| Orleans Chamber of Commerce Inc. | Other Services (except Public Administration) | $24,413 | $24,495 | 2 | <$5M | AI Deep Dive |
| Lost at Sea LLC | Agriculture, Forestry, Fishing and Hunting | $24,300 | $24,388 | 3 | <$5M | AI Deep Dive |
| Tannon Inc. | Accommodation and Food Services | $23,781 | $23,924 | 12 | <$5M | AI Deep Dive |
| Appraisal Company of Cape Cod, Inc. | Real Estate and Rental and Leasing | $22,845 | $23,076 | 2 | <$5M | AI Deep Dive |
| Inn at Pleasant Bay Inc. the | Accommodation and Food Services | $22,649 | $22,782 | 2 | <$5M | AI Deep Dive |
| Jorie Fleming | Real Estate and Rental and Leasing | $21,800 | $22,090 | 1 | <$5M | AI Deep Dive |
| Stage Door Inc. | Finance and Insurance | $21,700 | $21,846 | 1 | <$5M | AI Deep Dive |
| Bass River Optical Inc. | Health Care and Social Assistance | $21,700 | $21,830 | 2 | <$5M | AI Deep Dive |
| Toh Collectables, Inc. | Retail Trade | $21,451 | $21,742 | 1 | <$5M | AI Deep Dive |
| Arts Empowering Life Inc. | Arts, Entertainment, and Recreation | $21,363 | $21,444 | 6 | N/A | AI Deep Dive |
| Dke Enterprises LLC | Retail Trade | $21,250 | $21,459 | 4 | <$5M | AI Deep Dive |
| Sai Sradha Corp | Accommodation and Food Services | $21,000 | $21,122 | 3 | <$5M | AI Deep Dive |
| Orleans United Methodist Church | Other Services (except Public Administration) | $20,950 | $21,050 | 3 | N/A | AI Deep Dive |
| Surroundings INC | Professional, Scientific, and Technical Services | $20,892 | $21,159 | 3 | <$5M | AI Deep Dive |
| Briget Rutten | Other Services (except Public Administration) | $20,833 | $20,901 | 1 | <$5M | AI Deep Dive |
| Sierra Real Estate & Development Group LLC | Real Estate and Rental and Leasing | $20,833 | $20,947 | 1 | <$5M | AI Deep Dive |
| Jennifer Mcmullen | Administrative and Support and Waste Management | $20,833 | $21,003 | 1 | <$5M | AI Deep Dive |
| Glenn Svenningsen | Agriculture, Forestry, Fishing and Hunting | $20,833 | $21,061 | 1 | <$5M | AI Deep Dive |
| Christopher Viprino | Agriculture, Forestry, Fishing and Hunting | $20,833 | $20,895 | 1 | <$5M | AI Deep Dive |
| Martha Sherrill | Arts, Entertainment, and Recreation | $20,833 | $20,981 | 1 | <$5M | AI Deep Dive |
| Bruce White | Administrative and Support and Waste Management | $20,833 | $20,938 | 1 | <$5M | AI Deep Dive |
| Great Oak Realty LLC | Real Estate and Rental and Leasing | $20,833 | $21,030 | 1 | <$5M | AI Deep Dive |
| Bayside Realty Consultants LLC | Real Estate and Rental and Leasing | $20,833 | $21,081 | 1 | <$5M | AI Deep Dive |
| Thomas Smith | Agriculture, Forestry, Fishing and Hunting | $20,833 | $20,983 | 1 | <$5M | AI Deep Dive |
| Michael Smith | Accommodation and Food Services | $20,833 | $0 | 1 | <$5M | AI Deep Dive |