| 1 | Financial Industry Regulatory Authority INC Rockville | $3.5B | $2.6B | $3.1B |
| 2 | Finra Regulation INC Rockville | $1.4B | $1.4B | $94.1M |
| 3 | American Postal Workers Union Elkridge | $1.3B | $1.3B | $445.7M |
| 4 | Adventist Healthcare INC Gaithersburg | $1.2B | $909.8M | $1.6B |
| 5 | Holy Cross Health INC Silver Spring | $714.6M | $709.0M | $1.1B |
| 6 | Board of Education of Montgomery County Employee Benefit Trust Fund Rockville | $690.1M | $690.1M | $19.4M |
| 7 | National Automatic Sprinkler Industry Welfare Fund Landover | $673.9M | $397.5M | $787.7M |
| 8 | Seafarers Health and Benefits Plan Camp Springs | $662.4M | $164.7M | $493.0M |
| 9 | Major League Baseball Players Welfare Plan Sparks | $598.1M | $103.4M | $145.9M |
| 10 | State Employees Credit Union of Maryland INC Linthicum | $398.8M | $333.1M | $5.5B |
| 11 | Loyola University Maryland INC Baltimore | $393.2M | $368.2M | $751.8M |
| 12 | Johns Hopkins University Baltimore | $350.9M | $349.7M | $216.1M |
| 13 | NFL Player Supplemental Disability Plan Trust Baltimore | $349.5M | $349.5M | $92.3M |
| 14 | Special Agents Mutual Benefit Rockville | $344.9M | $259.5M | $249.6M |
| 15 | Johns Hopkins Community Physicians INC Baltimore | $333.6M | $333.4M | $109.1M |
| 16 | Electrical Welfare Trust Fund Lanham | $323.1M | $195.6M | $300.4M |
| 17 | American Kidney Fund INC Rockville | $310.4M | $305.0M | $175.5M |
| 18 | Lutheran Immigration and Refugee Service Baltimore | $304.3M | $304.3M | $111.9M |
| 19 | Lockheed Martin Corporaton Benefit Tr for Collectively Bargained Empl Bethesda | $236.7M | $64.4M | $713.8M |
| 20 | Maryland Economic Development Corporation Baltimore | $211.5M | $210.5M | $978.8M |
| 21 | NEA Members Insurance Trust Gaithersburg | $209.5M | $102.7M | $123.9M |
| 22 | Transit Employees Health and Welfare Plan District Heights | $193.4M | $193.4M | $87.7M |
| 23 | Choptank Electric Corp. Denton | $182.6M | $182.0M | $514.2M |
| 24 | International Association of Machinists & Aerospace Grand Lodge Uppr Marlboro | $179.2M | $179.2M | $266.0M |
| 25 | Heating Piping & Refrigeration Medical Fund Capitol Hgts | $169.7M | $92.6M | $181.1M |
| 26 | Meba Medical and Benefits Plan Baltimore | $167.8M | $55.3M | $97.9M |
| 27 | The John Hopkins Univ Applied Phys Lab Medical & Dental Insurance Laurel | $153.4M | $153.4M | $15.2M |
| 28 | Bakery & Confectionery Union & Industry Intl Health Benefits Fund Kensington | $150.7M | $30.1M | $275.7M |
| 29 | St. Paul Place Specialists INC Baltimore | $144.8M | $144.8M | $48.9M |
| 30 | Pediatric Physicians Services INC Baltimore | $143.2M | $143.2M | $7.5M |
| 31 | Association of Public Health Laboratories INC Bethesda | $142.3M | $142.2M | $36.1M |
| 32 | Aircraft Owners & Pilots Asso Frederick | $141.1M | $44.8M | $148.2M |
| 33 | Goodwill Industries of the Chesapeake INC Halethorpe | $140.5M | $101.7M | $113.4M |
| 34 | The Abell Foundation INC Baltimore | $134.3M | $0 | $296.4M |
| 35 | Shell Foundation Bethesda | $127.2M | $45.3M | $697.1M |
| 36 | Road Sprinkler Fitters Local 669 Ua Columbia | $115.0M | $80.0M | $166.1M |
| 37 | Maryland Food Bank INC Baltimore | $112.8M | $107.3M | $69.0M |
| 38 | International Union of Painters and Allied Trades Hanover | $106.6M | $53.3M | $96.2M |
| 39 | Amalgamated Transit Union Silver Spring | $104.7M | $47.1M | $226.5M |
| 40 | American Speech Language & Hearing Assn. Rockville | $100.7M | $75.3M | $184.0M |
| 41 | American Nurses Credentialing Center Silver Spring | $98.4M | $86.8M | $124.7M |
| 42 | North East Regional Board of Dental Examiners Linthicum Hts | $94.2M | $32.5M | $29.2M |
| 43 | Baltimore Medical System INC Baltimore | $93.5M | $93.5M | $45.2M |
| 44 | Gilchrist Hospice Care INC Hunt Valley | $91.9M | $83.7M | $268.7M |
| 45 | Service Coordination INC Frederick | $90.9M | $90.9M | $23.4M |
| 46 | Baltimore Washington Healthcare Services INC Linthicum Heights | $89.9M | $89.9M | $7.9M |
| 47 | M M & P Health & Benefit Fund Linthicum Hts | $88.4M | $88.4M | $62.7M |
| 48 | Health & Welfare Tr Fund for Intl Union of Operating Engineers Baltimore | $87.6M | $63.4M | $89.9M |
| 49 | Mercy Health Services INC Baltimore | $87.1M | $87.1M | $52.0M |
| 50 | Columbia Association INC Columbia | $86.9M | $86.1M | $182.2M |