| $1–2 million | NATIVE AMERICAN COMMUNITY CLINIC | MINNEAPOLIS, MN | Highland Bank |
| $150,000–350,000 | NCS CORPORATION | MINNEAPOLIS, MN | Highland Bank |
| $150,000–350,000 | NETWORK GUIDANCE 2.0 LLC | MINNEAPOLIS, MN | Highland Bank |
| $150,000–350,000 | NEW ERA INC | CLARKSVILLE, TN | Highland Bank |
| $150,000–350,000 | NEW HEIGHTS SCHOOLS, INC. | STILLWATER, MN | Highland Bank |
| $150,000–350,000 | NOLAN PROPERTIES GROUP, LLC | WAYZATA, MN | Highland Bank |
| $150,000–350,000 | NORTHERN BALANCE AND SCALE INC | MINNEAPOLIS, MN | Highland Bank |
| $350,000–1 million | NORTHERN INDUSTRIAL TOOL CORP. | BLAINE, MN | Highland Bank |
| $350,000–1 million | NORTHERN TECHNOLOGIES, LLC | SAINT PAUL, MN | Highland Bank |
| $350,000–1 million | NORTHLAND CABINETS INC | OSSEO, MN | Highland Bank |
| $1–2 million | NURSING VALUE LLC | MINNEAPOLIS, MN | Highland Bank |
| $2–5 million | NUWAY HOUSE, INC. | MINNEAPOLIS, MN | Highland Bank |
| $150,000–350,000 | NYSTROM PUBLISHING CO. | OSSEO, MN | Highland Bank |
| $150,000–350,000 | OAK KNOLL VETERINARY CLINIC, INC. | MINNEAPOLIS, MN | Highland Bank |
| $350,000–1 million | ON-DEMAND SERVICES GROUP, INC. | MINNEAPOLIS, MN | Highland Bank |
| $350,000–1 million | ONLINE ENTERPRISES INC. | BLOOMINGTON, MN | Highland Bank |
| $150,000–350,000 | OSSEO MEAT MARKET, INC. | OSSEO, MN | Highland Bank |
| $350,000–1 million | PAUL S AMIDON & ASSOCIATES INC | SAINT PAUL, MN | Highland Bank |
| $150,000–350,000 | PRESENTATIONS PLUS INTERNATIONAL, LLC | LONG LAKE, MN | Highland Bank |
| $350,000–1 million | PRO-TECH INTERCONNECT SOLUTIONS, LLC | CHASKA, MN | Highland Bank |
| $2–5 million | QUALITY DRYWALL MIDWEST, INC. | MINNEAPOLIS, MN | Highland Bank |
| $350,000–1 million | R. F. MOELLER JEWELERS, INC. | SAINT PAUL, MN | Highland Bank |
| $150,000–350,000 | RANDY'S BOOTH COMPANY, INC. | MINNEAPOLIS, MN | Highland Bank |
| $150,000–350,000 | RAY N. WELTER HEATING COMPANY | MINNEAPOLIS, MN | Highland Bank |
| $350,000–1 million | RELIACARE HOME HEALTH, INC. | SAINT PAUL, MN | Highland Bank |
| $350,000–1 million | RETINA CENTER PA | MINNEAPOLIS, MN | Highland Bank |
| $150,000–350,000 | REVE CONSULTING, LLC | MINNEAPOLIS, MN | Highland Bank |
| $150,000–350,000 | ROLEN CARES, LLC | DULUTH, MN | Highland Bank |
| $350,000–1 million | SALTZMAN ENTERPRISES, INC | MINNEAPOLIS, MN | Highland Bank |
| $150,000–350,000 | SCHULER & SHOOK, INC. | MINNEAPOLIS, MN | Highland Bank |
| $1–2 million | SENIOR LIVING HOLDINGS LLC | MINNEAPOLIS, MN | Highland Bank |
| $150,000–350,000 | SERVERIGHT PROS LLC | MINNEAPOLIS, MN | Highland Bank |
| $150,000–350,000 | SERVICE PLUS TRANSPORT, INC | BLAINE, MN | Highland Bank |
| $150,000–350,000 | SEVENICH, BUTLER, GERLACH & BRAZIL, LTD. | SAINT PAUL, MN | Highland Bank |
| $150,000–350,000 | SHAPIRO MEDICAL GROUP, P.A. | BLOOMINGTON, MN | Highland Bank |
| $150,000–350,000 | SMARTBASE SOLUTIONS, LLC | MINNEAPOLIS, MN | Highland Bank |
| $150,000–350,000 | SPERIDES REINERS ARCHITECTS INC | MINNEAPOLIS, MN | Highland Bank |
| $350,000–1 million | SPIGARELLI COMPANIES | MINNEAPOLIS, MN | Highland Bank |
| $150,000–350,000 | STEVENS COMMUNITY ASSOCIATES LIMITED PARTNERSHIP | MINNEAPOLIS, MN | Highland Bank |
| $150,000–350,000 | STEWART PLUMBING INC | ROGERS, MN | Highland Bank |
| $150,000–350,000 | SUMMIT ENVIROSOLUTIONS, INC. | BURNSVILLE, MN | Highland Bank |
| $150,000–350,000 | SUPERIOR PAPER HANDLING SOLUTIONS, INC. | BROOKLYN PARK, MN | Highland Bank |
| $150,000–350,000 | SUTTON INVESTMENTS, LLP | MINNEAPOLIS, MN | Highland Bank |
| $150,000–350,000 | T.R.C. CIRCUITS, INC. | SAINT PAUL, MN | Highland Bank |
| $150,000–350,000 | TECH GURU LLC | MINNEAPOLIS, MN | Highland Bank |
| $2–5 million | TEMPWORKS MANAGEMENT SERVICES INC. | EAGAN, MN | Highland Bank |
| $2–5 million | TEMPWORKS SOFTWARE, INC. | EAGAN, MN | Highland Bank |
| $350,000–1 million | THE CHURCH OF LUMEN CHRISTI | SAINT PAUL, MN | Highland Bank |
| $150,000–350,000 | THE HOUSE CHURCH, INC | EAGAN, MN | Highland Bank |
| $150,000–350,000 | THIRTY NORTH, LLC | MINNEAPOLIS, MN | Highland Bank |
| $150,000–350,000 | TINTO COCINA + CANTINA, LLC | MINNEAPOLIS, MN | Highland Bank |
| $150,000–350,000 | TJK PLUMBING, INCORPORATED | MAPLE GROVE, MN | Highland Bank |
| $350,000–1 million | TMS JOHNSON, INC. | NEW HOPE, MN | Highland Bank |
| $150,000–350,000 | TONKADALE, INC | MINNETONKA, MN | Highland Bank |
| $150,000–350,000 | TWIN CITIES APPLIANCE SERVICE CENTER, INC. | HOPKINS, MN | Highland Bank |
| $150,000–350,000 | UNITED NOODLES INC | MINNEAPOLIS, MN | Highland Bank |
| $150,000–350,000 | UNIVERSITY LIFE-CARE CENTER, INC. | SAINT PAUL, MN | Highland Bank |
| $2–5 million | UPPER MIDWEST ORGAN PROCUREMENT ORGANIZATION, INC. | MINNEAPOLIS, MN | Highland Bank |
| $150,000–350,000 | VALLEY VIEW OF JORDAN, LLC | JORDAN, MN | Highland Bank |
| $350,000–1 million | VOCATIONAL RESTORATION SERVICES, INC. | MINNEAPOLIS, MN | Highland Bank |
| $350,000–1 million | WESTMAN, CHAMPLIN & KOEHLER, P.A. | MINNEAPOLIS, MN | Highland Bank |
| $150,000–350,000 | WHOLEHEARTED, INC. | SAINT PAUL, MN | Highland Bank |
| $350,000–1 million | WINDOW CONCEPTS OF MINNESOTA, INC. | SAINT PAUL, MN | Highland Bank |