, Scientific, and Technical Services | $29,132 | $29,363 | 3 | <$5M | AI Deep Dive |
| Kirk Holt Construction LLC | Construction | $29,092 | $29,459 | 4 | <$5M | AI Deep Dive |
| Mfleet Enterprise, Inc. | Retail Trade | $29,077 | $29,373 | 5 | <$5M | AI Deep Dive |
| San Juan Auto Parts, LLC | Retail Trade | $28,700 | $29,027 | 4 | <$5M | AI Deep Dive |
| Design Build San Juan | Construction | $28,700 | $28,940 | 3 | <$5M | AI Deep Dive |
| Rogue Coffee LLC | Accommodation and Food Services | $28,525 | $28,827 | 6 | <$5M | AI Deep Dive |
| Schooners North INC | Transportation and Warehousing | $28,124 | $28,310 | 3 | <$5M | AI Deep Dive |
| Staphanie Johnson O'day, Pllc | Professional, Scientific, and Technical Services | $28,100 | $28,387 | 1 | <$5M | AI Deep Dive |
| Paideia Classical School | Public Administration | $27,557 | $27,682 | 4 | N/A | AI Deep Dive |
| Shelterra Group LLC | Construction | $27,374 | $27,787 | 4 | <$5M | AI Deep Dive |
| Rr Accounting LLC | Professional, Scientific, and Technical Services | $27,177 | $27,279 | 4 | <$5M | AI Deep Dive |
| J. Stanford Wakeman D.d.s. Inc. P.s. | Health Care and Social Assistance | $27,124 | $27,272 | 4 | <$5M | AI Deep Dive |
| Salish Sea Specialties, LLC | Accommodation and Food Services | $27,000 | $27,172 | 6 | <$5M | AI Deep Dive |
| Alvarado Marine Inc. | Other Services (except Public Administration) | $27,000 | $27,333 | 2 | <$5M | AI Deep Dive |
| Zehner Construction Inc. | Transportation and Warehousing | $26,785 | $9,053 | 2 | <$5M | AI Deep Dive |
| San Juan Community Home Trust | Construction | $26,700 | $27,026 | 1 | <$5M | AI Deep Dive |
| San Juan Island Yacht Club | Other Services (except Public Administration) | $25,983 | $26,089 | 12 | <$5M | AI Deep Dive |
| Sandpebble of Friday Harbor INC | Retail Trade | $25,870 | $26,162 | 4 | <$5M | AI Deep Dive |
| Sandpebble of Friday Harbor | Retail Trade | $25,870 | $26,144 | 4 | <$5M | AI Deep Dive |
| Friday Harbor Marine | Other Services (except Public Administration) | $25,718 | $25,993 | 5 | <$5M | AI Deep Dive |
| Ke Fisheries LLC | Agriculture, Forestry, Fishing and Hunting | $25,654 | $25,757 | 1 | <$5M | AI Deep Dive |
| San Juan Island Chamber of Commerce | Other Services (except Public Administration) | $25,622 | $25,762 | 4 | <$5M | AI Deep Dive |
| San Juan Coffee Roasting Co. | Manufacturing | $25,600 | $25,861 | 2 | <$5M | AI Deep Dive |
| Cygnus Management Company | Professional, Scientific, and Technical Services | $25,500 | $25,645 | 2 | <$5M | AI Deep Dive |