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Oppenheimer Holdings Inc (OPY)
NYSE:OPY
US Market

Oppenheimer Holdings (OPY) AI Stock Analysis

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OPY

Oppenheimer Holdings

(NYSE:OPY)

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Outperform 76 (OpenAI - 5.2)
Rating:76Outperform
Price Target:
$102.00
â–²(50.18% Upside)
Action:ReiteratedDate:02/27/26
The score is driven primarily by improving 2025 financial performance (better margins, ROE, and a cash-flow rebound) and a very attractive valuation (low P/E with a positive dividend yield). Technicals add support via a strong uptrend, while cyclicality/volatile cash conversion and balance-sheet comparability uncertainty temper the overall rating. Positive corporate actions (special dividend and buybacks) modestly strengthen the outlook.
Positive Factors
Improving revenue and margins
Consistent top-line acceleration and materially higher net margins in 2025 indicate stronger structural earnings power across business lines. Sustainable revenue and margin improvement enhances cash generation potential and provides durable buffer against market cycles, supporting longer-term profitability.
Free cash flow recovery
A rebound to free cash flow that covers net income materially improves internal funding capacity for investments, buybacks and dividends. Restored cash conversion increases financial flexibility and reduces reliance on external financing over the medium term, aiding capital allocation discipline.
Diversified capital-markets franchise
A diversified mix across brokerage, advisory, asset management and investment banking provides multiple revenue levers and cross‑sell opportunities. This structural breadth lowers single-channel concentration risk and supports more resilient revenues through shifting market environments.
Negative Factors
Volatile cash conversion
Multi-year swings in operating and free cash flow reduce predictability of capital available for investment or returns. For a capital-markets firm, uneven cash conversion heightens funding and liquidity risk and complicates forecasting of sustainable dividends and buybacks over time.
Balance-sheet comparability issues
Sharp year-to-year changes in assets and debt weaken trend visibility and make leverage and liquidity assessment less reliable. This uncertainty hinders evaluation of structural financial strength and could mask hidden funding needs or one-time balance-sheet adjustments.
Rising operating costs
Sustained increases in compensation and technology spending can compress margins if revenue growth slows. Higher fixed costs reduce operating leverage, making profitability more sensitive to revenue volatility and potentially limiting long-term margin sustainability.

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

Oppenheimer Holdings Business Overview & Revenue Model

Company DescriptionOppenheimer Holdings Inc. (OPY) is a diversified financial services firm that operates through various segments including investment banking, asset management, and brokerage services. The company provides a wide range of financial products and services to institutional and individual clients, including equity and fixed income trading, investment advisory, and wealth management services. With a strong focus on delivering personalized financial solutions, Oppenheimer aims to enhance the financial success and well-being of its clients.
How the Company Makes MoneyOppenheimer Holdings generates revenue through several key streams. Primarily, the company earns money from its brokerage services, which include commissions on trading activities for equities and fixed-income securities. The investment banking segment contributes significantly to its earnings through advisory fees related to mergers and acquisitions, underwriting new securities, and providing capital market services. Additionally, the asset management division generates revenue from management fees based on assets under management (AUM) and performance-based fees. Oppenheimer also benefits from interest income earned on its financing activities and client margin loans. Strategic partnerships with institutional investors and financial organizations further enhance its revenue potential, creating a diverse financial ecosystem that supports sustained earnings growth.

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 Financial Statement Overview

Summary
Fundamentals improved notably in 2025: revenue growth accelerated, net margin rose to ~9.1%, ROE strengthened (~16.1%), and free cash flow rebounded to fully cover net income. Offsetting this, results and cash generation have been cyclical over the period, and the sharp 2025 step-change in balance sheet figures reduces confidence in year-to-year comparability.
Income Statement
72
Positive
Revenue has grown for three straight years (2023–2025), accelerating to 6.3% in 2025. Profitability also improved meaningfully versus 2023–2024, with net margin rising to ~9.1% in 2025 (from ~5.0% in 2024) and stronger operating profitability. However, results have been cyclical across the period (notably the revenue decline in 2022 and much higher net margin in 2021), indicating earnings sensitivity to market conditions.
Balance Sheet
68
Positive
Leverage was moderate through 2020–2024 (debt-to-equity generally ~0.75–0.97), and returns on equity strengthened to ~16.1% in 2025 (up from ~8.4% in 2024). That said, the latest balance sheet shows unusual figures versus prior years (total assets and total debt drop sharply in 2025), which creates uncertainty around year-to-year comparability and reduces confidence in the trend signal.
Cash Flow
60
Neutral
Cash generation is volatile: operating and free cash flow were negative in 2023 and 2024, then rebounded sharply in 2025 to strong positive levels (with free cash flow up materially year over year). A key positive is that 2025 free cash flow fully covered net income (about 1.0x), but the multi-year inconsistency in cash conversion increases risk, particularly for a capital-markets business where working capital and trading balances can swing.
BreakdownDec 2025Dec 2024Dec 2023Dec 2022Dec 2021
Income Statement
Total Revenue1.64B1.43B1.25B1.11B1.39B
Gross Profit837.87M468.04M441.50M344.55M484.89M
EBITDA277.61M231.03M152.57M103.81M268.62M
Net Income148.40M71.56M30.18M32.35M158.96M
Balance Sheet
Total Assets18.60M3.38B2.87B2.71B3.04B
Cash, Cash Equivalents and Short-Term Investments250.00K33.15M28.84M112.43M213.76M
Total Debt1.25B687.59M593.57M633.23M640.79M
Total Liabilities34.00K2.53B2.09B1.89B2.09B
Stockholders Equity18.57M850.39M789.17M794.23M823.20M
Cash Flow
Free Cash Flow188.75M-113.32M-35.87M48.18M219.52M
Operating Cash Flow188.75M-108.17M-18.81M64.49M227.79M
Investing Cash Flow-1.39M-3.84M-15.56M-14.14M-6.27M
Financing Cash Flow-182.11M116.32M-74.76M-253.91M84.58M

Oppenheimer Holdings Technical Analysis

Technical Analysis Sentiment
Positive
Last Price67.92
Price Trends
50DMA
80.64
Positive
100DMA
74.01
Positive
200DMA
71.21
Positive
Market Momentum
MACD
2.30
Positive
RSI
60.29
Neutral
STOCH
61.81
Neutral
Evaluating momentum and price trends is crucial in stock analysis to make informed investment decisions. For OPY, the sentiment is Positive. The current price of 67.92 is below the 20-day moving average (MA) of 88.50, below the 50-day MA of 80.64, and below the 200-day MA of 71.21, indicating a bullish trend. The MACD of 2.30 indicates Positive momentum. The RSI at 60.29 is Neutral, neither overbought nor oversold. The STOCH value of 61.81 is Neutral, not indicating any strong overbought or oversold conditions. Overall, these indicators collectively point to a Positive sentiment for OPY.

Oppenheimer Holdings Risk Analysis

Oppenheimer Holdings disclosed 35 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
76
Outperform
$958.82M6.629.64%0.99%12.52%16.53%
71
Outperform
$7.19B22.1072.74%0.58%23.16%64.04%
70
Outperform
$12.46B21.9831.66%0.95%27.00%63.47%
69
Neutral
$11.70B18.9111.72%1.43%7.54%2.73%
68
Neutral
$18.00B11.429.92%3.81%9.73%1.22%
60
Neutral
$24.50B27.5220.86%0.32%35.19%-18.62%
57
Neutral
$9.41B15.686.13%2.52%-5.41%25.28%
* Financial Sector Average
Performance Comparison
Ticker
Company Name
Price
Change
% Change
OPY
Oppenheimer Holdings
88.74
27.08
43.92%
EVR
Evercore Partners
307.77
90.77
41.83%
JEF
Jefferies
44.67
-14.01
-23.88%
LPLA
LPL Financial
306.22
-29.10
-8.68%
SF
Stifel Financial
74.74
9.65
14.82%
PJT
PJT Partners
147.73
0.48
0.32%

Oppenheimer Holdings Corporate Events

Business Operations and StrategyStock BuybackDividendsFinancial Disclosures
Oppenheimer Highlights Record 2025 Results and Shareholder Returns
Positive
Feb 2, 2026

On February 2, 2026, Oppenheimer Holdings Inc. posted an investor presentation outlining strong operating results for the fourth quarter and full year 2025, highlighted by record quarterly revenue of $472.6 million and record full-year revenue of $1.64 billion. For 2025, net income more than doubled year-on-year to $148.4 million, with basic earnings per share rising to $14.13, driven by record high retail commissions, record advisory fees supported by higher billable assets under management and incentive fees, and significantly increased investment banking activity that produced near-record capital markets revenue; these gains pushed stockholders’ equity, book value, and tangible book value per share to new highs. While compensation and non-compensation expenses rose due to higher production, incentive, underwriting, and technology costs, profitability improved substantially, reflected in an effective tax rate decline to 29.9% from 32.6% in 2024, and the company returned capital to shareholders via a $1.00 per share special dividend payable in January 2026 and share repurchases, underscoring a strengthened financial position and competitive standing in wealth management and capital markets.

The most recent analyst rating on (OPY) stock is a Buy with a $92.00 price target. To see the full list of analyst forecasts on Oppenheimer Holdings stock, see the OPY Stock Forecast page.

Dividends
Oppenheimer Holdings Declares Special Cash Dividend
Positive
Dec 12, 2025

On December 11, 2025, Oppenheimer Holdings Inc. declared a special cash dividend of $1.00 per share on its Class A and Class B common stock, payable on January 9, 2026, to shareholders recorded by December 26, 2025. This decision, amounting to an aggregate payment of approximately $10.5 million, reflects the company’s improved financial position and aims to reward shareholders for their loyalty, signaling optimism about future growth.

The most recent analyst rating on (OPY) stock is a Hold with a $70.00 price target. To see the full list of analyst forecasts on Oppenheimer Holdings stock, see the OPY Stock Forecast page.

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: Feb 27, 2026