| Paws With Inn Inc. | Other Services (except Public Administration) | $113,032 | $113,630 | 10 | <$5M | AI Deep Dive |
| Bernard M. Sullivan Insurance Agency, Inc. | Finance and Insurance | $112,500 | $113,125 | 10 | $5.1M | AI Deep Dive |
| The Boston Landmarks Orchestra Inc. | Arts, Entertainment, and Recreation | $111,379 | $112,645 | 131 | N/A | AI Deep Dive |
| D.f. Clark, Inc. | Administrative and Support and Waste Management | $110,500 | $111,402 | 5 | <$5M | AI Deep Dive |
| Opre Systems INC | Administrative and Support and Waste Management | $110,167 | $111,195 | 6 | <$5M | AI Deep Dive |
| Doyle's Corner Drug, Inc. | Retail Trade | $108,900 | $110,010 | 8 | <$5M | AI Deep Dive |
| Webb Transportation Services LLC | Transportation and Warehousing | $108,200 | $110,124 | 20 | $6.1M | AI Deep Dive |
| Napa Ipswich | Retail Trade | $107,500 | $108,488 | 14 | <$5M | AI Deep Dive |
| Hair Crafters LLC | Other Services (except Public Administration) | $107,199 | $62,889 | 6 | <$5M | AI Deep Dive |
| Quebec Labrador Foundation INC | Other Services (except Public Administration) | $106,860 | $107,623 | 6 | <$5M | AI Deep Dive |
| Bnipswich LLC | Accommodation and Food Services | $105,200 | $106,217 | 45 | $8.0M | AI Deep Dive |
| The First Class in Ipswich, LLC | Health Care and Social Assistance | $101,400 | $102,507 | 20 | <$5M | AI Deep Dive |
| Sos Home Health Care LLC | Health Care and Social Assistance | $100,000 | $101,328 | 19 | <$5M | AI Deep Dive |
| Savoie Nolan Architects LLC | Professional, Scientific, and Technical Services | $98,377 | $99,153 | 7 | <$5M | AI Deep Dive |
| Target Machine Inc. | Manufacturing | $96,515 | $97,314 | 7 | <$5M | AI Deep Dive |
| Target Machine INC | Manufacturing | $95,957 | $96,804 | 7 | <$5M | AI Deep Dive |
| Mbi International INC | Wholesale Trade | $95,827 | $96,491 | 12 | <$5M | AI Deep Dive |
| Ipswich River Watershed Association, Inc. | Other Services (except Public Administration) | $94,100 | $94,951 | 8 | N/A | AI Deep Dive |
| Robillard Dental LLC | Health Care and Social Assistance | $93,900 | $94,425 | 10 | <$5M | AI Deep Dive |
| Robillard Dental | Health Care and Social Assistance | $93,900 | $94,672 | 10 | <$5M | AI Deep Dive |
| Ebinger Brothers Leather Company INC | Manufacturing | $93,620 | $94,587 | 11 | <$5M | AI Deep Dive |
| Ebinger Brothers Leather Co INC | Manufacturing | $93,620 | $94,249 | 7 | <$5M | AI Deep Dive |
| Clam Box of Ipswich Inc. | Accommodation and Food Services | $92,100 | $92,885 | 12 | <$5M | AI Deep Dive |
| Michael J. Riccio, Dmd, P.c. | Health Care and Social Assistance | $91,100 | $91,724 | 9 | <$5M | AI Deep Dive |
| Gordon Greenhouses INC | Agriculture, Forestry, Fishing and Hunting | $89,877 | $90,643 | 13 | <$5M | AI Deep Dive |