Oppenheimer Holdings Inc

OPYNYSE · USD
119.78USD+1.22 (+1.03%)
739

Oppenheimer Holdings Inc (OPY) Wheel Strategy

OPY wheel strategy scan found 29 cash-secured put setups on the previous trading day. Probability of expiring worthless is above 50%. Annualized returns reach up to 45.7%.

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Running a OPY wheel strategy lets you generate consistent premium income on Oppenheimer Holdings Inc while setting your own entry and exit prices on the underlying. Oppenheimer Holdings Inc's wheel combines cash-secured puts and covered calls into a repeatable cycle: sell puts at strikes where you'd be happy to own OPY, and if assigned, sell calls at strikes where you'd be happy to sell. Use our scanner to find the best OPY wheel strategy setups in real time.

The wheel works best on liquid, high-quality names with stable fundamentals and active options markets — exactly the profile many large-cap leaders fit. The mechanics are simple: sell a cash-secured put on OPY, collect premium, and either keep the premium if it expires worthless or take assignment at a discount to current price. Once assigned, sell covered calls against the shares to keep collecting premium until they're called away. Choosing the right strikes, expirations, and IV environment is what separates a profitable OPY wheel from a losing one.

Oppenheimer Holdings Inc., through its subsidiaries, operates as a middle-market investment bank and full-service broker-dealer in the Americas, Europe, the Middle East, and Asia. The company offers brokerage services covering exchange-traded and over-the-counter corporate equity and debt securities, money market instruments, exchange-traded options and futures contracts, municipal bonds, mutual funds, exchange-traded funds, and unit investment trusts; financial and wealth planning services; and margin lending services. It also provides asset management services, including separately managed accounts, mutual fund managed accounts, discretionary portfolio management programs, non-discretionary investment advisory and consultation services, alternative investments, portfolio enhancement programs, and institutional taxable fixed income portfolio management strategies and solutions, as well as taxable and non-taxable fixed income portfolios and strategies.

In addition, the company offers investment banking services, such as strategic advisory services and capital markets products; merger and acquisition, equities capital market, and debt capital market products and services; and institutional equity sales and trading, equity research, equity derivatives and index options, convertible bonds, and trading services. Further, it provides institutional fixed income sales and trading, fixed income research, public finance, and municipal trading services; repurchase agreements and securities lending services; and proprietary trading and investment activities. Additionally, the company offers underwritings, market-making, trust, and discount services. It serves high-net-worth individuals and families, corporate executives, public and private businesses, institutions and corporations, governments, financial sponsors, and domestic and international investors. Oppenheimer Holdings Inc. was founded in 1881 and is headquartered in New York, New York.

The difference between a wheel that compounds and one that bleeds comes down to strike selection, IV timing, and discipline on assignment. Our scanner handles the heavy lifting: it ranks every leg of the OPY wheel strategy by delta, premium yield, IV rank, and days to expiration, so you can deploy capital where the math works. Build your OPY wheel strategy on data, not gut feel — and let the options wheel do what it does best: pay you to wait.

Oct 16, 2026115.00$2.30$3.60-0.352526%63.9%45.7%1
Oct 16, 2026110.00$1.10$2.65-0.252526%79.5%35.2%1
Nov 20, 2026115.00$4.20$5.60-0.376026%58.4%29.6%0
Oct 16, 2026105.00$0.05$1.68-0.172526%90.6%23.3%0
Dec 18, 2026115.00$4.90$6.45-0.378826%56.5%23.3%0
Nov 20, 2026110.00$2.30$3.70-0.276026%69.6%20.5%0
Dec 18, 2026110.00$2.90$4.55-0.298826%66.0%17.2%0
Mar 19, 2027115.00$7.90$9.20-0.3717926%53.5%16.3%2
Nov 20, 2026105.00$1.05$2.78-0.216026%79.6%16.1%0
Dec 18, 2026105.00$2.15$3.53-0.228826%74.9%13.9%2

As of September 24, 2026

Run the Wheel on OPY With Confidence

Find the best OPY wheel strategy setups across strikes and expirations, plan ahead with at-strike values, and keep your covered calls and puts on track.

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