| 1 | BAY COUNTRY ENTERPRISES, INC | €18.9M | 125 | 60 | C+ |
| 2 | St.Mary's Ryken High School | €14.3M | 125 | 60 | C+ |
| 3 | Maryland Youth Symphony Orchestra | €14.3M | 125 | 60 | C+ |
| 4 | m h c prosthetics | €12.4M | 30 | 60 | C+ |
| 5 | USCTEK | €11.8M | 125 | 60 | C+ |
| 6 | true value hardware leonardtown md | €7.8M | 30 | 50 | C |
| 7 | jwm & company, inc | €7.8M | 30 | 50 | C |
| 8 | ST. MARYS NURSING CENTER, INC. | €6.7M | 125 | 50 | C |
| 9 | leonardtown surgery center, llc | €5.0M | 30 | 50 | C |
| 10 | guy & guy masonry, inc | €4.5M | 30 | 50 | C |
| 11 | optimal vapor | €4.1M | 30 | 50 | C |
| 12 | Abh International Inc | €2.8M | 30 | 50 | C |
| 13 | carter’s country classics | €2.8M | 30 | 50 | C |
| 14 | miller kitchen cabinetmakers | €2.8M | 30 | 50 | C |
| 15 | yellow door art studios | €2.8M | 30 | 50 | C |
| 16 | Assisted Management Solutions, Inc. | €2.2M | 30 | 50 | C |
| 17 | Guy Distributing Co | €2.1M | 5 | 50 | C |
| 18 | Crazy for Ewe | €2.0M | 5 | 50 | C |
| 19 | Leonardtown Maryland Antique Center, LLC | €2.0M | 5 | 50 | C |
| 20 | parran's flooring center, inc. | €2.0M | 5 | 50 | C |
| 21 | AMJ Electric | €2.0M | 5 | 50 | C |
| 22 | Vet A Pet | €1.8M | 5 | 50 | C |
| 23 | Rehabilition Services | €1.6M | 30 | 50 | C |
| 24 | West Shore Surgical Assoc | €1.6M | 30 | 50 | C |
| 25 | Mental Health Authority | €1.6M | 30 | 50 | C |
| 26 | St. Mary's Ryken Alumni | €1.5M | 125 | 50 | C |
| 27 | Aldehydes, Inc | €1.4M | 5 | 50 | C |
| 28 | Brew Falcon Brewing | €1.2M | 5 | 50 | C |
| 29 | Quality Street | €1.2M | 5 | 50 | C |
| 30 | ye olde towne cafe | €1.2M | 30 | 50 | C |
| 31 | mckay’s food & drug | €1.2M | 30 | 50 | C |
| 32 | fitzie’s marina & pub | €1.2M | 30 | 50 | C |
| 33 | guenthers bistro | €1.2M | 30 | 50 | C |
| 34 | rustic river bar & grill | €1.2M | 30 | 50 | C |
| 35 | quality street kitchen & catering llc | €1.2M | 30 | 50 | C |
| 36 | do dah deli | €1.2M | 30 | 50 | C |
| 37 | kevin’s corner kafe | €1.2M | 30 | 50 | C |
| 38 | East Meets West Inc | €1.1M | 5 | 50 | C |
| 39 | Askey, Askey & Associates, CPA, LLC | €1.1M | 30 | 50 | C |
| 40 | Ripley Financial Llc | €1.1M | 5 | 50 | C |
| 41 | Forgedweld Metal Fabrication | €1.0M | 5 | 40 | D |
| 42 | Shaha Associates Inc | €1.0M | 5 | 40 | D |
| 43 | Chesapeake Trails Surveying | €990K | 5 | 40 | D |
| 44 | fast stop tag & title llc | €951K | 5 | 40 | D |
| 45 | NoiseMaker | €851K | 5 | 40 | D |
| 46 | verghese & ling, md pa | €834K | 5 | 40 | D |
| 47 | frank l. kriger md phd pa | €834K | 5 | 40 | D |
| 48 | chesapeake family health care | €834K | 5 | 40 | D |
| 49 | st. mary's health department | €834K | 5 | 40 | D |
| 50 | kirit k patel | €834K | 5 | 40 | D |
| 51 | FEJES construction | €755K | 5 | 40 | D |
| 52 | forrest dental lab | €755K | 5 | 40 | D |
| 53 | design builders & assoc inc | €755K | 5 | 40 | D |
| 54 | country contractors | €755K | 5 | 40 | D |
| 55 | NavalTees, LLC | €630K | 30 | 40 | D |
| 56 | Keel Connectivity | €585K | 5 | 40 | D |
| 57 | Atlantic Coastal Inc | €503K | 5 | 40 | D |
| 58 | above par golf | €465K | 5 | 40 | D |
| 59 | bourbon & bows | €465K | 5 | 40 | D |
| 60 | Coach Craft Auto Body Inc | €444K | 5 | 40 | D |
| 61 | marcey halfway house | €353K | 5 | 40 | D |
| 62 | Brinsfield Funeral Home Pa | €340K | 5 | 40 | D |
| 63 | cheseldine management consulting, llc | €328K | 5 | 40 | D |
| 64 | mainstreet appraisals | €328K | 5 | 40 | D |
| 65 | Shanti Medical Ctr | €269K | 5 | 40 | D |
| 66 | MEDSTAR SHAH MEDICAL GROUP SHANTI MEDICAL CENTER | €269K | 5 | 40 | D |
| 67 | HOSPICE OF ST MARYS INC | €269K | 5 | 40 | D |
| 68 | MEDSTAR ST MARY'S HEALTH CONNECTIONS | €269K | 5 | 40 | D |
| 69 | On Our Own Of St Mary's Inc | €269K | 5 | 40 | D |
| 70 | Totally Linking Care in Maryland | €269K | 5 | 40 | D |
| 71 | United Way of St Marys County | €253K | 5 | 40 | D |
| 72 | Williams, McClernan, & Stack LLC | €253K | 5 | 40 | D |
| 73 | executive inn - park avenue hotel | €203K | 5 | 40 | D |
| 74 | 17/71 Architectural Studio | €180K | 5 | 40 | D |
| 75 | Maryland State Hwy | €180K | 1 | 40 | D |
| 76 | noisemaker.xyz | €141K | 5 | 40 | D |
| 77 | SouthPoint Church-Leonardtown, MD "Connecting the Disconnected" | €123K | 5 | 40 | D |
| 78 | flooringmax inc | €114K | 5 | 40 | D |
| 79 | pamela. | €92K | 5 | 30 | E |
| 80 | anoetus llc | €63K | 5 | 30 | E |
| 81 | b m a of leonardtown | €63K | 5 | 30 | E |
| 82 | robert e miller md | €63K | 5 | 30 | E |
| 83 | southern maryland home health svcs inc | €63K | 5 | 30 | E |
| 84 | medstar medical group at st mary's | €63K | 5 | 30 | E |
| 85 | tricounty ped & adolescent medicine ct | €63K | 5 | 30 | E |
| 86 | medstar physician partners at smh | €63K | 5 | 30 | E |
| 87 | st. mary's hospital pathology | €63K | 5 | 30 | E |
| 88 | st mary's county public school | €63K | 5 | 30 | E |
| 89 | hope in harmony (southern maryland) | €63K | 30 | 30 | E |
| 90 | big larry’s comic book cafe | €56K | 30 | 30 | E |
| 91 | vertical integration, llc | €53K | 5 | 30 | E |
| 92 | leslie taylor consulting services | €53K | 5 | 30 | E |
| 93 | A Message of Hope Cancer Fund | €45K | 5 | 30 | E |
| 94 | shane a mattingly, pc | €45K | 5 | 30 | E |