| 1 | bend-lapine administrative sd 1 | $343.3M | 3,000 | 70 |
| 2 | 10 Barrel Brewing Company | $86.3M | 350 | 60 |
| 3 | Home Federal Bank (now Bank of the Cascades) | $73.6M | 350 | 60 |
| 4 | YesMyBride | $57.6M | 350 | 60 |
| 5 | WakeMAKERS | $51.0M | 125 | 60 |
| 6 | Tumalo Industries | $51.0M | 125 | 60 |
| 7 | Equity Commerce :: Digital Marketing Agency :: eCommerce Amazon Shopify :: Tools and Services | $51.0M | 125 | 60 |
| 8 | HD Courier | $51.0M | 125 | 60 |
| 9 | kutella & orazetti, inc | $50.8M | 125 | 60 |
| 10 | Oregon State University-Cascades | $40.1M | 350 | 60 |
| 11 | Worthy Brewing | $30.8M | 125 | 60 |
| 12 | Earth Equity Farms, Inc. | $30.8M | 125 | 60 |
| 13 | RUDY'S MARKETS, INC | $30.8M | 125 | 60 |
| 14 | Humm Kombucha | $24.9M | 125 | 60 |
| 15 | Mercedes Benz of Bend | $24.8M | 125 | 60 |
| 16 | Xzilon Protection Products | $24.8M | 125 | 60 |
| 17 | jub engineers | $24.8M | 125 | 60 |
| 18 | les schwab tire centers of washington, inc. | $23.8M | 125 | 60 |
| 19 | Tetra4D, a division of Tech Soft 3D | $21.3M | 125 | 60 |
| 20 | Orcom Solutions | $21.3M | 125 | 60 |
| 21 | Tech Soft 3D Inc. | $21.3M | 125 | 60 |
| 22 | Webfoot Concrete Coatings & Garage Storage | $18.9M | 125 | 60 |
| 23 | Webfoot Painting Co | $18.9M | 125 | 60 |
| 24 | Pahlisch Homes Inc. | $18.9M | 125 | 60 |
| 25 | kirby nagelhout construction | $18.9M | 125 | 60 |
| 26 | Webfoot Painting & Concrete Coatings Human Resources | $18.9M | 125 | 60 |
| 27 | Taylor NW | $18.9M | 125 | 60 |
| 28 | Partners In Care - Oregon | $18.9M | 350 | 60 |
| 29 | Building Solutions Bend | $17.8M | 30 | 60 |
| 30 | OSU-Cascades Careers | $14.3M | 125 | 60 |
| 31 | GOODLIFE BREWING COMPANY | $13.9M | 30 | 60 |
| 32 | Serán BioScience | $13.0M | 125 | 60 |
| 33 | Deschutes County Sheriff's Office Search and Rescue | $12.6M | 125 | 60 |
| 34 | Nw Kind | $12.4M | 30 | 60 |
| 35 | anti aging wrinkle cream experience | $12.4M | 30 | 60 |
| 36 | DrinkTanks® | $12.2M | 30 | 60 |
| 37 | Pro Caliber Bend | $12.2M | 30 | 60 |
| 38 | Accent Amenities Inc | $12.2M | 30 | 60 |
| 39 | Military Surplus | $12.2M | 30 | 60 |
| 40 | Chevrolet Cadillac of Bend | $12.2M | 30 | 60 |
| 41 | Ward Associates, LLC - Agency of Globaltranz | $12.2M | 30 | 60 |
| 42 | A-Logistics LLC | $12.2M | 30 | 60 |
| 43 | e1 Marine | $12.2M | 30 | 60 |
| 44 | pv powered | $12.2M | 125 | 60 |
| 45 | Red Plate Foods | $12.2M | 30 | 60 |
| 46 | precious cargo seafood | $12.2M | 30 | 60 |
| 47 | the barrel thief lounge | $12.2M | 30 | 60 |
| 48 | axis custom brands | $12.2M | 30 | 60 |
| 49 | big ed’s artisan bread | $12.2M | 30 | 60 |
| 50 | banger hash company | $12.2M | 30 | 60 |
| 51 | volcano vineyards winery | $12.2M | 30 | 60 |
| 52 | far afield cider | $12.2M | 30 | 60 |
| 53 | WEST COAST BUILDERS | $11.8M | 30 | 60 |
| 54 | jim smolich motors, inc | $11.6M | 125 | 60 |
| 55 | equity commerce :: digital marketing agency :: ecommerce amazon advertising shopify walmart connect | $11.6M | 125 | 60 |
| 56 | premium seed market | $11.6M | 125 | 60 |
| 57 | Deschutes County Sheriffs Off | $11.0M | 30 | 60 |
| 58 | Century Insurance Group, LLC | $11.0M | 30 | 60 |
| 59 | Hire Calling Staffing Solution | $11.0M | 30 | 60 |
| 60 | LUMBERMENS INSURANCE & FINANCIAL SERVICES | $11.0M | 30 | 60 |
| 61 | Cascade Insurance Center LLC | $11.0M | 30 | 60 |
| 62 | Antiquity Stone | $10.8M | 30 | 60 |
| 63 | Element 1 | $9.4M | 30 | 50 |
| 64 | Pangaea Technology Resources | $9.4M | 30 | 50 |
| 65 | SummitWest Environmental, Inc | $9.3M | 125 | 50 |
| 66 | KTVZ News | $9.3M | 37 | 50 |
| 67 | infotech group (russia) | $8.8M | 125 | 50 |
| 68 | Taurus Freight Inc | $8.2M | 30 | 50 |
| 69 | Satellite Specialized Transportation, Inc. | $8.2M | 30 | 50 |
| 70 | RE/MAX Key Properties Oregon | $8.2M | 125 | 50 |
| 71 | Coldwell Banker Morris Real Estate | $8.2M | 125 | 50 |
| 72 | John L Scott Real Estate Bend/Redmond | $8.2M | 125 | 50 |
| 73 | remax key properties | $8.2M | 125 | 50 |
| 74 | First American Title & Escrow Central Oregon | $8.2M | 125 | 50 |
| 75 | ADDISON CORPORATION LIMITED | $7.8M | 30 | 50 |
| 76 | the advisors forum | $7.5M | 125 | 50 |
| 77 | inquiry management systems ltd | $7.5M | 125 | 50 |
| 78 | PALEO EATS, LLC | $7.4M | 30 | 50 |
| 79 | PRIMA SALSA LLC | $7.4M | 30 | 50 |
| 80 | The No-Bake Cookie Co. | $7.4M | 30 | 50 |
| 81 | TeaCupFuls Franchise | $7.4M | 30 | 50 |
| 82 | Bend Brewing Co | $7.4M | 30 | 50 |
| 83 | Goody’s Chocolate & Ice Cream Factory | $7.4M | 30 | 50 |
| 84 | SISTECH MANUFACTURING, INC. | $7.0M | 30 | 50 |
| 85 | H2 Oil Recovery Equipment | $7.0M | 30 | 50 |
| 86 | CASCADE STEEL WORKS LLC | $7.0M | 30 | 50 |
| 87 | ISCO Manufacturing Solutions | $7.0M | 30 | 50 |
| 88 | Addison Corp | $7.0M | 30 | 50 |
| 89 | Thundercat Marketing | $6.8M | 5 | 50 |
| 90 | Zamp Solar | Dometic | $6.8M | 30 | 50 |
| 91 | bend plating inc. | $6.6M | 30 | 50 |
| 92 | CLS Fabrication Incorporated | $6.6M | 30 | 50 |
| 93 | Belda's Gold & Treasure Supplies, Detector Sales | $6.6M | 30 | 50 |
| 94 | Altairia International | $6.6M | 30 | 50 |
| 95 | LightScapes Candles | $6.6M | 30 | 50 |
| 96 | Oregrown Industries | $6.6M | 30 | 50 |
| 97 | SmartyPits | $6.6M | 30 | 50 |
| 98 | getg5 | $6.5M | 350 | 50 |
| 99 | CENTRAL OREGON BUILDERS ASSOCIATION, INC | $6.3M | 30 | 50 |
| 100 | Hixon Lending | $6.3M | 30 | 50 |