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Supplemental Guarantor Condensed Consolidated Financial Statements - Condensed Consolidating Statement of Operations (Details) - USD ($) $ in Thousands | 3 Months Ended | 12 Months Ended
--- | --- | ---
Dec. 31, 2019 | Sep. 30, 2019 | Jun. 30, 2019 | Mar. 31, 2019 | Dec. 31, 2018 | Sep. 30, 2018 | Jun. 30, 2018 | Mar. 31, 2018 | Dec. 31, 2019 | Dec. 31, 2018 | Dec. 31, 2017
REVENUES |  |  |  |  |  |  |  |  |  |  |
Commissions |  |  |  |  |  |  |  |  | $ 320,114 | $ 329,668 | $ 336,620
Investment Advisory Fee Revenue |  |  |  |  |  |  |  |  | 353,671 | 314,349 | 320,746
Investment banking |  |  |  |  |  |  |  |  | 126,211 | 115,353 | 78,215
Sweep Interest Income from FDIC-Insured Bank Deposits |  |  |  |  |  |  |  |  | 117,422 | 116,052 | 76,839
Interest |  |  |  |  |  |  |  |  | 50,723 | 52,484 | 48,498
Principal transactions, net |  |  |  |  |  |  |  |  | 30,094 | 14,461 | 23,273
Other |  |  |  |  |  |  |  |  | 35,144 | 15,787 | 36,147
Total revenue | $ 295,881 | $ 234,793 | $ 250,935 | $ 251,770 | $ 243,254 | $ 237,814 | $ 242,556 | $ 234,530 | 1,033,379 | 958,154 | 920,338
EXPENSES |  |  |  |  |  |  |  |  |  |  |
Compensation and related expenses |  |  |  |  |  |  |  |  | 657,714 | 607,192 | 602,138
Communications and technology |  |  |  |  |  |  |  |  | 81,588 | 74,479 | 71,978
Occupancy and equipment costs |  |  |  |  |  |  |  |  | 62,198 | 61,171 | 61,164
Clearing and exchange fees |  |  |  |  |  |  |  |  | 21,962 | 22,985 | 23,545
Interest |  |  |  |  |  |  |  |  | 45,687 | 46,396 | 28,354
Other |  |  |  |  |  |  |  |  | 89,318 | 101,062 | 113,607
Total expenses | 260,908 | 228,297 | 233,544 | 235,718 | 227,677 | 230,660 | 230,039 | 224,909 | 958,467 | 913,285 | 900,786
Income (loss) before income taxes from continuing operations | 34,973 | 6,496 | 17,391 | 16,052 | 15,577 | 7,154 | 12,517 | 9,621 | 74,912 | 44,869 | 19,552
Other Income Tax Expense (Benefit), Continuing Operations | 9,538 | 2,547 | 5,016 | 4,858 | 7,316 | 2,083 | 3,662 | 2,916 | 21,959 | 15,977 | (2,134)
Income (Loss) from Continuing Operations, Net of Tax, Including Portion Attributable to Noncontrolling Interest |  |  |  |  |  |  |  |  | 52,953 | 28,892 | 21,686
Discontinued Operation, Income (Loss) from Discontinued Operation, before Income Tax |  |  |  |  |  |  |  |  | 0 | 0 | 2,071
Equity in earnings of subsidiaries |  |  |  |  |  |  |  |  | 0 | 0 | 0
Discontinued Operation, Tax Effect of Discontinued Operation |  |  |  |  |  |  |  |  | 0 | 0 | 941
Income (Loss) from Discontinued Operations, Net of Tax, Attributable to Parent |  |  |  |  |  |  |  |  | 0 | 0 | 1,130
Net income (loss) attributable to Oppenheimer Holdings Inc. | $ 25,435 | $ 3,949 | $ 12,375 | $ 11,194 | $ 8,261 | $ 5,071 | $ 8,855 | $ 6,705 | 52,953 | 28,892 | 22,816
Other comprehensive income |  |  |  |  |  |  |  |  | 1,596 | (1,417) | 2,263
Total comprehensive income |  |  |  |  |  |  |  |  | 54,549 | 27,475 | 25,079
Eliminations |  |  |  |  |  |  |  |  |  |  |
REVENUES |  |  |  |  |  |  |  |  |  |  |
Commissions |  |  |  |  |  |  |  |  | 0 | 0 | 0
Investment Advisory Fee Revenue |  |  |  |  |  |  |  |  | (4,347) | (4,418) | (4,120)
Investment banking |  |  |  |  |  |  |  |  | 0 | 0 | (3,000)
Sweep Interest Income from FDIC-Insured Bank Deposits |  |  |  |  |  |  |  |  | 0 | 0 | 0
Interest |  |  |  |  |  |  |  |  | (8,290) | (8,310) | (9,639)
Principal transactions, net |  |  |  |  |  |  |  |  | (12) | (54) | 0
Other |  |  |  |  |  |  |  |  | 1 | (438) | (359)
Total revenue |  |  |  |  |  |  |  |  | (12,648) | (13,220) | (17,118)
EXPENSES |  |  |  |  |  |  |  |  |  |  |
Compensation and related expenses |  |  |  |  |  |  |  |  | (7) | 0 | 0
Communications and technology |  |  |  |  |  |  |  |  | 0 | 0 | 0
Occupancy and equipment costs |  |  |  |  |  |  |  |  | 1 | (439) | (359)
Clearing and exchange fees |  |  |  |  |  |  |  |  | 0 | 0 | 0
Interest |  |  |  |  |  |  |  |  | (8,291) | (8,309) | (9,639)
Other |  |  |  |  |  |  |  |  | (4,351) | (4,418) | (7,120)
Total expenses |  |  |  |  |  |  |  |  | (12,648) | (13,166) | (17,118)
Income (loss) before income taxes from continuing operations |  |  |  |  |  |  |  |  | 0 | (54) | 0
Other Income Tax Expense (Benefit), Continuing Operations |  |  |  |  |  |  |  |  | 0 | 0 | 0
Income (Loss) from Continuing Operations, Net of Tax, Including Portion Attributable to Noncontrolling Interest |  |  |  |  |  |  |  |  | 0 | (54) | 0
Discontinued Operation, Income (Loss) from Discontinued Operation, before Income Tax |  |  |  |  |  |  |  |  |  |  | 0
Equity in earnings of subsidiaries |  |  |  |  |  |  |  |  | (122,769) | (77,285) | (48,588)
Discontinued Operation, Tax Effect of Discontinued Operation |  |  |  |  |  |  |  |  |  |  | 0
Income (Loss) from Discontinued Operations, Net of Tax, Attributable to Parent |  |  |  |  |  |  |  |  |  |  | 0
Net income (loss) attributable to Oppenheimer Holdings Inc. |  |  |  |  |  |  |  |  | (122,769) | (77,339) | (48,588)
Other comprehensive income |  |  |  |  |  |  |  |  | 0 | 0 | 0
Total comprehensive income |  |  |  |  |  |  |  |  | (122,769) | (77,339) | (48,588)
Parent |  |  |  |  |  |  |  |  |  |  |
REVENUES |  |  |  |  |  |  |  |  |  |  |
Commissions |  |  |  |  |  |  |  |  | 0 | 0 | 0
Investment Advisory Fee Revenue |  |  |  |  |  |  |  |  | 0 | 0 | 0
Investment banking |  |  |  |  |  |  |  |  | 0 | 0 | 0
Sweep Interest Income from FDIC-Insured Bank Deposits |  |  |  |  |  |  |  |  | 0 | 0 | 0
Interest |  |  |  |  |  |  |  |  | 237 | 66 | 0
Principal transactions, net |  |  |  |  |  |  |  |  | 0 | 0 | 0
Other |  |  |  |  |  |  |  |  | 3 | 0 | 22
Total revenue |  |  |  |  |  |  |  |  | 240 | 66 | 22
EXPENSES |  |  |  |  |  |  |  |  |  |  |
Compensation and related expenses |  |  |  |  |  |  |  |  | 1,323 | 1,548 | 1,237
Communications and technology |  |  |  |  |  |  |  |  | 172 | 163 | 160
Occupancy and equipment costs |  |  |  |  |  |  |  |  | 0 | 0 | 0
Clearing and exchange fees |  |  |  |  |  |  |  |  | 0 | 0 | 0
Interest |  |  |  |  |  |  |  |  | 12,319 | 13,500 | 13,740
Other |  |  |  |  |  |  |  |  | 2,814 | 1,208 | 4,969
Total expenses |  |  |  |  |  |  |  |  | 16,628 | 16,419 | 20,106
Income (loss) before income taxes from continuing operations |  |  |  |  |  |  |  |  | (16,388) | (16,353) | (20,084)
Other Income Tax Expense (Benefit), Continuing Operations |  |  |  |  |  |  |  |  | (4,609) | (4,371) | (7,110)
Income (Loss) from Continuing Operations, Net of Tax, Including Portion Attributable to Noncontrolling Interest |  |  |  |  |  |  |  |  | (11,779) | (11,982) | (12,974)
Discontinued Operation, Income (Loss) from Discontinued Operation, before Income Tax |  |  |  |  |  |  |  |  |  |  | 0
Equity in earnings of subsidiaries |  |  |  |  |  |  |  |  | 64,732 | 40,874 | 35,790
Discontinued Operation, Tax Effect of Discontinued Operation |  |  |  |  |  |  |  |  |  |  | 0
Income (Loss) from Discontinued Operations, Net of Tax, Attributable to Parent |  |  |  |  |  |  |  |  |  |  | 0
Net income (loss) attributable to Oppenheimer Holdings Inc. |  |  |  |  |  |  |  |  | 52,953 | 28,892 | 22,816
Other comprehensive income |  |  |  |  |  |  |  |  | 0 | 0 | 0
Total comprehensive income |  |  |  |  |  |  |  |  | 52,953 | 28,892 | 22,816
Guarantor Subsidiaries |  |  |  |  |  |  |  |  |  |  |
REVENUES |  |  |  |  |  |  |  |  |  |  |
Commissions |  |  |  |  |  |  |  |  | 0 | 0 | 0
Investment Advisory Fee Revenue |  |  |  |  |  |  |  |  | 1,853 | 1,938 | 1,752
Investment banking |  |  |  |  |  |  |  |  | 0 | 0 | 0
Sweep Interest Income from FDIC-Insured Bank Deposits |  |  |  |  |  |  |  |  | 0 | 0 | 0
Interest |  |  |  |  |  |  |  |  | 8,238 | 8,247 | 9,589
Principal transactions, net |  |  |  |  |  |  |  |  | 118 | 0 | 17
Other |  |  |  |  |  |  |  |  | 2 | 443 | 361
Total revenue |  |  |  |  |  |  |  |  | 10,211 | 10,628 | 11,719
EXPENSES |  |  |  |  |  |  |  |  |  |  |
Compensation and related expenses |  |  |  |  |  |  |  |  | 0 | 0 | 0
Communications and technology |  |  |  |  |  |  |  |  | 0 | 0 | 0
Occupancy and equipment costs |  |  |  |  |  |  |  |  | (1) | 0 | 0
Clearing and exchange fees |  |  |  |  |  |  |  |  | 0 | 0 | 0
Interest |  |  |  |  |  |  |  |  | 0 | 0 | 0
Other |  |  |  |  |  |  |  |  | 1,366 | 4,059 | 1,382
Total expenses |  |  |  |  |  |  |  |  | 1,365 | 4,059 | 1,382
Income (loss) before income taxes from continuing operations |  |  |  |  |  |  |  |  | 8,846 | 6,569 | 10,337
Other Income Tax Expense (Benefit), Continuing Operations |  |  |  |  |  |  |  |  | 2,151 | 2,052 | (12,655)
Income (Loss) from Continuing Operations, Net of Tax, Including Portion Attributable to Noncontrolling Interest |  |  |  |  |  |  |  |  | 6,695 | 4,517 | 22,992
Discontinued Operation, Income (Loss) from Discontinued Operation, before Income Tax |  |  |  |  |  |  |  |  |  |  | 0
Equity in earnings of subsidiaries |  |  |  |  |  |  |  |  | 58,037 | 36,411 | 12,798
Discontinued Operation, Tax Effect of Discontinued Operation |  |  |  |  |  |  |  |  |  |  | 0
Income (Loss) from Discontinued Operations, Net of Tax, Attributable to Parent |  |  |  |  |  |  |  |  |  |  | 0
Net income (loss) attributable to Oppenheimer Holdings Inc. |  |  |  |  |  |  |  |  | 64,732 | 40,928 | 35,790
Other comprehensive income |  |  |  |  |  |  |  |  | 0 | 0 | 0
Total comprehensive income |  |  |  |  |  |  |  |  | 64,732 | 40,928 | 35,790
Non-Guarantor Subsidiaries |  |  |  |  |  |  |  |  |  |  |
REVENUES |  |  |  |  |  |  |  |  |  |  |
Commissions |  |  |  |  |  |  |  |  | 320,114 | 329,668 | 336,620
Investment Advisory Fee Revenue |  |  |  |  |  |  |  |  | 356,165 | 316,829 | 323,114
Investment banking |  |  |  |  |  |  |  |  | 126,211 | 115,353 | 81,215
Sweep Interest Income from FDIC-Insured Bank Deposits |  |  |  |  |  |  |  |  | 117,422 | 116,052 | 76,839
Interest |  |  |  |  |  |  |  |  | 50,538 | 52,481 | 48,548
Principal transactions, net |  |  |  |  |  |  |  |  | 29,988 | 14,515 | 23,256
Other |  |  |  |  |  |  |  |  | 35,138 | 15,782 | 36,123
Total revenue |  |  |  |  |  |  |  |  | 1,035,576 | 960,680 | 925,715
EXPENSES |  |  |  |  |  |  |  |  |  |  |
Compensation and related expenses |  |  |  |  |  |  |  |  | 656,398 | 605,644 | 600,901
Communications and technology |  |  |  |  |  |  |  |  | 81,416 | 74,316 | 71,818
Occupancy and equipment costs |  |  |  |  |  |  |  |  | 62,198 | 61,610 | 61,523
Clearing and exchange fees |  |  |  |  |  |  |  |  | 21,962 | 22,985 | 23,545
Interest |  |  |  |  |  |  |  |  | 41,659 | 41,205 | 24,253
Other |  |  |  |  |  |  |  |  | 89,489 | 100,213 | 114,376
Total expenses |  |  |  |  |  |  |  |  | 953,122 | 905,973 | 896,416
Income (loss) before income taxes from continuing operations |  |  |  |  |  |  |  |  | 82,454 | 54,707 | 29,299
Other Income Tax Expense (Benefit), Continuing Operations |  |  |  |  |  |  |  |  | 24,417 | 18,296 | 17,631
Income (Loss) from Continuing Operations, Net of Tax, Including Portion Attributable to Noncontrolling Interest |  |  |  |  |  |  |  |  | 58,037 | 36,411 | 11,668
Discontinued Operation, Income (Loss) from Discontinued Operation, before Income Tax |  |  |  |  |  |  |  |  |  |  | 2,071
Equity in earnings of subsidiaries |  |  |  |  |  |  |  |  | 0 | 0 | 0
Discontinued Operation, Tax Effect of Discontinued Operation |  |  |  |  |  |  |  |  |  |  | 941
Income (Loss) from Discontinued Operations, Net of Tax, Attributable to Parent |  |  |  |  |  |  |  |  |  |  | 1,130
Net income (loss) attributable to Oppenheimer Holdings Inc. |  |  |  |  |  |  |  |  | 58,037 | 36,411 | 12,798
Other comprehensive income |  |  |  |  |  |  |  |  | 1,596 | (1,417) | 2,263
Total comprehensive income |  |  |  |  |  |  |  |  | $ 59,633 | $ 34,994 | $ 15,061

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