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Oppenheimer Holdings Inc (OPY)
NYSE:OPY
US Market
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Oppenheimer Holdings (OPY) AI Stock Analysis

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OPY

Oppenheimer Holdings

(NYSE:OPY)

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Neutral 68 (OpenAI - 5.2)
Rating:68Neutral
Price Target:
$121.00
â–²(10.31% Upside)
Action:Reiterated
Date:07/31/26
The score is driven primarily by a solid but not top-tier financial profile: improving revenue and strong current free cash flow are offset by higher leverage and multi-year earnings/cash-flow variability. Valuation is supportive with a low P/E and a modest dividend, while technicals are mixed (below the 20-day average but above longer-term averages). Corporate events add some risk due to legal-cost impacts despite constructive governance outcomes and a dividend increase.
Positive Factors
Free cash flow strength
Recent trailing‑12‑month free cash flow (~$238M) and operating cash flow (~$240M) show the firm can generate durable internal capital. Strong FCF supports dividends, working capital and strategic reinvestment, improving long‑term resilience and optionality even through market cycles.
Negative Factors
Higher leverage
A marked step‑up in leverage to ~1.49x reduces financial flexibility and raises interest and refinancing sensitivity. Elevated debt limits capacity for opportunistic investments or buybacks, increases downside risk in stressed markets, and constrains strategic optionality over months ahead.
Read all positive and negative factors
Positive Factors
Negative Factors
Free cash flow strength
Recent trailing‑12‑month free cash flow (~$238M) and operating cash flow (~$240M) show the firm can generate durable internal capital. Strong FCF supports dividends, working capital and strategic reinvestment, improving long‑term resilience and optionality even through market cycles.
Read all positive factors

Oppenheimer Holdings Key Performance Indicators (KPIs)

Any
Any
Assets Under Management
Assets Under Management
Captures the value of assets the firm actively manages on behalf of clients, which directly produces management fees and reflects investment performance and client trust. Growing AUM supports recurring revenue and margin improvement; large outflows can quickly reduce fee income and hurt profitability.
Chart InsightsAfter a 2022 drawdown, AUM recovered through 2023 and then accelerated in 2024–mid‑2025, with a pronounced pickup in mid‑2025 that likely reflects meaningful net inflows and/or market-driven revaluation gains. That momentum should boost fee revenue and operating leverage at Oppenheimer, but investors should probe whether growth stems from durable client wins or one‑off market appreciation and watch fee margins and concentration risk that could reverse in a downturn.
Data provided by:The Fly

Oppenheimer Holdings (OPY) vs. SPDR S&P 500 ETF (SPY)

Oppenheimer Holdings Business Overview & Revenue Model

Company Description
Headquartered in New York since its founding in 1881, Oppenheimer Holdings Inc. serves as a prominent middle-market investment bank and full-service broker-dealer, extending its operations across the Americas, Europe, the Middle East, and Asia. Th...
How the Company Makes Money
Oppenheimer makes money primarily by earning fees and commissions for facilitating financial transactions and providing advisory services across its wealth management and capital markets businesses. Key revenue streams typically include: (1) Broke...

Oppenheimer Holdings Financial Statement Overview

Summary
Income statement and cash flow are constructive (TTM revenue up ~4.8%, strong current-period OCF/FCF with FCF roughly matching earnings), but earnings quality is tempered by volatility (negative cash flow in 2023–2024 and softer net margin vs. 2025). Balance sheet strength is held back by a notable leverage step-up (TTM debt-to-equity ~1.49 vs. generally <1.0 in 2023–2025), reducing flexibility despite solid equity and acceptable ROE.
Income Statement
72
Positive
Balance Sheet
63
Positive
Cash Flow
70
Positive
BreakdownTTMDec 2025Dec 2024Dec 2023Dec 2022Dec 2021
Income Statement
Total Revenue1.80B1.64B1.43B1.25B1.11B1.39B
Gross Profit1.01B837.87M468.04M441.50M344.55M484.89M
EBITDA200.30M315.35M231.03M152.57M103.81M268.62M
Net Income102.85M148.40M71.56M30.18M32.35M158.96M
Balance Sheet
Total Assets4.23B3.72B3.38B2.87B2.71B3.04B
Cash, Cash Equivalents and Short-Term Investments38.45M38.41M33.15M28.84M112.43M213.76M
Total Debt141.19M628.47M687.59M593.57M633.23M640.79M
Total Liabilities3.23B2.73B2.53B2.09B1.89B2.09B
Stockholders Equity983.44M983.82M850.39M789.17M794.23M823.20M
Cash Flow
Free Cash Flow238.04M183.56M-113.32M-35.87M48.18M219.52M
Operating Cash Flow240.42M188.75M-108.17M-18.81M64.49M227.79M
Investing Cash Flow-561.00K-1.39M-3.84M-15.56M-14.14M-6.27M
Financing Cash Flow5.98M-182.11M116.32M-74.76M-253.91M84.58M

Oppenheimer Holdings Technical Analysis

Technical Analysis Sentiment
Negative
Last Price109.69
Price Trends
50DMA
105.66
Positive
100DMA
101.38
Positive
200DMA
88.11
Positive
Market Momentum
MACD
1.43
Positive
RSI
50.18
Neutral
STOCH
28.83
Neutral
Evaluating momentum and price trends is crucial in stock analysis to make informed investment decisions. For OPY, the sentiment is Negative. The current price of 109.69 is below the 20-day moving average (MA) of 112.28, above the 50-day MA of 105.66, and above the 200-day MA of 88.11, indicating a neutral trend. The MACD of 1.43 indicates Positive momentum. The RSI at 50.18 is Neutral, neither overbought nor oversold. The STOCH value of 28.83 is Neutral, not indicating any strong overbought or oversold conditions. Overall, these indicators collectively point to a Negative sentiment for OPY.

Oppenheimer Holdings Risk Analysis

Oppenheimer Holdings disclosed 34 risk factors in its most recent earnings report. Oppenheimer Holdings reported the most risks in the "Finance & Corporate" category.
Finance & Corporate - Financial and accounting risks. Risks related to the execution of corporate activity and strategy
Latest Risks Added 0 New Risks

Oppenheimer Holdings Peers Comparison

Overall Rating
UnderperformOutperform
Sector (68)
Financial Indicators
Name
Overall Rating
Market Cap
P/E Ratio
ROE
Dividend Yield
Revenue Growth
EPS Growth
77
Outperform
$12.57B9.1216.36%1.79%11.06%60.96%
73
Outperform
$12.40B16.7053.00%1.00%45.68%59.92%
72
Outperform
$4.35B18.7471.16%0.59%22.91%21.48%
68
Neutral
$1.13B10.9310.71%1.59%20.97%16.24%
68
Neutral
$18.00B11.429.92%3.81%9.73%1.22%
66
Neutral
$28.29B28.0918.45%0.37%38.82%-14.48%
60
Neutral
$12.59B14.728.51%2.86%29.74%35.56%
* Financial Sector Average
Performance Comparison
Ticker
Company Name
Price
Change
% Change
OPY
Oppenheimer Holdings
106.64
33.78
46.37%
EVR
Evercore Partners
320.56
23.65
7.96%
JEF
Jefferies
54.60
-0.35
-0.64%
LPLA
LPL Financial
353.70
-19.50
-5.23%
SF
Stifel Financial
82.91
9.34
12.70%
PJT
PJT Partners
168.31
-12.29
-6.81%

Oppenheimer Holdings Corporate Events

Business Operations and StrategyExecutive/Board ChangesDividendsFinancial DisclosuresLegal ProceedingsShareholder Meetings
Oppenheimer Shareholders Back Directors, Auditor and Governance Changes
Positive
May 5, 2026
At its May 4, 2026 annual meeting, Oppenheimer&#8217;s Class B shareholders elected nine directors, ratified Deloitte Touche as auditor for 2026, endorsed the company&#8217;s executive pay program and an annual say-on-pay frequency, and approved ...
Business Operations and StrategyDividendsFinancial DisclosuresLegal Proceedings
Oppenheimer Highlights Q1 Revenue Growth, Raises Dividend Payout
Negative
May 4, 2026
On May 4, 2026, Oppenheimer Holdings Inc. posted an investor presentation outlining its first-quarter 2026 performance, showing revenue rose 21% year over year to $445.1 million, driven by a 105.2% surge in investment banking fees, higher transact...
Glossary
BuyA stock rated as a "Buy" is expected to perform better than the overall market or a specific benchmark over the near-to-medium term. This rating suggests the stock is likely to deliver higher returns compared to other stocks in the same sector or market index. Note: This is not investment advice; please consult a financial advisor before making investment decisions.
HoldA stock rated as a "Hold" is expected to perform in line with the overall market or a specific benchmark. This rating indicates that the stock is neither particularly compelling nor unfavorable for investment. Note: This is not investment advice; please consult a financial advisor before making investment decisions.
SellA stock rated as a "Sell" is expected to perform worse than the overall market or a specific benchmark over the near-to-medium term. This rating suggests the stock may deliver lower returns compared to other stocks in the same sector or market index. Note: This is not investment advice; please consult a financial advisor before making investment decisions.

Disclaimer

This AI Analyst Stock Report is automatically generated by our AI systems using advanced algorithms and publicly available financial, technical, and market data. While the information provided aims to be accurate and insightful, it is intended for informational purposes only and should not be considered financial advice. Any content created by an AI (Artificial Intelligence) system may contain inaccuracies and/or contain errors. Investing in stocks carries inherent risks, and past performance is not indicative of future results. This report does not account for your personal financial circumstances, objectives, or risk tolerance. Always conduct your own research or consult with a qualified financial advisor before making investment decisions. The analysis and recommendations provided are based on historical and current data and may not fully reflect future market conditions or unexpected developments. Neither the creators of this report nor its affiliated entities guarantee the accuracy, completeness, or reliability of the information presented. Use this report at your own discretion and risk.Date of analysis: Jul 31, 2026