| Rank | Name | Age | City | Prov | Industries | Companies | Net worth ($Bil) | 2008 Rank | Previous net worth | Change ($Bil) | % Change |
| ▲ | | | | | | | | | | | |
| 1 | Thomson family | - | Toronto | ON | Media, information distribution | Thomson Reuters, Woodbridge Co. Ltd. | 21.99 | 1 | 18.45 | 3.54 | 19.2 |
| 2 | James (J. K.), Arthur, John (Jack) Irving | - | Saint John | NB | Oil, forestry products, gas stations, media, transportation | Irving Oil Ltd., J. D. Irving Ltd. | 7.28 | 2 | 7.11 | 0.17 | 2.3 |
| 3 | Weston, Galen | 69 | Toronto | ON | Food, groceries, real estate, retail | George Weston Ltd., Loblaw Cos. Ltd. | 6.47 | 3 | 6.58 | -0.11 | -1.7 |
| 4 | James (Jimmy) Pattison | 81 | Vancouver | BC | Auto sales, food, media, forestry products, entertainment, export services | Jim Pattison Group | 5.07 | 5 | 4.93 | 0.14 | 2.8 |
| 5 | Rogers Family (Was Ted Rogers) | - | Toronto | ON | Cable TV, communications, pro sports | Rogers Communications Inc. | 4.7 | 4 | 5.05 | -0.35 | -6.9 |
| 6 | Paul Desmarais Sr. | 82 | Montreal | QC | Financial services, energy | Power Corp. of Canada | 4.28 | 8 | 4.11 | 0.17 | 4.2 |
| 7 | Bernard (Barry) Sherman | 67 | Toronto | ON | Pharmaceuticals | Apotex Group of Cos. | 3.85 | 9 | 3.77 | 0.08 | 2.1 |
| 8 | David Azrieli | 87 | Montreal | QC | Real estate | Canpro Investments Ltd. | 3.73 | 7 | 4.15 | -0.42 | -10.2 |
| 9 | Jeff Skoll | 44 | Palo Alto | CA | Internet, media | eBay Inc., Participant Media | 3.59 | 10 | 3.14 | 0.45 | 14.2 |
| 10 | Fred and Ron Mannix | - | Calgary | AB | Mining, energy, real estate | Mancal Group | 2.98 | 11 | 2.83 | 0.14 | 5 |
| 11 | Michael Lazaridis | 48 | Waterloo | ON | Mobile communications | Research In Motion Ltd. | 2.9 | 14 | 2.59 | 0.31 | 11.8 |
| 12 | Saputo Family | - | Montreal | QC | Food, real estate, transportation | Saputo Inc. | 2.76 | 13 | 2.62 | 0.14 | 5.4 |
| 13 | Alan, Barry and Clayton Zekelman | - | Windsor | ON | Steel tubing | Atlas Tube | 2.74 | 15 | 2.58 | 0.16 | 6.2 |
| 14 | Carlo Fidani | 55 | Toronto | ON | Real estate | Orlando Corp. | 2.73 | 12 | 2.71 | 0.02 | 0.8 |
| 15 | Richardson Family | - | Winnipeg | MB | Agriculture, real estate, oil and gas, financial services | James Richardson & Sons Ltd. | 2.72 | 19 | 2.34 | 0.38 | 16.4 |
| 16 | James Balsillie | 48 | Waterloo | ON | Mobile communications | Research In Motion Ltd. | 2.67 | 18 | 2.37 | 0.3 | 12.8 |
| 17 | Daryl Katz | 48 | Edmonton | AB | Drug stores, professional sports | Katz Group of Cos., Edmonton Oilers | 2.36 | 17 | 2.43 | -0.07 | -3.1 |
| 18 | Charles Bronfman | 78 | New York | NY | Entertainment, investing | Vivendi | 2.33 | 20 | 2.27 | 0.07 | 3 |
| 19 | Harrison McCain Family | - | Florenceville | NB | Frozen foods | McCain Foods Ltd. | 2.3 | 21 | 2.11 | 0.19 | 8.8 |
| 20 | Alex Shnaider | 41 | Toronto | ON | Steel, real estate, food production and retail | Midland Resources Holding Ltd. | 2.13 | 6 | 4.25 | -2.12 | -49.8 |
| 21 | Allan Slaight | 78 | Toronto | ON | Broadcasting | Standard Broadcasting Corp. Ltd. | 1.98 | 23 | 1.95 | 0.03 | 1.6 |
| 22 | Wallace McCain | 79 | Toronto | ON | Frozen foods, food processing | McCain Foods Ltd., Maple Leaf Foods Inc. | 1.93 | 25 | 1.75 | 0.18 | 10.2 |
| 23 | Murray Edwards | 49 | Calgary | AB | Oil and gas, aerospace, pro sports, resorts | Canadian Natural Resources Ltd., Ensign Energy Services Inc., Calgary Flames | 1.9 | 27 | 1.65 | 0.26 | 15.6 |
| 24 | Bombardier Family | - | Montreal | QC | Aerospace, rail | Bombardier Inc., Bombardier Recreational Products Inc. | 1.9 | 22 | 2.04 | -0.14 | -6.9 |
| 25 | Stephen Jarislowsky | 84 | Montreal | QC | Investing | Jarislowsky Fraser Ltd. | 1.85 | 31 | 1.48 | 0.37 | 25 |
| 26 | Marcel Adams | 89 | Montreal | QC | Real estate | Iberville Developments Ltd. | 1.74 | 26 | 1.75 | 0 | -0.2 |
| 27 | Reichmann Family | - | Toronto | ON | Real estate | Canary Wharf Group PLC, O&Y Properties Corp., Reichmann International Development Corp. | 1.72 | 28 | 1.64 | 0.09 | 5.2 |
| 28 | Michael Lee-Chin | 58 | Burlington | ON | Financial services, communications | AIC Ltd., National Commercial Bank Jamaica Ltd., Columbus Communications Inc. | 1.7 | 16 | 2.44 | -0.74 | -30.4 |
| 29 | Lalji Family | - | Vancouver | BC | Real estate | Larco Investments Ltd. | 1.7 | 29 | 1.62 | 0.08 | 5.2 |
| 30 | Sobey Family | - | New Glasgow | NS | Groceries, real estate | Empire Co. Ltd. | 1.67 | 24 | 1.78 | -0.11 | -6 |
| 31 | Terence (Terry) Matthews | 66 | Ottawa | ON | Telecommunications, real estate | Newbridge Networks Corp., Wesley Clover Corp., Alcatel | 1.65 | 30 | 1.49 | 0.17 | 11.2 |
| 32 | Robert Friedland | 59 | Singapore | | Mining, energy | Ivanhoe Mines Ltd., Ivanhoe Energy Inc. | 1.59 | 93 | 0.5 | 1.09 | 216.6 |
| 33 | Brandt Louie | 66 | Burnaby | BC | Pharmacies, groceries | H. Y. Louie Co. Ltd. | 1.57 | 33 | 1.4 | 0.16 | 11.5 |
| 34 | David Cheriton | 57 | Palo Alto | CA | Technology | Google Inc. | 1.55 | 38 | 1.29 | 0.26 | 20.3 |
| 35 | Guy Laliberté | 50 | Montreal | QC | Entertainment | Cirque du Soleil | 1.5 | 32 | 1.47 | 0.02 | 1.5 |
| 36 | Clay Riddell | 72 | Calgary | AB | Oil, restaurants, pro sports | Paramount Resources Ltd., Paramount Energy Trust, Trilogy Energy Trust | 1.41 | 46 | 1.14 | 0.27 | 24 |
| 37 | Mitchell Goldhar | 48 | Toronto | ON | Real estate | SmartCentres Inc., Calloway REIT | 1.37 | 50 | 1.06 | 0.32 | 30.2 |
| 38 | Muzzo Family | - | Woodbridge | ON | Real estate | Muzzo Group of Cos. | 1.33 | 35 | 1.32 | 0.01 | 0.8 |
| 39 | Bob Gaglardi | 68 | Vancouver | BC | Real estate, hotels, restaurants | Northland Properties Ltd. | 1.31 | 34 | 1.35 | -0.04 | -2.8 |
| 40 | Seymour Schulich | 69 | Toronto | ON | Oil, mining | Newmont Mining Corp. of Canada Ltd., Canadian Oil Sands Trust | 1.31 | 42 | 1.2 | 0.11 | 9.2 |
| 41 | John MacBain | 51 | Geneva | CH | Media | Trader Classified Media NV | 1.31 | 37 | 1.29 | 0.02 | 1.3 |
| 42 | Gerald (Gerry) Schwartz and Heather Reisman | - | Toronto | ON | Books, auto parts, computer parts, real estate, movies, health care | Onex Corp., Indigo Books & Music Inc. | 1.29 | 44 | 1.18 | 0.12 | 10 |
| 43 | Peter Gilgan | 59 | Oakville | ON | Home building | Mattamy Homes Ltd. | 1.23 | 40 | 1.22 | 0.01 | 0.6 |
| 44 | Michael DeGroote | 75 | Bermuda | | Waste disposal, transportation, professional services | CBIZ Inc., AutoNation Inc., Laidlaw Inc. | 1.22 | 39 | 1.26 | -0.04 | -3.6 |
| 45 | Jean Coutu | 82 | Montreal | QC | Pharmacies | Jean Coutu Group (PJC) Inc. | 1.21 | 55 | 0.95 | 0.26 | 27.2 |
| 46 | Joseph and Ted Burnett | - | Toronto | ON | Real estate, retail, food, horses | Burnac Corp. | 1.19 | 43 | 1.19 | 0 | 0.1 |
| 47 | Robert Miller | 67 | Montreal | QC | Electronic-component distribution, computer parts, real estate | Future Electronics Inc. | 1.19 | 36 | 1.32 | -0.13 | -9.8 |
| 48 | Frank Stronach | 77 | Oberwaltersdorf | AT | Auto parts, horses | Magna International Inc. | 1.19 | 51 | 1.04 | 0.14 | 13.9 |
| 49 | Douglas Fregin | 49 | Waterloo | ON | Mobile communications | Research In Motion Ltd. | 1.17 | 52 | 1.03 | 0.14 | 13.8 |
| 50 | Alfredo (Fred) DeGasperis | 75 | Concord | ON | Real estate, construction | Metrus Developments Inc., Con-Strada Group of Cos. | 1.15 | 45 | 1.14 | 0.01 | 0.9 |