| 1 | Dooley Insurance | €45.9M | 125 | 60 | C+ |
| 2 | Town of Ipswich | €35.2M | 350 | 60 | C+ |
| 3 | the residence at riverbend - ipswich, ma | €20.9M | 125 | 60 | C+ |
| 4 | Privateer Rum | €15.3M | 30 | 60 | C+ |
| 5 | Ipswich Ale Brewer’s Table | €15.3M | 30 | 60 | C+ |
| 6 | Spa Tech Institute, Schools of Massage, Polarity, Aesthetics and Cosmetology | €14.3M | 125 | 60 | C+ |
| 7 | MBI International, Inc. | €12.4M | 30 | 60 | C+ |
| 8 | mercury brewing & distribution | €12.2M | 30 | 60 | C+ |
| 9 | eden’s gate cakes | €12.2M | 30 | 60 | C+ |
| 10 | C&C Fabricating | €7.0M | 30 | 50 | C |
| 11 | hatch metal fab inc | €6.6M | 30 | 50 | C |
| 12 | metric metals, inc. | €6.6M | 30 | 50 | C |
| 13 | Ipswich Investment Management | €6.3M | 30 | 50 | C |
| 14 | ipswich butcher shop | €6.0M | 30 | 50 | C |
| 15 | ipswich prime cuts | €6.0M | 30 | 50 | C |
| 16 | didi davis food | €6.0M | 30 | 50 | C |
| 17 | Ipswich Ford | €5.9M | 30 | 50 | C |
| 18 | ADVANCED PRECISION ENG, INC | €5.7M | 30 | 50 | C |
| 19 | personal best training studio llc | €5.0M | 30 | 50 | C |
| 20 | Ebs Co | €4.5M | 30 | 50 | C |
| 21 | Ipswich Cabinetry Inc. | €4.5M | 30 | 50 | C |
| 22 | West Engineering & Spiral Tube Ltd | €4.5M | 30 | 50 | C |
| 23 | Ipswich Public Schools | €4.1M | 350 | 50 | C |
| 24 | tedford’s true value hardware | €4.1M | 30 | 50 | C |
| 25 | Dalton Electric Heating Co. | €3.7M | 30 | 50 | C |
| 26 | kc precision machining, llc. | €3.7M | 30 | 50 | C |
| 27 | amigo tyres rocklea | €2.9M | 30 | 50 | C |
| 28 | meredith mccarthy floral design & event styling | €2.8M | 30 | 50 | C |
| 29 | Eclectic Clam | €2.5M | 5 | 50 | C |
| 30 | Paradiso Designs & Marketing | €2.0M | 5 | 50 | C |
| 31 | Ipswich Beverage Corp | €2.0M | 5 | 50 | C |
| 32 | monger.fish | €2.0M | 5 | 50 | C |
| 33 | Commonwealth Realty Advisors | €2.0M | 30 | 50 | C |
| 34 | Mike & Sons Oil Service Inc | €1.6M | 5 | 50 | C |
| 35 | Coastal Green Grocer | €1.2M | 5 | 50 | C |
| 36 | choate bridge pub & restaurant | €1.2M | 30 | 50 | C |
| 37 | kaede bed & breakfast | €1.2M | 30 | 50 | C |
| 38 | Andy Tolliver Woodworks | €1.2M | 5 | 50 | C |
| 39 | Format D | €1.2M | 5 | 50 | C |
| 40 | Ipswich Historical Commission | €1.2M | 5 | 50 | C |
| 41 | CHM Government Services l CHMGS | €1.1M | 7 | 50 | C |
| 42 | douglas curtis machine tools (colchester) limited | €1.1M | 5 | 50 | C |
| 43 | schiffenhaus packaging | €1.1M | 5 | 50 | C |
| 44 | hughes plant limited | €1.1M | 5 | 50 | C |
| 45 | timothy s hopkins catering | €1.1M | 30 | 50 | C |
| 46 | CategoryMaster | €1.1M | 5 | 50 | C |
| 47 | Penobscot Investment Mgmt | €1.1M | 5 | 50 | C |
| 48 | James F Mullen Co Inc | €1.0M | 5 | 40 | D |
| 49 | Calvors Brewery | €995K | 5 | 40 | D |
| 50 | North Shore AA (The Auction Wired) | €992K | 5 | 40 | D |
| 51 | Altman Distributing Co | €951K | 5 | 40 | D |
| 52 | montgomery transmission | €951K | 5 | 40 | D |
| 53 | EBINGER BROTHERS LEATHER CO. INC | €950K | 5 | 40 | D |
| 54 | Ipswich Moving Co | €929K | 5 | 40 | D |
| 55 | Winter Street Realty | €851K | 5 | 40 | D |
| 56 | SHINE CREATIONS | €851K | 5 | 40 | D |
| 57 | ipswich care and rehabilitation center llc | €834K | 5 | 40 | D |
| 58 | st. julie billiart residential care center | €834K | 5 | 40 | D |
| 59 | CHM Government Services l CHMGS | €821K | 5 | 40 | D |
| 60 | Ace Energy Services Inc | €755K | 5 | 40 | D |
| 61 | Walczak Design + Build | €755K | 5 | 40 | D |
| 62 | teheen construction | €755K | 5 | 40 | D |
| 63 | Bobs Drywall | €755K | 5 | 40 | D |
| 64 | corliss wholesale supply co | €755K | 5 | 40 | D |
| 65 | The Architect / Builder | €755K | 5 | 40 | D |
| 66 | East Point Custom Builders | €755K | 5 | 40 | D |
| 67 | Ford Properties Inc. | €755K | 5 | 40 | D |
| 68 | morris heating & sheet metal | €755K | 5 | 40 | D |
| 69 | morris air conditioning & htg | €755K | 5 | 40 | D |
| 70 | Mja Painting Corp | €755K | 5 | 40 | D |
| 71 | open meadow homes | €755K | 5 | 40 | D |
| 72 | D F Clark Inc | €755K | 5 | 40 | D |
| 73 | Windhill Builders, LLC | €755K | 5 | 40 | D |
| 74 | royal painting & building | €755K | 5 | 40 | D |
| 75 | MILES RIVER SAND & GRAVEL INC | €755K | 5 | 40 | D |
| 76 | john t ambrose home improvement & repair | €755K | 5 | 40 | D |
| 77 | Ed Marsh Consulting | €706K | 2 | 40 | D |
| 78 | Clam Box of Ipswich | €635K | 5 | 40 | D |
| 79 | Cape Ann Sign Co | €627K | 5 | 40 | D |
| 80 | Castle Hill Lobster Co | €592K | 3 | 40 | D |
| 81 | Proyecto Nehemias | €572K | 5 | 40 | D |
| 82 | North Central 4h Camp | €572K | 5 | 40 | D |
| 83 | mark warners professional martial arts | €556K | 30 | 40 | D |
| 84 | Pumpkin Vines LLC | €548K | 5 | 40 | D |
| 85 | American Scientific Affltn | €520K | 5 | 40 | D |
| 86 | North Point Associates | €520K | 5 | 40 | D |
| 87 | cummings architects llc | €512K | 5 | 40 | D |
| 88 | onboard electronics ltd | €488K | 5 | 40 | D |
| 89 | f e m electric association inc | €488K | 5 | 40 | D |
| 90 | j h automotive | €479K | 5 | 40 | D |
| 91 | IDH | €475K | 5 | 40 | D |
| 92 | Chuck King's Conscious Computing | €473K | 5 | 40 | D |
| 93 | Dow Brook Advisory Services | €473K | 5 | 40 | D |
| 94 | Charles George Trucking Inc | €473K | 5 | 40 | D |
| 95 | Parish Communication | €473K | 5 | 40 | D |
| 96 | Dyna Med | €473K | 5 | 40 | D |
| 97 | little cat music studio | €465K | 5 | 40 | D |
| 98 | luna tuna | €465K | 5 | 40 | D |
| 99 | boutique 65 limited | €465K | 5 | 40 | D |
| 100 | corliss bros nursery & garden center | €465K | 5 | 40 | D |