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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, 2016
Sep. 30, 2016
Jun. 30, 2016
Mar. 31, 2016
Dec. 31, 2015
Sep. 30, 2015
Jun. 30, 2015
Mar. 31, 2015
Dec. 31, 2016
Dec. 31, 2015
Dec. 31, 2014
REVENUES                      
Commissions                 $ 377,317 $ 417,559 $ 469,829
Advisory fees                 269,119 280,247 281,680
Investment banking                 81,011 102,540 125,598
Interest                 47,649 49,032 47,505
Principal transactions, net                 20,481 15,180 27,515
Other                 62,202 33,243 29,008
Total revenue $ 218,945 $ 211,804 $ 212,074 $ 214,956 $ 225,189 $ 207,478 $ 227,959 $ 237,175 857,779 897,801 981,135
EXPENSES                      
Compensation and related expenses                 584,710 610,820 654,396
Communications and technology                 70,390 66,549 66,750
Occupancy and equipment costs                 60,791 62,842 62,671
Clearing and exchange fees                 25,126 26,022 24,709
Interest                 19,437 16,329 16,956
Other                 119,217 117,667 138,463
Total expenses 226,441 213,614 217,320 222,296 229,757 210,051 229,060 231,361 879,671 900,229 963,945
Income (loss) before income taxes from continuing operations (7,496) (1,810) (5,246) (7,340) (4,568) (2,573) (1,101) 5,814 (21,892) (2,428) 17,190
Other Income Tax Expense (Benefit), Continuing Operations (5,072) (751) (2,627) (3,812) (712) (1,437) 400 2,155 (12,262) 406 12,134
Income (Loss) from Continuing Operations, Net of Tax, Including Portion Attributable to Noncontrolling Interest (2,424) (1,059) (2,619) (3,528) (3,856) (1,136) (1,501) 3,659 (9,630) (2,834) 5,056
Discontinued Operation, Income (Loss) from Discontinued Operation, before Income Tax                 17,339 9,139 8,546
Equity in earnings of subsidiaries                 0 0 [1] 0
Net income (1,665) (646) 6,711 (3,909) (3,091) (777) 645 6,121 491 2,898 9,561
Discontinued Operation, Tax Effect of Discontinued Operation                 7,218 3,407 4,041
Income (Loss) from Discontinued Operations, Net of Tax, Including Portion Attributable to Noncontrolling Interest 759 413 9,330 (381) 765 359 2,146 2,462 10,121 5,732 4,505
Less net income attributable to noncontrolling interest, net of tax 125 66 1,523 (62) 53 131 350 402 1,652 936 735
Net income (loss) attributable to Oppenheimer Holdings Inc. $ (1,790) $ (712) $ 5,188 $ (3,847) $ (3,144) $ (908) $ 295 $ 5,719 (1,161) 1,962 8,826
Other comprehensive income                 220 17 (2,627)
Total comprehensive income (loss)                 (941) 1,979 6,199
Eliminations                      
REVENUES                      
Commissions                 0 0 0
Advisory fees                 (4,215) (3,682) (3,244)
Investment banking                 0 0 0
Interest                 (10,397) (10,261) (10,431)
Principal transactions, net                 0 (64) 0
Other                 (325) (300) (425)
Total revenue                 (14,937) (14,307) (14,100)
EXPENSES                      
Compensation and related expenses                 0 0 0
Communications and technology                 0 0 0
Occupancy and equipment costs                 (325) (300) (425)
Clearing and exchange fees                 0 0 0
Interest                 (10,397) (10,261) (10,431)
Other                 (4,215) (3,746) (3,244)
Total expenses                 (14,937) (14,307) (14,100)
Income (loss) before income taxes from continuing operations                 0 0 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 0 0
Discontinued Operation, Income (Loss) from Discontinued Operation, before Income Tax                 0 0 0
Equity in earnings of subsidiaries                 (6,294) (18,636) (34,698)
Net income                 (6,294) (18,636) (34,698)
Discontinued Operation, Tax Effect of Discontinued Operation                 0 0 0
Income (Loss) from Discontinued Operations, Net of Tax, Including Portion Attributable to Noncontrolling Interest                 0 0 0
Less net income attributable to noncontrolling interest, net of tax                 0 0 0
Net income (loss) attributable to Oppenheimer Holdings Inc.                 (6,294) (18,636) (34,698)
Other comprehensive income                 0 0 0
Total comprehensive income (loss)                 (6,294) (18,636) (34,698)
Guarantor Subsidiaries                      
REVENUES                      
Commissions                 0 0 0
Advisory fees                 1,571 1,296 1,139
Investment banking                 0 0 0
Interest                 10,242 10,237 10,482
Principal transactions, net                 16 0 164
Other                 326 370 477
Total revenue                 12,155 11,903 12,262
EXPENSES                      
Compensation and related expenses                 0 0 0
Communications and technology                 0 0 0
Occupancy and equipment costs                 0 0 0
Clearing and exchange fees                 0 0 0
Interest                 0 0 0
Other                 1,284 892 733
Total expenses                 1,284 892 733
Income (loss) before income taxes from continuing operations                 10,871 11,011 11,529
Other Income Tax Expense (Benefit), Continuing Operations                 3,325 5,553 3,971
Income (Loss) from Continuing Operations, Net of Tax, Including Portion Attributable to Noncontrolling Interest                 7,546 5,458 7,558
Discontinued Operation, Income (Loss) from Discontinued Operation, before Income Tax                 0 0 0
Equity in earnings of subsidiaries                 (626) 6,589 13,570
Net income                 6,920 12,047 21,128
Discontinued Operation, Tax Effect of Discontinued Operation                 0 0 0
Income (Loss) from Discontinued Operations, Net of Tax, Including Portion Attributable to Noncontrolling Interest                 0 0 0
Less net income attributable to noncontrolling interest, net of tax                 0 0 0
Net income (loss) attributable to Oppenheimer Holdings Inc.                 6,920 12,047 21,128
Other comprehensive income                 0 0 0
Total comprehensive income (loss)                 6,920 12,047 21,128
Non-Guarantor Subsidiaries                      
REVENUES                      
Commissions                 377,317 417,559 469,829
Advisory fees                 271,763 282,633 283,785
Investment banking                 81,011 102,540 125,598
Interest                 47,804 49,056 47,454
Principal transactions, net                 20,465 15,244 27,351
Other                 62,201 33,173 28,956
Total revenue                 860,561 900,205 982,973
EXPENSES                      
Compensation and related expenses                 583,469 609,635 653,349
Communications and technology                 70,266 66,407 66,605
Occupancy and equipment costs                 61,116 63,142 63,096
Clearing and exchange fees                 25,126 26,022 24,709
Interest                 16,709 13,465 12,986
Other                 120,261 118,858 136,348
Total expenses                 876,947 897,529 957,093
Income (loss) before income taxes from continuing operations                 (16,386) 2,676 25,880
Other Income Tax Expense (Benefit), Continuing Operations                 (7,291) 883 16,080
Income (Loss) from Continuing Operations, Net of Tax, Including Portion Attributable to Noncontrolling Interest                 (9,095) 1,793 9,800
Discontinued Operation, Income (Loss) from Discontinued Operation, before Income Tax                 17,339 9,139 8,546
Equity in earnings of subsidiaries                 0 0 0
Net income                 1,026 7,525 14,305
Discontinued Operation, Tax Effect of Discontinued Operation                 7,218 3,407 4,041
Income (Loss) from Discontinued Operations, Net of Tax, Including Portion Attributable to Noncontrolling Interest                 10,121 5,732 4,505
Less net income attributable to noncontrolling interest, net of tax                 1,652 936 735
Net income (loss) attributable to Oppenheimer Holdings Inc.                 (626) 6,589 13,570
Other comprehensive income                 220 17 (2,627)
Total comprehensive income (loss)                 (406) 6,606 10,943
Parent                      
REVENUES                      
Commissions                 0 0 0
Advisory fees                 0 0 0
Investment banking                 0 0 0
Interest                 0 0 0
Principal transactions, net                 0 0 0
Other                 0 0 0
Total revenue                 0 0 0
EXPENSES                      
Compensation and related expenses                 1,241 1,185 1,047
Communications and technology                 124 142 145
Occupancy and equipment costs                 0 0 0
Clearing and exchange fees                 0 0 0
Interest                 13,125 13,125 14,401
Other                 1,887 1,663 4,626
Total expenses                 16,377 16,115 20,219
Income (loss) before income taxes from continuing operations                 (16,377) (16,115) (20,219)
Other Income Tax Expense (Benefit), Continuing Operations                 (8,296) (6,030) (7,917)
Income (Loss) from Continuing Operations, Net of Tax, Including Portion Attributable to Noncontrolling Interest                 (8,081) (10,085) (12,302)
Discontinued Operation, Income (Loss) from Discontinued Operation, before Income Tax                 0 0 0
Equity in earnings of subsidiaries                 6,920 12,047 21,128
Net income                 (1,161) 1,962 8,826
Discontinued Operation, Tax Effect of Discontinued Operation                 0 0 0
Income (Loss) from Discontinued Operations, Net of Tax, Including Portion Attributable to Noncontrolling Interest                 0 0 0
Less net income attributable to noncontrolling interest, net of tax                 0 0 0
Net income (loss) attributable to Oppenheimer Holdings Inc.                 (1,161) 1,962 8,826
Other comprehensive income                 0 0 0
Total comprehensive income (loss)                 $ (1,161) $ 1,962 $ 8,826
[1] (Expressed in thousands)Parent Guarantorsubsidiaries Non-guarantorSubsidiaries Eliminations ConsolidatedREVENUES Commissions$— $— $417,559 $— $417,559Advisory fees— 1,296 282,633 (3,682) 280,247Investment banking— — 102,540 — 102,540Interest— 10,237 49,056 (10,261) 49,032Principal transactions, net— — 15,244 (64) 15,180Other— 370 33,173 (300) 33,243Total revenue— 11,903 900,205 (14,307) 897,801EXPENSES Compensation and related expenses1,185 — 609,635 — 610,820Communications and technology142 — 66,407 — 66,549Occupancy and equipment costs— — 63,142 (300) 62,842Clearing and exchange fees— — 26,022 — 26,022Interest13,125 — 13,465 (10,261) 16,329Other1,663 892 118,858 (3,746) 117,667Total expenses16,115 892 897,529 (14,307) 900,229Income (loss) before income taxes(16,115) 11,011 2,676 — (2,428)Income taxes(6,030) 5,553 883 — 406Net income (loss) from continuing operations(10,085) 5,458 1,793 — (2,834) Discontinued operations Income from discontinued operations— — 9,139 — 9,139Income taxes— — 3,407 — 3,407Net income from discontinued operations— — 5,732 — 5,732 Equity in earnings of subsidiaries12,047 6,589 — (18,636) —Net income1,962 12,047 7,525 (18,636) 2,898Less net income attributable to noncontrolling interest, net of tax— — 936 — 936Net income attributable to Oppenheimer Holdings Inc.1,962 12,047 6,589 (18,636) 1,962Other comprehensive income— — 17 — 17Total comprehensive income$1,962 $12,047 $6,606 $(18,636) $1,979