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Octave Specialty Group (OSG)
NYSE:OSG

Octave Specialty Group (OSG) AI Stock Analysis

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OSG

Octave Specialty Group

(NYSE:OSG)

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Neutral 43 (OpenAI - 5.2)
Rating:43Neutral
Price Target:
$6.00
▲(4.35% Upside)
The score is primarily held down by very poor TTM financial performance (large losses and negative cash flow) and a clearly bearish technical trend (price below major moving averages with negative MACD). Offsetting this, the earnings call indicates meaningful strategic actions (asset sale, buybacks, cost reductions, and growth initiatives), and the balance sheet shows improved leverage, but operating results remain the key risk.

Octave Specialty Group (OSG) vs. SPDR S&P 500 ETF (SPY)

Octave Specialty Group Business Overview & Revenue Model

Company DescriptionOctave Specialty Group, Inc. operates as a financial services holding company. It operates in two segments, Specialty Property and Casualty Insurance; and Insurance Distribution. The Specialty Property and Casualty Insurance segment provides specialty property and casualty program insurance with a focus on commercial and personal liability risks. The Insurance Distribution segment offers specialty property and casualty insurance distribution services, which include managing general agents, underwriters, insurance broker, and other distribution and underwriting businesses. The company was formerly known as Ambac Financial Group, Inc. and changed its name to Octave Specialty Group, Inc. in November 2025. The company was founded in 1971 and is headquartered in New York, New York.
How the Company Makes MoneyAmbac Financial generates revenue primarily through the issuance of financial guarantees and credit enhancements for municipal bonds and structured finance products. The company collects premiums from issuers for providing these guarantees, which are based on the risk associated with the underlying debt. Additionally, Ambac earns income from investment income generated from its own portfolio of investments, which include fixed-income securities. The company may also receive fees for advisory services and asset management. Partnerships with municipalities and financial institutions further bolster its revenue streams, as these relationships help Ambac to secure a steady flow of business in both the public and private sectors.

Octave Specialty Group Financial Statement Overview

Summary
Income statement and cash flow are very weak in TTM, with sharply deteriorated profitability (very large net loss and deeply negative margins) and negative operating/free cash flow. The main offset is an improved leverage profile (reported total debt at 0 in TTM) and a sizable equity base, but returns on equity are extremely poor due to losses.
Income Statement
14
Very Negative
Profitability has deteriorated sharply in TTM (Trailing-Twelve-Months): revenue is down (-3.3% growth) and both gross profit and operating profit are deeply negative, culminating in a very large net loss (net margin around -787%). While 2023 showed modest profitability, results swung materially negative in 2024 and worsened further in TTM, signaling weak earnings quality and high volatility despite prior periods of growth.
Balance Sheet
57
Neutral
Leverage looks significantly improved versus earlier years: total debt is reported at 0 in TTM (Trailing-Twelve-Months) and was modest in 2024 (debt-to-equity ~0.18), a major step down from very high leverage in 2020–2023. Equity remains sizable (about $843M in TTM), supporting the capital base; however, returns are very poor (TTM return on equity about -91%) due to heavy losses, which is the key balance-sheet risk despite the lower reported debt load.
Cash Flow
18
Very Negative
Cash generation is weak and trending worse: TTM (Trailing-Twelve-Months) operating and free cash flow are both negative (~-$35M), and free cash flow growth is sharply down. 2023 showed strong positive operating/free cash flow, but 2024 collapsed to near break-even, and TTM turned negative again—indicating inconsistent cash conversion and elevated funding/earnings risk while losses persist.
BreakdownTTMDec 2024Dec 2023Dec 2022Dec 2021Dec 2020
Income Statement
Total Revenue99.13M235.81M124.73M53.61M247.00M156.00M
Gross Profit-16.86M98.65M47.99M24.36M319.00M-69.00M
EBITDA-141.81M-30.52M-18.99M-31.91M246.00M-160.00M
Net Income-780.16M-556.45M3.63M521.25M-17.00M-437.00M
Balance Sheet
Total Assets2.15B8.06B8.43B7.97B12.30B13.22B
Cash, Cash Equivalents and Short-Term Investments478.69M331.90M354.96M1.93B1.85B2.83B
Total Debt0.00150.00M3.48B3.75B6.45B7.23B
Total Liabilities1.00B6.86B7.00B6.65B11.19B12.07B
Stockholders Equity843.38M856.91M1.36B1.25B1.04B1.08B
Cash Flow
Free Cash Flow-34.95M762.00K200.00M70.37M-131.00M-353.00M
Operating Cash Flow-34.95M762.00K200.00M70.37M-131.00M-175.00M
Investing Cash Flow112.78M-166.37M435.00M-41.16M776.00M432.00M
Financing Cash Flow-78.88M194.22M-423.00M-19.23M-657.00M-303.00M

Octave Specialty Group Technical Analysis

Technical Analysis Sentiment
Last Price5.75
Price Trends
50DMA
100DMA
200DMA
Market Momentum
MACD
RSI
STOCH
Evaluating momentum and price trends is crucial in stock analysis to make informed investment decisions. For OSG, the sentiment is undefined. The current price of 5.75 is equal to the 20-day moving average (MA) of ―, equal to the 50-day MA of ―, and equal to the 200-day MA of ―, indicating a neutral trend. The MACD of ― indicates undefined momentum. The RSI at ― is undefined, neither overbought nor oversold. The STOCH value of ― is undefined, not indicating any strong overbought or oversold conditions. Overall, these indicators collectively point to a undefined sentiment for OSG.

Octave Specialty Group Peers Comparison

Overall Rating
UnderperformOutperform
Sector (68)
Financial Indicators
Name
Overall Rating
Market Cap
P/E Ratio
ROE
Dividend Yield
Revenue Growth
EPS Growth
68
Neutral
$18.00B11.429.92%3.81%9.73%1.22%
* Financial Sector Average
Performance Comparison
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: Jan 13, 2026