| $150,000–350,000 | ICC MANAGEMENT & CONSULTING INC. | ALBANY, NY | Berkshire Bank |
| $150,000–350,000 | IGOLGI INC. | ROCKY HILL, NJ | Berkshire Bank |
| $150,000–350,000 | IJUMP LLC | COCONUT CREEK, FL | Berkshire Bank |
| $350,000–1 million | IMAGE DIRECT GROUP, LLC | FREDERICK, MD | Berkshire Bank |
| $150,000–350,000 | INDOOR AIR TECHNOLOGIES , INC. | TRENTON, NJ | Berkshire Bank |
| $350,000–1 million | INDUSTRIAL PACKAGING SUPPLY INC | WORCESTER, MA | Berkshire Bank |
| $150,000–350,000 | INNOVATIVE PHYSICIAN SERVICES LLC | SPRINGFIELD, MA | Berkshire Bank |
| $1–2 million | INTEGRATED ILLUMINATION SYSTEMS, INC. | MORRIS, CT | Berkshire Bank |
| $150,000–350,000 | INTEGRATED TEST SOLUTIONS | EAST LONGMEADOW, MA | Berkshire Bank |
| $150,000–350,000 | INTER MED ASSOCIATES PC | WEBSTER, MA | Berkshire Bank |
| $1–2 million | INTERACTIVE PROCESS TECHNOLOGY LLC | BILLERICA, MA | Berkshire Bank |
| $150,000–350,000 | INTERNATIONAL BEVERAGE CENTER, INC | LENOX, MA | Berkshire Bank |
| $2–5 million | INTERNATIONAL CONTROLS AND MEASUREMENTS CORP | SYRACUSE, NY | Berkshire Bank |
| $350,000–1 million | INTERNATIONAL ROLLFORMS INC | WOODBURY, NJ | Berkshire Bank |
| $150,000–350,000 | INTERTOWN REALTY COMPANY, LLC | FARMINGTON, CT | Berkshire Bank |
| $150,000–350,000 | INTUITIVE MARKETING GROUP LLC | CHICAGO, IL | Berkshire Bank |
| $1–2 million | INVESTOR GROUP SERVICES LLC | BOSTON, MA | Berkshire Bank |
| $150,000–350,000 | IPSWICH ENTERTAINMENT INC | BOSTON, MA | Berkshire Bank |
| $150,000–350,000 | IRONHORSE AUTO LLC | PLAINFIELD, CT | Berkshire Bank |
| $150,000–350,000 | IROQUOIS HEALTHCARE ASSOCIATIONS, INC. | CLIFTON PARK, NY | Berkshire Bank |
| $150,000–350,000 | ISRAEL REAL ESTATE CO INC | WEST BOYLSTON, MA | Berkshire Bank |
| $350,000–1 million | J AND L FOOD SERVICES, INCORPORATED | CHICAGO, IL | Berkshire Bank |
| $350,000–1 million | J C CONTRACTING INC | RAHWAY, NJ | Berkshire Bank |
| $2–5 million | J.H. MAXYMILLIAN, INC. | PITTSFIELD, MA | Berkshire Bank |
| $150,000–350,000 | J.W. POOLE, INC. | MONROE TOWNSHIP, NJ | Berkshire Bank |
| $350,000–1 million | JACKSON, INC. | AVON, CT | Berkshire Bank |
| $350,000–1 million | JAMS COSTUMES INC. | ATTLEBORO, MA | Berkshire Bank |
| $350,000–1 million | JEAN MADELINE EDUCATION CENTER OF COSMETOLOGY, INC. | PHILADELPHIA, PA | Berkshire Bank |
| $1–2 million | JEAN MADELINE INC | PHILADELPHIA, PA | Berkshire Bank |
| $150,000–350,000 | JENKS MACHINE & TOOL CO INC AN | HUDSON FALLS, NY | Berkshire Bank |
| $150,000–350,000 | JERVIS PUBLIC LIBRARY ASSOCIATION, INC. | ROME, NY | Berkshire Bank |
| $150,000–350,000 | JEWISH COMMUNITY CENTER OF GREATER MONMOUTH | DEAL, NJ | Berkshire Bank |
| $1–2 million | JIMINY PEAK MOUNTAIN RESORT LLC | HANCOCK, MA | Berkshire Bank |
| $150,000–350,000 | JOHN G. WAITE ASSOCIATES, ARCHITECTS PLLC | ALBANY, NY | Berkshire Bank |
| $150,000–350,000 | JOHN MAKUC DVM LLC DBA BERKSHIRE VETERINARY HOSPITAL | PITTSFIELD, MA | Berkshire Bank |
| $350,000–1 million | JOHN MICHAEL ASSOCIATES, INC. | NEWINGTON, CT | Berkshire Bank |
| $150,000–350,000 | JOSIE KELLY LLC | SOMERS POINT, NJ | Berkshire Bank |
| $150,000–350,000 | JP MASON, LLC | STOCKBRIDGE, MA | Berkshire Bank |
| $150,000–350,000 | JR SWEEPING SERVICE | AGAWAM, MA | Berkshire Bank |
| $150,000–350,000 | K. A. OF FLORAL PARK INC. | SOUTH FLORAL PARK, NY | Berkshire Bank |
| $150,000–350,000 | KAHN TRACTOR & EQUIPMENT INC. | NORTH FRANKLIN, CT | Berkshire Bank |
| $150,000–350,000 | KALAVRUZOS MUMOLA HARTMANN & LENTO LLC | TRENTON, NJ | Berkshire Bank |
| $150,000–350,000 | KELKERY FOOD AND SPIRITS INC. | NEWPORT, RI | Berkshire Bank |
| $350,000–1 million | KEVIN PERSONS, INC. | WESTLAKE VILLAGE, CA | Berkshire Bank |
| $150,000–350,000 | KEYSTONE SPORTING ARMS, LLC | MILTON, PA | Berkshire Bank |
| $350,000–1 million | KIDNEY CARE AND TRANSPLANT SERVICES OF NEW ENGLAND | SPRINGFIELD, MA | Berkshire Bank |
| $350,000–1 million | KINGS BOWL OF AMERICA LLC | WELLESLEY HILLS, MA | Berkshire Bank |
| $350,000–1 million | KINGS BOWL OF BURLINGTON LLC | WELLESLEY HILLS, MA | Berkshire Bank |
| $150,000–350,000 | KINGS BOWL OF CITY PLACE LLC | WELLESLEY HILLS, MA | Berkshire Bank |
| $350,000–1 million | KINGS BOWL OF DEDHAM LLC | WELLESLEY HILLS, MA | Berkshire Bank |
| $150,000–350,000 | KINGS BOWL OF FRANKLIN LLC | WELLESLEY HILLS, MA | Berkshire Bank |
| $150,000–350,000 | KINGS BOWL OF LYNNFIELD LLC | WELLESLEY HILLS, MA | Berkshire Bank |
| $150,000–350,000 | KINGS BOWL OF NEW CITY LLC | WELLESLEY HILLS, MA | Berkshire Bank |
| $150,000–350,000 | KINGS BOWL OF NORTH HILLS LLC | WELLESLEY HILLS, MA | Berkshire Bank |
| $350,000–1 million | KINGS BOWL OF ROSEMONT LLC | WELLESLEY HILLS, MA | Berkshire Bank |
| $350,000–1 million | KINGS BOWL OF SEAPORT LLC | WELLESLEY HILLS, MA | Berkshire Bank |
| $150,000–350,000 | KINGS ORLANDO LLC | WELLESLEY HILLS, MA | Berkshire Bank |
| $150,000–350,000 | KLAUS LARSEN LLC | NORTH WINDHAM, CT | Berkshire Bank |
| $150,000–350,000 | KNAPEK GABRIELE & BOTTINI, LLP | LATHAM, NY | Berkshire Bank |
| $350,000–1 million | KOCHEK COMPANY LLC | PUTNAM, CT | Berkshire Bank |
| $150,000–350,000 | KRAEMER TEXTILES, INC. | NAZARETH, PA | Berkshire Bank |
| $2–5 million | KRIPALU CENTER FOR YOGA & HEALTH, INC | STOCKBRIDGE, MA | Berkshire Bank |
| $150,000–350,000 | KROPP ENVIRONMENTAL CONTRACTORS | LEBANON, CT | Berkshire Bank |
| $150,000–350,000 | KUHNS BROS LUMBER CO, INC. | LEWISBURG, PA | Berkshire Bank |
| $150,000–350,000 | LAMANNA ELECTRIC INC | TRENTON, NJ | Berkshire Bank |
| $150,000–350,000 | LANDD CORPORATION | WESTFIELD, MA | Berkshire Bank |
| $150,000–350,000 | LANDMARK FACILITIES GROUP, INC | NORWALK, CT | Berkshire Bank |
| $350,000–1 million | LANSDOWNE PUB MS LLC | BOSTON, MA | Berkshire Bank |
| $150,000–350,000 | LANSDOWNE PUB OF ROSEMONT LLC | BOSTON, MA | Berkshire Bank |
| $350,000–1 million | LAWRENCE AUTO GROUP INC. | LAWRENCE TOWNSHIP, NJ | Berkshire Bank |
| $150,000–350,000 | LAWRENCE B MARKS DDS PC | NEW HARTFORD, NY | Berkshire Bank |
| $350,000–1 million | LEAKS CONSTRUCTION LLC | AMBLER, PA | Berkshire Bank |
| $350,000–1 million | LEARNING EXPRESS, INC. | DEVENS, MA | Berkshire Bank |
| $150,000–350,000 | LEARNING FIRST INC | TRENTON, NJ | Berkshire Bank |
| $150,000–350,000 | LEARNING TO LEAD, LLC | ELLICOTT CITY, MD | Berkshire Bank |
| $150,000–350,000 | LEARNING WITH LOVE ACADEMY, LLC | ELLICOTT CITY, MD | Berkshire Bank |
| $150,000–350,000 | LEBLANC JONES LANDSCAPE ARCHITECTS INC | BOSTON, MA | Berkshire Bank |
| $150,000–350,000 | LEHI SHEET METAL CORP | WESTBOROUGH, MA | Berkshire Bank |
| $150,000–350,000 | LEKOIL MANAGEMENT CORP. | PRINCETON, NJ | Berkshire Bank |
| $150,000–350,000 | LEOMINSTER DERMATOLOGY, LLP | LEOMINSTER, MA | Berkshire Bank |
| $150,000–350,000 | LEON EQUITIES LIMITED PARTNERSHIP | BOSTON, MA | Berkshire Bank |
| $150,000–350,000 | LEPINE DENTISTRY LLC | SWANSEA, MA | Berkshire Bank |
| $150,000–350,000 | LIBERTY ELECTRIC SALES INC | SYRACUSE, NY | Berkshire Bank |
| $350,000–1 million | LIFE SAFETY FIRE PROTECTION, INC. | DUBLIN, NH | Berkshire Bank |
| $150,000–350,000 | LIFE, COMMISSO & WALSH DMDS PC | EAST LONGMEADOW, MA | Berkshire Bank |
| $350,000–1 million | LIGHTING AFFILIATES LTD | ROCKY HILL, CT | Berkshire Bank |
| $350,000–1 million | LIPTON INC | PITTSFIELD, MA | Berkshire Bank |
| $350,000–1 million | LIQUID BLUE INC | DERRY, NH | Berkshire Bank |
| $150,000–350,000 | LJ EARLY COMPANY INC | ALBANY, NY | Berkshire Bank |
| $150,000–350,000 | LOCAL CULTURE MANAGEMENT LLC | BROOKLYN, NY | Berkshire Bank |
| $150,000–350,000 | LOGWOOD DENTAL ASSOCIATES , INC | BROOKLINE, MA | Berkshire Bank |
| $150,000–350,000 | LOMBARDO ELECTRIC INC | TRENTON, NJ | Berkshire Bank |
| $350,000–1 million | LONG TRAIL SCHOOL, INC. | DORSET, VT | Berkshire Bank |
| $150,000–350,000 | LONGONOT TRANSPORTATION INC. | SPRINGFIELD, MA | Berkshire Bank |
| $350,000–1 million | LOUDONVILLE CHRISTIAN SCHOOL | LOUDONVILLE, NY | Berkshire Bank |
| $350,000–1 million | LOUIS KUCHNIR, MD, PC | MARLBOROUGH, MA | Berkshire Bank |
| $150,000–350,000 | LUGGAGE FORWARD, INC. | BOSTON, MA | Berkshire Bank |
| $150,000–350,000 | LYNWOOD TRANSPORTATION LLC | SMYRNA, DE | Berkshire Bank |
| $1–2 million | LYON AVIATION | PITTSFIELD, MA | Berkshire Bank |
| $350,000–1 million | LYONS GROUP, LTD | BOSTON, MA | Berkshire Bank |