| $350,000–1 million | BIO FAB TECHNOLOGIES INC. | PLEASANT PRAIRIE, WI | Johnson Bank |
| $350,000–1 million | CALUMET DIVERSIFIED MEATS INC. | PLEASANT PRAIRIE, WI | Signature Bank |
| $150,000–350,000 | CARE ANIMAL HOSPITAL OF PLEASANT PRAIRIE, INC. | PLEASANT PRAIRIE, WI | PNC Bank, National Association |
| $1–2 million | CATALYST EXHIBITS, INC. | PLEASANT PRAIRIE, WI | Providence Bank and Trust |
| $150,000–350,000 | DCBR, INC. | PLEASANT PRAIRIE, WI | BMO Bank National Association |
| $1–2 million | DK CONTRACTORS, INC. | PLEASANT PRAIRIE, WI | Johnson Bank |
| $350,000–1 million | DOHENY'S, LLC | PLEASANT PRAIRIE, WI | Lake Forest Bank & Trust Company, National Association |
| $150,000–350,000 | ECM USA, INC. | PLEASANT PRAIRIE, WI | BMO Bank National Association |
| $150,000–350,000 | EXTENDED LOVE CHILD DEVELOPMENT CENTER, INC. | PLEASANT PRAIRIE, WI | First Business Bank |
| $2–5 million | FAIR OAKS FARMS, L.L.C. | PLEASANT PRAIRIE, WI | BMO Bank National Association |
| $150,000–350,000 | FINISHING EDGE CARPENTRY | PLEASANT PRAIRIE, WI | Community State Bank |
| $2–5 million | FNA GROUP, INC. | PLEASANT PRAIRIE, WI | Johnson Bank |
| $350,000–1 million | GATEWAY MORTGAGE CORPORATION | PLEASANT PRAIRIE, WI | Johnson Bank |
| $2–5 million | GOOD FOODS GROUP, LLC | PLEASANT PRAIRIE, WI | BMO Bank National Association |
| $350,000–1 million | HOSPICE ALLIANCE INC | PLEASANT PRAIRIE, WI | Educators CU |
| $150,000–350,000 | IRONMAN DELIVERY INC. | PLEASANT PRAIRIE, WI | Celtic Bank Corporation |
| $350,000–1 million | KENOSHA GROUNDS CARE I LLC | PLEASANT PRAIRIE, WI | BMO Bank National Association |
| $150,000–350,000 | KENOSHA METAL PRODUCTS INC | PLEASANT PRAIRIE, WI | First American Bank |
| $1–2 million | LAKEVIEW CONSTRUCTION, LLC | PLEASANT PRAIRIE, WI | Johnson Bank |
| $350,000–1 million | LMI PACKING SOLUTIONS, INC | PLEASANT PRAIRIE, WI | First American Bank |
| $150,000–350,000 | MG SCIENTIFIC INC | PLEASANT PRAIRIE, WI | Libertyville Bank & Trust Company, National Association |
| $150,000–350,000 | MICHAEL TRUCKING INC | PLEASANT PRAIRIE, WI | JPMorgan Chase Bank, National Association |
| $350,000–1 million | NORSTAN, INC. | PLEASANT PRAIRIE, WI | Johnson Bank |
| $150,000–350,000 | NORTH SHORE SURGICAL SUITES LLC | PLEASANT PRAIRIE, WI | Midland States Bank |
| $1–2 million | OCENCO INC | PLEASANT PRAIRIE, WI | First American Bank |
| $150,000–350,000 | OPEN PANTRY FOOD MARTS OF WISCONSIN INC | PLEASANT PRAIRIE, WI | Itria Ventures LLC |
| $150,000–350,000 | PANTERA GLOBAL TECHNOLOGY | PLEASANT PRAIRIE, WI | FirstBank |
| $2–5 million | PARKER PLASTICS, INC. | PLEASANT PRAIRIE, WI | CIBC Bank USA |
| $150,000–350,000 | PLEASANT PRAIRIE RESTAURANT SUPPLY CORPORATION | PLEASANT PRAIRIE, WI | BMO Bank National Association |
| $350,000–1 million | REGULATORY COMPLIANCE ASSOCIATES INC. | PLEASANT PRAIRIE, WI | Town Bank, National Association |
| $350,000–1 million | REUNION INDUSTRIES, INC. | PLEASANT PRAIRIE, WI | Wisconsin Bank and Trust, A Division of HTLF Bank |
| $1–2 million | SPECIALIZED ACCOUNTING SERVICES LLC | PLEASANT PRAIRIE, WI | Johnson Bank |
| $350,000–1 million | THE METAL SHOP LLC | PLEASANT PRAIRIE, WI | PNC Bank, National Association |
| $150,000–350,000 | TWD TRADEWINDS, INC. | PLEASANT PRAIRIE, WI | JPMorgan Chase Bank, National Association |
| $150,000–350,000 | VARIN/KENOSHA HOTEL PARTNERS LLC | PLEASANT PRAIRIE, WI | JPMorgan Chase Bank, National Association |