| Easling Construction Company | Construction | $1,008,261 | $1,016,880 | 90 | $27.3M | AI Deep Dive |
| United Steaks of America INC | Accommodation and Food Services | $571,917 | $575,850 | 44 | $7.8M | AI Deep Dive |
| Bluebird of Leland | Accommodation and Food Services | $350,000 | $177,060 | 27 | <$5M | AI Deep Dive |
| Leland Restaurant Group LLC | Accommodation and Food Services | $260,631 | $263,903 | 9 | <$5M | AI Deep Dive |
| Leelanau Conservancy | Other Services (except Public Administration) | $217,500 | $219,031 | 15 | N/A | AI Deep Dive |
| United Steaks of America INC | Accommodation and Food Services | $216,700 | $219,134 | 5 | <$5M | AI Deep Dive |
| Leelanau Conservancy | Other Services (except Public Administration) | $202,050 | $203,217 | 16 | N/A | AI Deep Dive |
| Leland Restaurant Group LLC | Accommodation and Food Services | $190,984 | $192,720 | 26 | $8.1M | AI Deep Dive |
| Bluebird of Leland INC | Accommodation and Food Services | $142,900 | $143,327 | 5 | <$5M | AI Deep Dive |
| Leland Mercantile Co | Wholesale Trade | $136,700 | $137,831 | 19 | <$5M | AI Deep Dive |
| Trumbull Aviation LLC | Transportation and Warehousing | $125,545 | $126,180 | 39 | <$5M | AI Deep Dive |
| Leelanau Childrens Center | Health Care and Social Assistance | $96,617 | $82,862 | 12 | N/A | AI Deep Dive |
| Katbar INC | Accommodation and Food Services | $95,113 | $95,790 | 21 | <$5M | AI Deep Dive |
| Manitou Island Transit, Inc. | Transportation and Warehousing | $83,823 | $84,609 | 8 | <$5M | AI Deep Dive |
| Leelanau Children's Center | Health Care and Social Assistance | $82,200 | $82,596 | 10 | N/A | AI Deep Dive |
| Manitou Island Transit INC | Transportation and Warehousing | $75,194 | $75,517 | 8 | <$5M | AI Deep Dive |
| Katbar, Inc. | Unknown | $66,595 | $67,254 | 21 | N/A | AI Deep Dive |
| Ea Companies INC | Professional, Scientific, and Technical Services | $56,100 | $56,633 | 3 | <$5M | AI Deep Dive |
| Chaos Vintners LLC | Manufacturing | $45,700 | $46,081 | 9 | <$5M | AI Deep Dive |
| Earlybird Restaurant LLC | Accommodation and Food Services | $39,427 | $39,857 | 2 | <$5M | AI Deep Dive |
| Early Bird Restaurant LLC | Accommodation and Food Services | $38,400 | $36,876 | 5 | <$5M | AI Deep Dive |
| Mary Ann Hyde | Retail Trade | $37,500 | $26,241 | 10 | <$5M | AI Deep Dive |
| Fishtown Preservation Society | Agriculture, Forestry, Fishing and Hunting | $36,209 | $36,520 | 10 | <$5M | AI Deep Dive |
| Leland United Methodist Church | Other Services (except Public Administration) | $36,207 | $36,494 | 5 | N/A | AI Deep Dive |
| Leland Community United Methodist Church | Other Services (except Public Administration) | $36,207 | $36,433 | 5 | N/A | AI Deep Dive |