| OBSESSION 2014498 · TMA1144491 | Canada Bread Company, Limited | 30 Coffee | Registered | 2022 |
| OBSESSEE 1880625 · TMA1116123 | FUTURE US LLC | 3 Cosmetics8 Hand21 Housewares | Registered | 2021 |
| OBSESSEE 1786663 · TMA1060703 | FUTURE US LLC | 18 Leather25 Clothing35 Advertising+6 | Registered | 2019 |
| OBSESSION 1027369 · TMA573900 | Canada Bread Company, Limited | 30 Coffee | Registered | 2003 |
| OBSESSION 0895885 · TMA524886 | KAUTZ VINEYARDS, INC. DBA IRONSTONE VINEYARDS | 33 Wine | Registered | 2000 |
| OBSESSION 0715781 · TMA451426 · design | CALVIN KLEIN COSMETIC CORPORATION (A DELAWARE CORPORATION) | 25 Clothing | Registered | 1995 |
| OBSESSION 0570864 · TMA355471 · design | CALVIN KLEIN COSMETIC CORPORATION (A DELAWARE CORPORATION) | 3 Cosmetics11 Lighting | Registered | 1989 |
| OBSESSION 0532003 · TMA309228 | CALVIN KLEIN COSMETIC CORPORATION (A DELAWARE CORPORATION) | 3 Cosmetics | Registered | 1985 |
| OBSESSION 2318186 · design | Owner not shown | 21 Housewares | Pending | 2023 |
| Obsessions 2341229 | Owner not listed | 31 Fresh | Pending | 2024 |
| OBSESSO 2020592 · TMA1144534 · design | Owner not shown | 29 Meat30 Coffee32 Beer | Registered | 2022 |
| OBSESSED 1843670 · TMA1055465 · design | CALVIN KLEIN COSMETIC CORPORATION | 3 Cosmetics | Registered | 2019 |
| OBSESSED 1727766 · TMA1008015 | ESTEE LAUDER COSMETICS LTD. | 35 Advertising | Registered | 2018 |
| Obsess 1632464 · TMA889767 | Giant Manufacturing Co. Ltd. | 12 Vehicles | Registered | 2014 |
| OPIZAZZ 2245203 · TMA1263241 | Owner not listed | 5 Pharmaceuticals | Registered | 2024 |
| OBJECTIVEHEALTH 2155962 · TMA1192169 | ObjectiveGI, Inc. | 42 Science | Registered | 2023 |
| OBASISABO 2152105 · TMA1188825 · design | an individual | 16 Paper25 Clothing | Registered | 2023 |
| OVEKOS 2146889 · TMA1204091 · design | quanzhoukaiqing Electronic Commerce Co. Ltd. | 25 Clothing | Registered | 2023 |
| OfficeCastle 2133031 · TMA1195853 | an individual | 16 Paper | Registered | 2023 |
| OVOSICARE 2114591 · TMA1226804 · design | Owner not shown | 5 Pharmaceuticals | Registered | 2024 |
| OBJECTSCALE 2053139 · TMA1282111 | Dell Inc. | 9 Electronics42 Science | Registered | 2025 |
| OPAZZUS 2023197 · TMA1153980 | REGENERON PHARMACEUTICALS, INC. | 5 Pharmaceuticals | Registered | 2022 |
| OBJECTIFMD 1974487 · TMA1126871 | THE BANK OF NOVA SCOTIA | 9 Electronics35 Advertising36 Finance+2 | Registered | 2022 |
| OFFICESTOCK 1927840 · TMA1151096 | 9381961 Canada Inc. | 35 Advertising | Registered | 2022 |
| OBJEQ 1830841 · TMA1001306 | an individual | 9 Electronics | Registered | 2018 |