| $150,000–350,000 | A. J. WHOLESALE PRODUCE INC. | SHEBOYGAN, WI | Bank First, N.A. |
| $150,000–350,000 | ABACUS ARCHITECTS,INC | SHEBOYGAN, WI | Oostburg State Bank |
| $350,000–1 million | ALAARK TOOLING & AUTOMATION, INC | SHEBOYGAN, WI | Bank First, N.A. |
| $1–2 million | ALDAG HONOLD MECHANICAL INC | SHEBOYGAN, WI | U.S. Bank, National Association |
| $1–2 million | ALTMEYER ELECTRIC, INC. | SHEBOYGAN, WI | Wisconsin Bank and Trust, A Division of HTLF Bank |
| $5–10 million | AMERICAN ORTHODONTICS CORPORATION | SHEBOYGAN, WI | U.S. Bank, National Association |
| $350,000–1 million | AUSTIN GRAY IRON FOUNDRY CORPORATION | SHEBOYGAN, WI | Bank First NA |
| $150,000–350,000 | BEAUDRY ELECTRIC MOTORS & CONTROLS, INC | SHEBOYGAN, WI | Summit Credit Union |
| $150,000–350,000 | BETHLEHEM EVANGELICAL LUTHERAN CHURCH | SHEBOYGAN, WI | Wisconsin Bank and Trust, A Division of HTLF Bank |
| $350,000–1 million | BINKOWSKY INC | SHEBOYGAN, WI | Associated Bank, National Association |
| $150,000–350,000 | BONECK PRINTING INC. | SHEBOYGAN, WI | Bank First, N.A. |
| $1–2 million | BRAY ASSOCIATES-ARCHITECTS, INC. | SHEBOYGAN, WI | Bank First, N.A. |
| $1–2 million | BUTEYN-PETERSON CONSTRUCTION CO., INC. | SHEBOYGAN, WI | Forward Bank |
| $350,000–1 million | C. SPIELVOGEL & SONS EXCAVATING, INC | SHEBOYGAN, WI | Johnson Bank |
| $150,000–350,000 | CAAN FLORAL & GREENHOUSES, LLC | SHEBOYGAN, WI | Byline Bank |
| $150,000–350,000 | CHILD'S PLAY ON SUPERIOR, LLC | SHEBOYGAN, WI | Wisconsin Bank and Trust, A Division of HTLF Bank |
| $150,000–350,000 | CHRIST CHILD CHRISTIAN FORMATION MINISTRY INC | SHEBOYGAN, WI | Wisconsin Bank and Trust, A Division of HTLF Bank |
| $350,000–1 million | CLASSIC COATINGS, INC | SHEBOYGAN, WI | U.S. Bank, National Association |
| $350,000–1 million | CRAFTED PLASTICS INC. & CRAFTED PLASTICS ACQUISITION, LLC A | SHEBOYGAN, WI | Bank First, N.A. |
| $350,000–1 million | DICK BRANTMEIER FORD INC | SHEBOYGAN, WI | Bank First, N.A. |
| $150,000–350,000 | DISCOVERY WORLD TRAVEL SERVICE INC | SHEBOYGAN, WI | Bank First NA |
| $2–5 million | DONAHUE AND ASSOCIATES, INC. | SHEBOYGAN, WI | Oostburg State Bank |
| $150,000–350,000 | DULMES DECOR, INC. | SHEBOYGAN, WI | Bank First, N.A. |
| $350,000–1 million | EDGAR A. RADUE, INC. | SHEBOYGAN, WI | National Exchange Bank and Trust |
| $350,000–1 million | EDGEWATER PLUMBING, LLC | SHEBOYGAN, WI | Bank First NA |
| $350,000–1 million | EDLER BROS. TRUCKING, INC. | SHEBOYGAN, WI | U.S. Bank, National Association |
| $150,000–350,000 | ESTKAV LLC | SHEBOYGAN, WI | Byline Bank |
| $150,000–350,000 | FISCHERS FLEET SERVICE INC | SHEBOYGAN, WI | Bank First, N.A. |
| $1–2 million | GABE'S CONSTRUCTION COMPANY, INC. | SHEBOYGAN, WI | Bank First, N.A. |
| $150,000–350,000 | GLANDER, INC | SHEBOYGAN, WI | Cleveland State Bank |
| $150,000–350,000 | GREENSCAPE LAWN-LANSCAPE, LLC | SHEBOYGAN, WI | Bank First, N.A. |
| $150,000–350,000 | HANNES, INC. | SHEBOYGAN, WI | Bank First, N.A. |
| $150,000–350,000 | HARVEST HOME SENIOR LIVING SERVICES, INC. | SHEBOYGAN, WI | Oostburg State Bank |
| $150,000–350,000 | HMONG PERSONAL HOME CARE INC | SHEBOYGAN, WI | U.S. Bank, National Association |
| $150,000–350,000 | HONOLD & LAPAGE, INC. | SHEBOYGAN, WI | U.S. Bank, National Association |
| $150,000–350,000 | HOPP NEUMANN HUMKE LLP | SHEBOYGAN, WI | Bank First, N.A. |
| $150,000–350,000 | HORN'S SALES & SERVICE INC. | SHEBOYGAN, WI | BMO Bank National Association |
| $1–2 million | HTT, INC. | SHEBOYGAN, WI | Bank First NA |
| $150,000–350,000 | IVARS USA, INC | SHEBOYGAN, WI | Bank First, N.A. |
| $150,000–350,000 | J. ROGER MILLER & ASSOCIATES, INC. | SHEBOYGAN, WI | Bank First, N.A. |
| $150,000–350,000 | JAS OF SHEBOYGAN, INC. | SHEBOYGAN, WI | Summit Credit Union |
| $150,000–350,000 | JJ TRUCKING OF SHEBOYGAN, LLC | SHEBOYGAN, WI | Nicolet National Bank |
| $350,000–1 million | JOHNSTON BAKERY, INC. | SHEBOYGAN, WI | BMO Bank National Association |
| $350,000–1 million | JOS. SCHMITT CONST. CO., INC. | SHEBOYGAN, WI | Bank First, N.A. |
| $150,000–350,000 | JUST KIDS DENTAL SC | SHEBOYGAN, WI | Bank First, N.A. |
| $150,000–350,000 | KAEHNE COTTLE PASQUALE & ASSOCIATES S.C. | SHEBOYGAN, WI | Wisconsin Bank and Trust, A Division of HTLF Bank |
| $350,000–1 million | KJH ENTERPRISES OF SHEBOYGAN INC. D/B/A CULVER'S | SHEBOYGAN, WI | Summit Credit Union |
| $1–2 million | LAKESHORE COMMUNITY HEALTH CARE, INC. | SHEBOYGAN, WI | Wisconsin Bank and Trust, A Division of HTLF Bank |
| $350,000–1 million | LAKESHORE DISPLAY MFG., INC. | SHEBOYGAN, WI | Wisconsin Bank and Trust, A Division of HTLF Bank |
| $350,000–1 million | LARRY'S DISTRIBUTING CO INC | SHEBOYGAN, WI | Bank First, N.A. |
| $150,000–350,000 | LARSON EYE CARE S.C. | SHEBOYGAN, WI | Oostburg State Bank |
| $150,000–350,000 | LEE REALTY OF SHEBOYGAN, INC | SHEBOYGAN, WI | Oostburg State Bank |
| $350,000–1 million | LOUIE COULIS MD | SHEBOYGAN, WI | Wisconsin Bank and Trust, A Division of HTLF Bank |
| $150,000–350,000 | LUGEN BROS. MACHINE, INC. | SHEBOYGAN, WI | Summit Credit Union |
| $150,000–350,000 | LUTHERAN HIGH SCHOOL ASSOCIATION OF THE GREATER SHEBOYGAN AR | SHEBOYGAN, WI | Bank First, N.A. |
| $150,000–350,000 | MANNING LIGHTING INC. | SHEBOYGAN, WI | BMO Bank National Association |
| $350,000–1 million | MIESFELD'S TRIANGLE MARKET, LLC | SHEBOYGAN, WI | Bank First NA |
| $150,000–350,000 | MIKE KOENIG CONSTRUCTION CO., INC. | SHEBOYGAN, WI | Bank First, N.A. |
| $150,000–350,000 | MODIXUSA, INC. | SHEBOYGAN, WI | Nicolet National Bank |
| $350,000–1 million | NEUMANN PLUMBING & HEATING, INC. | SHEBOYGAN, WI | National Exchange Bank and Trust |
| $350,000–1 million | NORTHLAND PLASTICS, INC. | SHEBOYGAN, WI | U.S. Bank, National Association |
| $150,000–350,000 | NSH MEADOW VIEW, LLC | SHEBOYGAN, WI | BMO Bank National Association |
| $150,000–350,000 | NSH MORNINGSIDE LLC | SHEBOYGAN, WI | BMO Bank National Association |
| $150,000–350,000 | NSH SHEBOYGAN LLC | SHEBOYGAN, WI | BMO Bank National Association |
| $150,000–350,000 | O&W COMMUNICATIONS, LLC | SHEBOYGAN, WI | The Huntington National Bank |
| $1–2 million | OLD PSI INC. | SHEBOYGAN, WI | First American Bank |
| $150,000–350,000 | ON POINT SOLUTIONS, LLC | SHEBOYGAN, WI | Oostburg State Bank |
| $350,000–1 million | ORANGE CROSS AMBULANCE, INC. | SHEBOYGAN, WI | BMO Bank National Association |
| $350,000–1 million | PALATIUMCARE, INC | SHEBOYGAN, WI | BankProv |
| $150,000–350,000 | PAPER BOX & SPECIALTY COMPANY | SHEBOYGAN, WI | Oostburg State Bank |
| $350,000–1 million | PARTNERS FOR COMMUNITY DEVELOPMENT INC | SHEBOYGAN, WI | Bank First, N.A. |
| $2–5 million | PLASTICS ENGINEERING COMPANY | SHEBOYGAN, WI | CIBC Bank USA |
| $150,000–350,000 | PLYMOUTH LUBRICANTS, INC. | SHEBOYGAN, WI | National Exchange Bank and Trust |
| $350,000–1 million | QUALITY STATE OIL CO INC | SHEBOYGAN, WI | Bank First, N.A. |
| $1–2 million | QUASIUS CONSTRUCTION INC | SHEBOYGAN, WI | Bank First, N.A. |
| $1–2 million | REHAB. CTR. OF SHEBOYGAN, INC. | SHEBOYGAN, WI | Bank First, N.A. |
| $150,000–350,000 | ROHDE DALES LLP | SHEBOYGAN, WI | Bank First, N.A. |
| $2–5 million | SACO AEI POLYMERS, INC. | SHEBOYGAN, WI | Bank First NA |
| $150,000–350,000 | SAFE HARBOR OF SHEBOYGAN COUNTY INC | SHEBOYGAN, WI | Wells Fargo Bank, National Association |
| $350,000–1 million | SEMICOLON, INC. | SHEBOYGAN, WI | Waldo State Bank |
| $150,000–350,000 | SERENITY FARM LANDSCAPING INC | SHEBOYGAN, WI | U.S. Bank, National Association |
| $350,000–1 million | SHEBOYGAN AUTOMOTIVE CENTER LLC | SHEBOYGAN, WI | Alerus Financial, National Association |
| $150,000–350,000 | SHEBOYGAN CHRISTIAN SCHOOL ASSOCIATION | SHEBOYGAN, WI | Wisconsin Bank and Trust, A Division of HTLF Bank |
| $350,000–1 million | SHEBOYGAN COUNTY YOUNG MEN'S CHRISTIAN ASSOCIATION, INC. | SHEBOYGAN, WI | Bank First, N.A. |
| $1–2 million | SHEBOYGAN MOTOR COMPANY LLC | SHEBOYGAN, WI | Alerus Financial, National Association |
| $150,000–350,000 | SHEBOYGAN OPERATING, LLC | SHEBOYGAN, WI | PNC Bank, National Association |
| $150,000–350,000 | SHEBOYGAN ORAL & MAXILLOFACIAL ASSOCIATES LTD | SHEBOYGAN, WI | Bank First, N.A. |
| $1–2 million | SHEBOYGAN PAINT COMPANY | SHEBOYGAN, WI | Bank First, N.A. |
| $1–2 million | SHEBOYGAN PAPER BOX COMPANY | SHEBOYGAN, WI | Bank First, N.A. |
| $150,000–350,000 | SHEBOYGAN PEDIATRIC ASSOCIATES | SHEBOYGAN, WI | Wells Fargo Bank, National Association |
| $350,000–1 million | SHEBOYGAN PHYSICIANS GROUP, S.C. | SHEBOYGAN, WI | Bank First, N.A. |
| $1–2 million | SHEBOYGAN RESORT OPERATOR LLC | SHEBOYGAN, WI | Barrington Bank & Trust Company, National Association |
| $350,000–1 million | SHEBOYGAN SENIOR COMMUNITY INC | SHEBOYGAN, WI | Bank First, N.A. |
| $150,000–350,000 | SHEBOYGAN TOWN & COUNTRY CORP. | SHEBOYGAN, WI | Bank First, N.A. |
| $150,000–350,000 | SIGNATURE DENTAL, S.C. | SHEBOYGAN, WI | Bank First, N.A. |
| $150,000–350,000 | SIXEL & SCHWINN, INC. | SHEBOYGAN, WI | Cleveland State Bank |
| $350,000–1 million | SPECHT ELECTRIC CO., INC. | SHEBOYGAN, WI | Bank First, N.A. |
| $150,000–350,000 | ST ELIZABETH ANN SETON CATHOLIC SCHOOL, INC. | SHEBOYGAN, WI | Wisconsin Bank and Trust, A Division of HTLF Bank |
| $350,000–1 million | SUPERIOR SUPPLY COMPANY INC | SHEBOYGAN, WI | Bank First, N.A. |
| $150,000–350,000 | THE SHEBOYGAN OIL COMPANY | SHEBOYGAN, WI | Bank First, N.A. |