| 1 | Oregon Shakespeare Festival Association | Arts, Culture & Humanities | $34.1M | $47.7M |
| 2 | Southern Oregon University Foundation | Education | $15.3M | $59.8M |
| 3 | Lomakatsi Restoration Project | Environment | $12.7M | $4.7M |
| 4 | Ashland Community Hospital Foundation | Health Care | $10.1M | $13.9M |
| 5 | Rogue Food Unites | Public Safety, Disaster Preparedness & Relief | $9.6M | $11.8M |
| 6 | Mt Ashland Association | Youth Development | $6.5M | $10.3M |
| 7 | Young Mens Christian Association of Ashland | Unclassified | $5.8M | $34.7M |
| 8 | Southern Oregon Land Conservancy INC | Environment | $5.6M | $19.0M |
| 9 | Family Solutions | Unclassified | $5.1M | $2.9M |
| 10 | Opportunities for Housing Resources and Assistance INC | Housing & Shelter | $5.0M | $6.8M |
| 11 | Jpr Foundation INC | Education | $4.7M | $10.2M |
| 12 | Play on Shakespeare | Arts, Culture & Humanities | $2.9M | $2.6M |
| 13 | Scienceworks Hands-on Museum | Arts, Culture & Humanities | $2.5M | $2.4M |
| 14 | Ashland Supportive Housing and Community Outreach INC | Unclassified | $2.1M | $2.8M |
| 15 | The Siskiyou School | Education | $2.0M | $3.1M |
| 16 | Rogue Valley Symphony Association | Arts, Culture & Humanities | $2.0M | $5.0M |
| 17 | Western International Band Clinic | Arts, Culture & Humanities | $1.9M | $10.2M |
| 18 | Klamath Bird Observatory | Animal-Related | $1.7M | $617K |
| 19 | Geos Institute | Environment | $1.7M | $2.3M |
| 20 | Mederi Foundation | Diseases, Disorders & Medical Disciplines | $1.6M | $450K |
| 21 | Ashland Chamber of Commerce INC | Unclassified | $1.0M | $628K |
| 22 | Gangaji Foundation | Unclassified | $966K | $1.6M |
| 23 | Klamath Siskiyou Wildlands Center | Environment | $877K | $973K |
| 24 | Friends of the Animal Shelter | Animal-Related | $835K | $1.7M |
| 25 | Oregon Extension | Education | $768K | $54K |
| 26 | Ashland Parks Foundation | Recreation & Sports | $755K | $1.9M |
| 27 | Golden Rule Reentry | Human Services | $732K | $373K |
| 28 | Benevolent & Protective Order of Elks of the USA | Unclassified | $694K | $1.1M |
| 29 | Newspirit Village | Housing & Shelter | $652K | $6.9M |
| 30 | Ashland Emergency Food Bank | Food, Agriculture & Nutrition | $648K | $1.7M |
| 31 | Jackson County Sart | Mental Health & Crisis Intervention | $644K | $419K |
| 32 | Equamore Foundation | Animal-Related | $456K | $1.1M |
| 33 | Rogue Valley Farm to School | Education | $434K | $387K |
| 34 | Leela Foundation | Religion-Related | $426K | $133K |
| 35 | The Crest | Environment | $369K | $763K |
| 36 | Patricia Zoline Family Foundation | Philanthropy, Voluntarism & Grantmaking | $351K | $711K |
| 37 | Ashland News | Arts, Culture & Humanities | $344K | $141K |
| 38 | Soda Mountain Wilderness Council INC | Unclassified | $316K | $796K |
| 39 | Southern Oregon Repertory Singers INC | Unclassified | $316K | $914K |
| 40 | Southern Oregon Film Society | Arts, Culture & Humanities | $315K | $120K |
| 41 | Remake Talent | Human Services | $312K | $86K |
| 42 | Oregon Tiger Sanctuary | Animal-Related | $290K | $798 |
| 43 | Ashland Schools Foundation | Education | $270K | $1.5M |
| 44 | Ashland Rotary Foundation | Unclassified | $260K | $2.2M |
| 45 | Ashland Art Works | Arts, Culture & Humanities | $258K | $130K |
| 46 | Sharkey Foundation | Philanthropy, Voluntarism & Grantmaking | $257K | $3.4M |
| 47 | The Hearth | Human Services | $245K | $258K |
| 48 | The Thalden Foundation | Philanthropy, Voluntarism & Grantmaking | $232K | $1.6M |
| 49 | Rogue World Music | Arts, Culture & Humanities | $213K | $91K |
| 50 | Ashland Climate Collaborative | Environment | $211K | $183K |
| 51 | Rotary International | Unclassified | $206K | $212K |
| 52 | Bee Girl | Environment | $194K | $155K |
| 53 | Rotary District 5110 Youth Exchange | Youth Development | $189K | $131K |
| 54 | Sunstone Housing Collaborative | Housing & Shelter | $185K | $61K |
| 55 | Medford Ski Education Foundation | Unclassified | $179K | $38K |
| 56 | Peace House | Education | $170K | $196K |
| 57 | Rogue Rowing | Recreation & Sports | $165K | $445K |
| 58 | Insight Craniosacral Institute | Education | $157K | $39K |
| 59 | International Alliance Theatrical Stage Employees & Movie Picture | Unclassified | $156K | $126K |
| 60 | Recreation INC | Arts, Culture & Humanities | $150K | $167K |
| 61 | Watchable Wildlife Foundation INC | Environment | $137K | $589K |
| 62 | Ashland New Plays Festival | Arts, Culture & Humanities | $136K | $126K |
| 63 | Performance Excellence Northwest | Community Improvement & Capacity Building | $132K | $92K |
| 64 | Ashland Devo | Recreation & Sports | $122K | $30K |
| 65 | Friends of the Cascade-siskiyou National Monument | Youth Development | $119K | $174K |
| 66 | Greensprings Fire and Rescue | Public Safety, Disaster Preparedness & Relief | $103K | $300K |
| 67 | End of Life Psychedelic Care | Education | $99K | $28K |
| 68 | Ashland Gun Club INC | Recreation & Sports | $96K | $48K |
| 69 | Ashland Childrens Theatre | Arts, Culture & Humanities | $94K | $52K |
| 70 | Wild Hope INC | Unclassified | $93K | $138K |
| 71 | Soroptimist International of the Americas INC | Crime & Legal-Related | $91K | $78K |
| 72 | Rotary Club of Ashland Lithia Springs Foundation | Youth Development | $88K | $311K |
| 73 | Childrens Health Defense Oregon | Unclassified | $86K | $10K |
| 74 | Siskiyou Out Back Trail Run | Recreation & Sports | $83K | $160K |
| 75 | Energy Medicine Institute | Medical Research | $83K | $128K |
| 76 | Mountain Meadows Community Foundation | Human Services | $81K | $20K |
| 77 | Ashland Soccer Club INC | Recreation & Sports | $81K | $77K |
| 78 | Rotary International | Unclassified | $72K | $23K |
| 79 | University Piano Foundation | Education | $72K | $249K |
| 80 | Southern Oregon Jobs with Justice | Civil Rights, Social Action & Advocacy | $71K | $41K |
| 81 | Uniting for Ukraine Rogue Valley | International, Foreign Affairs & National Security | $70K | $30K |
| 82 | Rvml Resource Center | Education | $68K | $22K |
| 83 | Accion Esperanza Partnership for Hope | Education | $66K | $4K |
| 84 | Vimala | Religion-Related | $65K | $376K |
| 85 | Siskiyou Singers INC | Unclassified | $64K | $56K |
| 86 | Parker House Project | Housing & Shelter | $63K | $36K |
| 87 | Creekside Strings Foundation | Arts, Culture & Humanities | $57K | $6K |
| 88 | Ashland High School Snowboard Team | Recreation & Sports | $56K | $23K |
| 89 | Pinehurst School Foundation | Education | $50K | $137K |
| 90 | Foundation for the Law of Time | Science & Technology | $47K | $18K |
| 91 | Ashland Food Project | Food, Agriculture & Nutrition | $47K | $27K |
| 92 | Beautiful Music in the Park | Arts, Culture & Humanities | $42K | $2K |
| 93 | Siskiyou Music Project | Arts, Culture & Humanities | $41K | $113K |
| 94 | Biodiversity Research Collective | Science & Technology | $39K | $18K |
| 95 | Ashland at Home | Philanthropy, Voluntarism & Grantmaking | $22K | $29K |
| 96 | Kairu Aikido and Japanese Cultural Arts | Arts, Culture & Humanities | $20K | $10K |
| 97 | Alan and Priscilla Oppenheimer Foundation | Human Services | $15K | $380K |
| 98 | The Jed and Celia Meese Foundation | Unclassified | $14K | $9K |
| 99 | Tudor Guild INC | Arts, Culture & Humanities | $14K | $177K |
| 100 | Bromo Foundation | Health Care | $11K | $956 |