| $150,000–350,000 | ABOUT YOU PHYSICAL THERAPY, INC. | RAPID CITY, SD | Pioneer Bank & Trust |
| $350,000–1 million | ACE IN THE HOLE CONSTRUCTION LLC | LUDLOW, SD | Pioneer Bank & Trust |
| $150,000–350,000 | ACORN AUDIO CO | RAPID CITY, SD | Pioneer Bank & Trust |
| $150,000–350,000 | ALBEN INC | RAPID CITY, SD | Pioneer Bank & Trust |
| $1–2 million | ASSURED SERVICES LLC | BRIGHTON, CO | Pioneer Bank & Trust |
| $150,000–350,000 | AUTOMOTIVE COMPANY INC | BELLE FOURCHE, SD | Pioneer Bank & Trust |
| $1–2 million | BEHAVIOR MANAGEMENT SYSTEMS INC | RAPID CITY, SD | Pioneer Bank & Trust |
| $150,000–350,000 | BELLE FOURCHE VETERINARY CLINIC P.C. | BELLE FOURCHE, SD | Pioneer Bank & Trust |
| $150,000–350,000 | BESLER, INC | RAPID CITY, SD | Pioneer Bank & Trust |
| $2–5 million | BIG D OIL COMPANY | RAPID CITY, SD | Pioneer Bank & Trust |
| $150,000–350,000 | BLACK HILLS AREA HABITAT FOR HUMANITY | RAPID CITY, SD | Pioneer Bank & Trust |
| $350,000–1 million | BLACK HILLS INSURANCE AGENCY INC | RAPID CITY, SD | Pioneer Bank & Trust |
| $150,000–350,000 | BLACK HILLS REPTILE GARDENS INC | RAPID CITY, SD | Pioneer Bank & Trust |
| $1–2 million | BLACK HILLS SERVICES INC | RAPID CITY, SD | Pioneer Bank & Trust |
| $150,000–350,000 | BLACK HILLS TITLE INC | STURGIS, SD | Pioneer Bank & Trust |
| $2–5 million | BLACK HILLS WORKSHOP & TRAININ | RAPID CITY, SD | Pioneer Bank & Trust |
| $150,000–350,000 | BODY & COLLISION REPAIR CENER INC | BELLE FOURCHE, SD | Pioneer Bank & Trust |
| $150,000–350,000 | CITY BREW COFFEE | SPEARFISH, SD | Pioneer Bank & Trust |
| $350,000–1 million | CLIMATE CONTROL SYSTEMS AND SERVICE LLC | RAPID CITY, SD | Pioneer Bank & Trust |
| $150,000–350,000 | CONKLIN COMPANIES, LLC | SPEARFISH, SD | Pioneer Bank & Trust |
| $150,000–350,000 | COSTELLO, PORTER, HILL, HEISTERKAMP, BUSHNELL & CARPENTER, LLP | RAPID CITY, SD | Pioneer Bank & Trust |
| $350,000–1 million | CUSTOM FABRICATORS INC | WATERTOWN, SD | Pioneer Bank & Trust |
| $1–2 million | DALE AVIATION INC | RAPID CITY, SD | Pioneer Bank & Trust |
| $350,000–1 million | DALE'S TIRE & RETREADING, INC | RAPID CITY, SD | Pioneer Bank & Trust |
| $350,000–1 million | DEAN KURTZ CONSTRUCTION COMPANY | RAPID CITY, SD | Pioneer Bank & Trust |
| $150,000–350,000 | DESMET AND BIGGS, LLP | RAPID CITY, SD | Pioneer Bank & Trust |
| $350,000–1 million | EATON CONSTRUCTION LLC | SAINT ONGE, SD | Pioneer Bank & Trust |
| $150,000–350,000 | ELECTRO-TEST AND MAINTENANCE, INC | BLACK HAWK, SD | Pioneer Bank & Trust |
| $350,000–1 million | FOUNTAIN SPRINGS COMMUNITY CHURCH | RAPID CITY, SD | Pioneer Bank & Trust |
| $350,000–1 million | GREAT WESTERN TIRE LLC | RAPID CITY, SD | Pioneer Bank & Trust |
| $350,000–1 million | H-B CONSTRUCTION LLC | BUFFALO, SD | Pioneer Bank & Trust |
| $150,000–350,000 | HABECK TRUCKING, INC | BELLE FOURCHE, SD | Pioneer Bank & Trust |
| $150,000–350,000 | HARLEY ENTERPRISES, INC | SPEARFISH, SD | Pioneer Bank & Trust |
| $350,000–1 million | HIGHMARK ERECTORS INC | PIEDMONT, SD | Pioneer Bank & Trust |
| $150,000–350,000 | HOMESLICE MANAGEMENT, LLC | STURGIS, SD | Pioneer Bank & Trust |
| $350,000–1 million | HOMESLICE MEDIA GROUP, LLC | STURGIS, SD | Pioneer Bank & Trust |
| $150,000–350,000 | HORIZON MACHINE | STURGIS, SD | Pioneer Bank & Trust |
| $150,000–350,000 | HY-GAS INC | RAPID CITY, SD | Pioneer Bank & Trust |
| $150,000–350,000 | IMMUTRIX THERAPEUTICS INC | RAPID CITY, SD | Pioneer Bank & Trust |
| $150,000–350,000 | INTRINSIC MATERIALS CORP | RAPID CITY, SD | Pioneer Bank & Trust |
| $150,000–350,000 | IRON HORSE EXCAVATING INC | RAPID CITY, SD | Pioneer Bank & Trust |
| $150,000–350,000 | J&J INC | RAPID CITY, SD | Pioneer Bank & Trust |
| $150,000–350,000 | JACKSON DENTAL PROF, LLC | BELLE FOURCHE, SD | Pioneer Bank & Trust |
| $350,000–1 million | JRK SERVICES INC | RAPID CITY, SD | Pioneer Bank & Trust |
| $150,000–350,000 | JUNEKS SERVICE INC | SPEARFISH, SD | Pioneer Bank & Trust |
| $150,000–350,000 | KEY CITY ENTERPRISES, L.L.C. | STURGIS, SD | Pioneer Bank & Trust |
| $150,000–350,000 | LATE HARVEST INC | RAPID CITY, SD | Pioneer Bank & Trust |
| $350,000–1 million | LIND EX-CO, INC. | RAPID CITY, SD | Pioneer Bank & Trust |
| $150,000–350,000 | LIVESTOCK YARDS COMPANY | SAINT ONGE, SD | Pioneer Bank & Trust |
| $350,000–1 million | MAINLINE CONTRACTING, INC | RAPID CITY, SD | Pioneer Bank & Trust |
| $150,000–350,000 | MASTEL PRECISION SURGICAL INST | RAPID CITY, SD | Pioneer Bank & Trust |
| $150,000–350,000 | MCGAS, LLC | STURGIS, SD | Pioneer Bank & Trust |
| $350,000–1 million | MICHAEL R DANA DDS PC | SPEARFISH, SD | Pioneer Bank & Trust |
| $350,000–1 million | NEUROSURGICAL & SPINAL SURGERY ASSOCIATES PC | RAPID CITY, SD | Pioneer Bank & Trust |
| $150,000–350,000 | PREFERRED HOME HEALTH INC | BUFFALO, SD | Pioneer Bank & Trust |
| $350,000–1 million | RAPID CITY EMERGENCY SERVICES PA | RAPID CITY, SD | Pioneer Bank & Trust |
| $150,000–350,000 | ROY'S WESTSIDE AUTO BODY INC | RAPID CITY, SD | Pioneer Bank & Trust |
| $150,000–350,000 | SACRISON PAVING, INC. | SPEARFISH, SD | Pioneer Bank & Trust |
| $350,000–1 million | SCOTT PETERSON MOTORS INC | BELLE FOURCHE, SD | Pioneer Bank & Trust |
| $150,000–350,000 | SCOTT PETERSON MOTORS OF STURGIS LLC | STURGIS, SD | Pioneer Bank & Trust |
| $150,000–350,000 | SMART SALES AND LEASE INC | RAPID CITY, SD | Pioneer Bank & Trust |
| $150,000–350,000 | SPEARFISH EMERGENCY AMBULANCE SERVICE, INC | SPEARFISH, SD | Pioneer Bank & Trust |
| $150,000–350,000 | TEMPERATURE TECHNOLOGY, INC | RAPID CITY, SD | Pioneer Bank & Trust |
| $1–2 million | THE YOUNG MEN'S CHRISTIAN ASSOCIATION OF RAPID CITY | RAPID CITY, SD | Pioneer Bank & Trust |
| $350,000–1 million | TIM W OLSON CONSTRUCTION, INC | BUFFALO, SD | Pioneer Bank & Trust |
| $350,000–1 million | TRI STATE CONSTRUCTION LLC | BELLE FOURCHE, SD | Pioneer Bank & Trust |
| $150,000–350,000 | TRU-FORM CONSTRUCTION INC | BLACK HAWK, SD | Pioneer Bank & Trust |
| $1–2 million | WADE WORKS LLC | BUFFALO, SD | Pioneer Bank & Trust |
| $150,000–350,000 | WELLSPRING INC | RAPID CITY, SD | Pioneer Bank & Trust |
| $150,000–350,000 | WHITING HAGG HAGG DORSEY & HAGG LLP | RAPID CITY, SD | Pioneer Bank & Trust |
| $150,000–350,000 | WILD IDEA BUFFALO CO. LLC | RAPID CITY, SD | Pioneer Bank & Trust |