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Employee Compensation Plans - Additional Information (Narrative) (Details) |  |  |  | 12 Months Ended
--- | --- | --- | --- | ---
Feb. 23, 2017 shares | Jan. 26, 2017 shares | Jan. 06, 2017 shares | Dec. 31, 2016 USD ($) employee_compensation_plan shares | Dec. 31, 2015 USD ($) | Dec. 31, 2014 USD ($)
Share-based Compensation Arrangement by Share-based Payment Award [Line Items] |  |  |  |  |  |
Number of Employee Compensation Plans Granted | employee_compensation_plan |  |  |  | 2 |  |
Maximum annual contribution under Defined Contribution Plan |  |  |  | $ 18,000 | $ 18,000 | $ 17,500
Employer contribution to Defined Contribution Plan |  |  |  | 1,300,000 | 1,600,000 | 1,200,000
Deferred bonus amounts |  |  |  | $ 7,700,000 | 8,300,000 | 8,600,000
Vesting period of deferred bonus |  |  |  | 5 years |  |
Company-owned life insurance policy designed to offset a percentage of the EDCP liability |  |  |  | 60.00% |  |
Deferred compensation plans cost |  |  |  | $ 11,800,000 | 8,600,000 | 11,400,000
Restricted Stock |  |  |  |  |  |
Share-based Compensation Arrangement by Share-based Payment Award [Line Items] |  |  |  |  |  |
Granted, Number of shares | shares |  |  |  | 408,207 |  |
Restricted Stock | Class A Stock |  |  |  |  |  |
Share-based Compensation Arrangement by Share-based Payment Award [Line Items] |  |  |  |  |  |
Aggregate intrinsic value of ESP awards outstanding |  |  |  | $ 22,800,000 |  |
The aggregate intrinsic value of ESP awards that are expected to vest |  |  |  | 22,000,000 |  |
Compensation expense relating to the share-based awards |  |  |  | 5,200,000 | 4,600,000 | 5,600,000
Unrecognized compensation cost related to unvested share-based compensation |  |  |  | $ 8,300,000 |  |
Cost is expected to be recognized over a weighted average period |  |  |  | 2 years 19 days |  |
Number of shares of Class A Stock available | shares |  |  |  | 537,841 |  |
Employee Stock Option |  |  |  |  |  |
Share-based Compensation Arrangement by Share-based Payment Award [Line Items] |  |  |  |  |  |
Compensation expense relating to the share-based awards |  |  |  | $ 19,900 | 69,900 | 133,600
Employee Stock Option | Subsequent Event [Member] |  |  |  |  |  |
Share-based Compensation Arrangement by Share-based Payment Award [Line Items] |  |  |  |  |  |
Vesting period under share based payment | 4 years 6 months |  |  |  |  |
Number of Options, Granted | shares | 3,439 |  |  |  |  |
Stock Appreciation Rights [Member] |  |  |  |  |  |
Share-based Compensation Arrangement by Share-based Payment Award [Line Items] |  |  |  |  |  |
Compensation expense relating to the share-based awards |  |  |  | $ 1,000,000 | $ 1,800,000 | $ 380,100
Cost is expected to be recognized over a weighted average period |  |  |  | 2 years 3 months |  |
Aggregate intrinsic value of OARs outstanding and expected to vest |  |  |  | $ 2,100,000 |  |
Liability related to the OARs |  |  |  | 2,700,000 |  |
Total unrecognized compensation cost |  |  |  | $ 3,200,000 |  |
Stock Appreciation Rights [Member] | Subsequent Event [Member] |  |  |  |  |  |
Share-based Compensation Arrangement by Share-based Payment Award [Line Items] |  |  |  |  |  |
Vesting period under share based payment |  |  | 5 years |  |  |
Number Of Stock Appreciation Rights Granted | shares |  |  | 443,630 |  |  |
Employee Share Plan | Minimum [Member] |  |  |  |  |  |
Share-based Compensation Arrangement by Share-based Payment Award [Line Items] |  |  |  |  |  |
Vesting period under share based payment |  |  |  | 3 years |  |
Employee Share Plan | Maximum [Member] |  |  |  |  |  |
Share-based Compensation Arrangement by Share-based Payment Award [Line Items] |  |  |  |  |  |
Vesting period under share based payment |  |  |  | 5 years |  |
Oppenheimer Holdings Inc. Stock Appreciation Right Plan | Stock Appreciation Rights [Member] |  |  |  |  |  |
Share-based Compensation Arrangement by Share-based Payment Award [Line Items] |  |  |  |  |  |
Vesting period under share based payment |  |  |  | 5 years |  |
Equity Incentive Plan |  |  |  |  |  |
Share-based Compensation Arrangement by Share-based Payment Award [Line Items] |  |  |  |  |  |
Share-based Compensation Arrangement by Share-based Payment Award, Expiration Period |  |  |  | 6 months |  |
Equity Incentive Plan | Class A Stock |  |  |  |  |  |
Share-based Compensation Arrangement by Share-based Payment Award [Line Items] |  |  |  |  |  |
Term granted for options |  |  |  | 5 years |  |
Equity Incentive Plan | Second Anniversary |  |  |  |  |  |
Share-based Compensation Arrangement by Share-based Payment Award [Line Items] |  |  |  |  |  |
Vesting percentage under share based payment |  |  |  | 25.00% |  |
Equity Incentive Plan | Third Anniversary |  |  |  |  |  |
Share-based Compensation Arrangement by Share-based Payment Award [Line Items] |  |  |  |  |  |
Vesting percentage under share based payment |  |  |  | 25.00% |  |
Equity Incentive Plan | Fourth Anniversary |  |  |  |  |  |
Share-based Compensation Arrangement by Share-based Payment Award [Line Items] |  |  |  |  |  |
Vesting percentage under share based payment |  |  |  | 25.00% |  |
Equity Incentive Plan | Six Months Before Expiration |  |  |  |  |  |
Share-based Compensation Arrangement by Share-based Payment Award [Line Items] |  |  |  |  |  |
Vesting percentage under share based payment |  |  |  | 25.00% |  |
Stock Incentive Plan 2014 | Subsequent Event [Member] | Class A Stock |  |  |  |  |  |
Share-based Compensation Arrangement by Share-based Payment Award [Line Items] |  |  |  |  |  |
Vesting period under share based payment | 3 years | 3 years |  |  |  |
Granted, Number of shares | shares | 64,100 | 343,500 |  |  |  |
Stock Incentive Plan 2014 | Subsequent Event [Member] | Class A Stock | Non Employee Director |  |  |  |  |  |
Share-based Compensation Arrangement by Share-based Payment Award [Line Items] |  |  |  |  |  |
Granted, Number of shares | shares | 24,500 |  |  |  |  |
Next three years vesting percentage of shares | 25.00% |  |  |  |  |
Executive Deferred Compensation Plan and Deferred Incentive Plan |  |  |  |  |  |
Share-based Compensation Arrangement by Share-based Payment Award [Line Items] |  |  |  |  |  |
Company's deferred compensation liability |  |  |  | $ 49,700,000 |  |
CIBC Deferred Compensation Plan |  |  |  |  |  |
Share-based Compensation Arrangement by Share-based Payment Award [Line Items] |  |  |  |  |  |
Company's deferred compensation liability |  |  |  | $ 15,000,000 |  |

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