| 1 | Short-Redmond Auto Group | €69.4M | 350 | 60 | C+ |
| 2 | Middleborough Public Schools | €40.1M | 350 | 60 | C+ |
| 3 | Cirelli Foods Inc | €30.8M | 125 | 60 | C+ |
| 4 | Mass Tank | €25.0M | 125 | 60 | C+ |
| 5 | louis m. gerson co., inc. | €23.8M | 125 | 60 | C+ |
| 6 | New England Motor Press Association (NEMPA) | €23.8M | 125 | 60 | C+ |
| 7 | Middleboro Public Schools | €14.3M | 125 | 60 | C+ |
| 8 | EPMS (now a part of eProductivity Software) | €13.7M | 106 | 60 | C+ |
| 9 | Ockers Company | €11.8M | 125 | 60 | C+ |
| 10 | Middleboro Park Dept | €7.4M | 30 | 50 | C |
| 11 | Gerson® - Louis M. Gerson Co., Inc. | €6.6M | 30 | 50 | C |
| 12 | TouchView Interactive | €6.6M | 30 | 50 | C |
| 13 | United Consumer Finance Inc | €6.3M | 30 | 50 | C |
| 14 | Glynn Electronics Inc | €5.7M | 30 | 50 | C |
| 15 | eclectic karate institute | €5.0M | 30 | 50 | C |
| 16 | Suncrafted® | €5.0M | 30 | 50 | C |
| 17 | G.S. REDLON & SONS, INC. | €4.5M | 30 | 50 | C |
| 18 | correia custom fence | €4.5M | 30 | 50 | C |
| 19 | tucker’s quality pools | €4.5M | 30 | 50 | C |
| 20 | RYCO Excavating Contractor, Inc. | €4.5M | 30 | 50 | C |
| 21 | Sb Enterprise | €4.5M | 30 | 50 | C |
| 22 | Sullivan Mechanical Co | €4.5M | 30 | 50 | C |
| 23 | Spillane's Nursery and Landscape Co.,Inc. | €4.5M | 125 | 50 | C |
| 24 | Middleboro Gas & Electric | €3.8M | 30 | 50 | C |
| 25 | Middleboro Gazette | €3.8M | 30 | 50 | C |
| 26 | The Bartending Service of New England | €3.3M | 30 | 50 | C |
| 27 | Middleboro Police Dept | €3.0M | 30 | 50 | C |
| 28 | wilmot's decorating centers | €2.8M | 30 | 50 | C |
| 29 | mack’s music center | €2.8M | 30 | 50 | C |
| 30 | freiday’s auto sales inc | €2.8M | 30 | 50 | C |
| 31 | ron mello studio | €2.8M | 30 | 50 | C |
| 32 | analytical balance | €2.2M | 30 | 50 | C |
| 33 | ANALYTICAL BALANCE CORP. | €2.2M | 30 | 50 | C |
| 34 | Feeney Corp | €2.1M | 5 | 50 | C |
| 35 | Hunter Pace Tack Shop | €2.0M | 5 | 50 | C |
| 36 | Bourne Petroleum | €2.0M | 5 | 50 | C |
| 37 | The Sunflower Studio find your style here | €2.0M | 5 | 50 | C |
| 38 | Kahians ApplianceOne & HDTV | €2.0M | 5 | 50 | C |
| 39 | beantown construction services, llc. | €2.0M | 5 | 50 | C |
| 40 | Mass Flooring Inc | €2.0M | 5 | 50 | C |
| 41 | J.K. Olivieri Insurance Agency, Inc. | €1.8M | 5 | 50 | C |
| 42 | TM Ryder Insurance Agency, Inc. | €1.8M | 5 | 50 | C |
| 43 | World Insurance Associates LLC (formerly J.K. Olivieri Insurance Agency, Inc.) | €1.5M | 4 | 50 | C |
| 44 | Horsman Logging | €1.4M | 5 | 50 | C |
| 45 | Battistini's Bakery | €1.2M | 5 | 50 | C |
| 46 | All Are Welcome | €1.2M | 30 | 50 | C |
| 47 | north end pizzaria | €1.2M | 30 | 50 | C |
| 48 | Harry’s Bar and Grille | €1.2M | 30 | 50 | C |
| 49 | North Grove Enterprise | €1.2M | 5 | 50 | C |
| 50 | rock village bed and breakfast | €1.2M | 30 | 50 | C |
| 51 | Lewis Co LLC | €1.1M | 30 | 50 | C |
| 52 | Green and Gold Financial Planning | €1.1M | 5 | 50 | C |
| 53 | New England Ammonia Safety Inc. | €1.0M | 5 | 40 | D |
| 54 | south coast coneys | €995K | 5 | 40 | D |
| 55 | Yankee Auto Body | €992K | 5 | 40 | D |
| 56 | Middleboro Electric Station | €950K | 5 | 40 | D |
| 57 | CHES Foundation, Inc. | €916K | 8 | 40 | D |
| 58 | enterprise print management so | €845K | 30 | 40 | D |
| 59 | crystal clear optics | €834K | 5 | 40 | D |
| 60 | fair havens rest home | €834K | 5 | 40 | D |
| 61 | Sacred Ways | €834K | 5 | 40 | D |
| 62 | simple organic lifestyle | €834K | 5 | 40 | D |
| 63 | joseph b. flaherty iii, dmd, p.c. | €834K | 5 | 40 | D |
| 64 | Mary Barry Massage Therapy Inc | €834K | 5 | 40 | D |
| 65 | middleborough health department | €834K | 5 | 40 | D |
| 66 | center for creative life solutions, llc | €834K | 5 | 40 | D |
| 67 | On Cranberry Pond Bed and Breakfast | €821K | 5 | 40 | D |
| 68 | middleboro youth soccer assoc inc | €811K | 5 | 40 | D |
| 69 | ez2rent by ILX | €755K | 5 | 40 | D |
| 70 | spectrum quality home services | €755K | 5 | 40 | D |
| 71 | Swept Away Chimney Svc | €755K | 5 | 40 | D |
| 72 | hallisey plumbing and heating, inc. | €755K | 5 | 40 | D |
| 73 | applied options construction | €755K | 5 | 40 | D |
| 74 | wilkins house painting | €755K | 5 | 40 | D |
| 75 | proline contracting corp | €755K | 5 | 40 | D |
| 76 | Carters Hardwood Floors | €755K | 5 | 40 | D |
| 77 | renovate new england ministries | €755K | 5 | 40 | D |
| 78 | cf darcy electric | €755K | 5 | 40 | D |
| 79 | blackburn conservation | €755K | 5 | 40 | D |
| 80 | jeremy borges electrician | €755K | 5 | 40 | D |
| 81 | Ropac Roofing Co | €755K | 5 | 40 | D |
| 82 | Nemasket Health Care | €740K | 30 | 40 | D |
| 83 | Viamonte Design | €627K | 5 | 40 | D |
| 84 | federal marking products | €612K | 5 | 40 | D |
| 85 | Watch 24 Security Systems | €576K | 5 | 40 | D |
| 86 | L&F Educational Associates, LLC | €572K | 5 | 40 | D |
| 87 | c t dry cleaners | €512K | 5 | 40 | D |
| 88 | TOWN OF MIDDLEBOROUGH-HEALTH DEPARTMENT | €503K | 5 | 40 | D |
| 89 | Police Dog Officer | €503K | 5 | 40 | D |
| 90 | willow springs technical services corp. | €488K | 5 | 40 | D |
| 91 | f g adams co | €479K | 5 | 40 | D |
| 92 | Safer Places Inc. | €475K | 5 | 40 | D |
| 93 | 33 Tools to Remake Your Career | €473K | 5 | 40 | D |
| 94 | Bridgewater Dental Ceramics | €473K | 5 | 40 | D |
| 95 | the sunflower studio find your style here | €465K | 5 | 40 | D |
| 96 | mrh indian enterprises, llc | €372K | 5 | 40 | D |
| 97 | Region One Environmental LLC | €372K | 5 | 40 | D |
| 98 | Hair Medic | €340K | 5 | 40 | D |
| 99 | Hannah BG Shaw Home For Aged | €340K | 5 | 40 | D |
| 100 | Crafty Cuts | €340K | 5 | 40 | D |