Tiptree [TIPT] vs Ryan Specialty [RYAN] Detailed Stock Comparison

Tiptree

NASDAQ
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Ryan Specialty

NYSE
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TLDR: Quick Comparison Summary

Based on 19 vital metrics comparison: Tiptree wins in 12 metrics, Ryan Specialty wins in 7 metrics, with 0 ties. Tiptree appears stronger overall.

View Metrics Details

Vital Metrics Comparison

MetricTiptreeRyan SpecialtyBetter
P/E Ratio (TTM)19.76129.05Tiptree
Price-to-Book Ratio1.9110.75Tiptree
Debt-to-Equity Ratio80.36309.01Tiptree
PEG Ratio0.4616.35Tiptree
EV/EBITDA6.2313.82Tiptree
Profit Margin (TTM)2.77%2.02%Tiptree
Operating Margin (TTM)12.43%23.84%Ryan Specialty
EBITDA Margin (TTM)12.43%23.84%Ryan Specialty
Return on Equity14.00%16.98%Ryan Specialty
Return on Assets (TTM)2.18%3.48%Ryan Specialty
Free Cash Flow (TTM)$236.73M$467.87MRyan Specialty
Dividend Yield2.65%0.51%Tiptree
1-Year Return23.72%-17.22%Tiptree
Price-to-Sales Ratio (TTM)0.474.95Tiptree
Enterprise Value$1.37B$10.65BRyan Specialty
EV/Revenue Ratio0.683.87Tiptree
Revenue per Share (TTM)$54$22Tiptree
Earnings per Share (Diluted)$1.29$0.40Tiptree
Beta (Stock Volatility)1.220.63Ryan Specialty
Performance
News Sentiment
Key Stats
Valuation
Financials
Short Interest
Dividends

Tiptree vs Ryan Specialty Stock Performance Analysis

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Tiptree
Ryan Specialty
Tiptree Stock Overview | Ryan Specialty Stock Overview

Performance Comparison

Short-term Returns

Stock1D1W1M3M6MYTD
Tiptree2.11%5.45%9.26%3.29%6.56%18.80%
Ryan Specialty1.70%-0.06%-10.89%-19.66%-26.29%-16.03%

Long-term Returns

Stock1Y3Y5Y10Y15Y20Y
Tiptree23.72%132.69%403.12%256.41%450.00%79.26%
Ryan Specialty-17.22%34.43%83.95%83.95%83.95%83.95%

News Based Sentiment: Tiptree vs Ryan Specialty

Tiptree

News based Sentiment: MIXED

September brought a blend of positive and negative developments for Tiptree, including an analyst upgrade, price increases, and subsequent declines. The 'hold' ratings and fluctuating price suggest a period of uncertainty, making it a moderately significant month for investors.

View Tiptree News Sentiment Analysis

Ryan Specialty

News based Sentiment: MIXED

September was a month of contrasts for Ryan Specialty, with significant insider buying activity signaling confidence, but also a new 52-week low and mixed institutional investor behavior. While analysts remain largely positive, the stock's momentum and valuation are concerning, creating a complex investment picture.

View Ryan Specialty News Sentiment Analysis

Performance & Financial Health Analysis: Tiptree vs Ryan Specialty

MetricTIPTRYAN
Market Information
Market Cap i$955.88M$13.63B
Market Cap CategorySmall capLarge cap
10 Day Avg. Volume i177,7141,435,640
90 Day Avg. Volume i147,0481,449,063
Last Close$24.20$52.59
52 Week Range$18.25 - $26.90$50.08 - $77.16
% from 52W High-10.04%-31.84%
All-Time High$26.90 (Mar 24, 2025)$77.16 (Mar 31, 2025)
% from All-Time High-10.04%-31.84%
Growth Metrics
Quarterly Revenue Growth-0.03%0.24%
Quarterly Earnings Growth0.48%0.11%
Financial Health
Profit Margin (TTM) i0.03%0.02%
Operating Margin (TTM) i0.12%0.24%
Return on Equity (TTM) i0.14%0.17%
Debt to Equity (MRQ) i80.36309.01
Cash & Liquidity
Book Value per Share (MRQ)$13.33$4.80
Cash per Share (MRQ)$10.34$1.40
Operating Cash Flow (TTM) i$119.11M$571.34M
Levered Free Cash Flow (TTM) i$182.69M$429.36M
Dividends
Last 12-Month Dividend Yield i2.65%0.51%
Last 12-Month Dividend i$0.55$0.34

Valuation & Enterprise Metrics Analysis: Tiptree vs Ryan Specialty

MetricTIPTRYAN
Price Ratios
P/E Ratio (TTM) i19.76129.05
Forward P/E iN/A23.36
PEG Ratio i0.4616.35
Price to Sales (TTM) i0.474.95
Price to Book (MRQ) i1.9110.75
Market Capitalization
Market Capitalization i$955.88M$13.63B
Enterprise Value i$1.37B$10.65B
Enterprise Value Metrics
Enterprise to Revenue i0.683.87
Enterprise to EBITDA i6.2313.82
Risk & Other Metrics
Beta i1.220.63
Book Value per Share (MRQ) i$13.33$4.80

Financial Statements Comparison: Tiptree vs Ryan Specialty

Financial Metrics

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Revenue

EBITDA

Shareholders Equity

Operating Margin

Free Cash Flow

Long Term Debt

Profit Margin

Current Ratio

Operating Cash Flow

Income Statement (MRQ)

Metric (MRQ)TIPTRYAN
Revenue/Sales i$496.70M$690.17M
Cost of Goods Sold iN/AN/A
Gross Profit iN/AN/A
Research & Development iN/AN/A
Operating Income (EBIT) iN/AN/A
EBITDA iN/AN/A
Pre-Tax Income i$25.35M$51.04M
Income Tax i$12.38M$55.43M
Net Income (Profit) i$12.97M$-4.39M

Balance Sheet & Liquidity Metrics (MRQ)

Metric (MRQ)TIPTRYAN
Cash & Equivalents i$342.28M$203.55M
Total Current Assets iN/AN/A
Total Current Liabilities iN/AN/A
Long-Term Debt i$370.52M$3.81B
Total Shareholders Equity i$683.46M$1.06B
Retained Earnings i$99.09M$79.34M
Property, Plant & Equipment iN/AN/A

Cash Flow Statement Comparison (MRQ)

Metric (MRQ)TIPTRYAN
Operating Cash Flow i$-210.67M$-197.82M
Capital Expenditures i$-1.12MN/A
Free Cash Flow i$-34.44M$-159.56M
Debt Repayment i$-261.06M$-154.25M
Common Stock Repurchase iN/AN/A

Short Interest & Institutional Ownership Analysis

MetricTIPTRYAN
Shares Short i176,6114.91M
Short Ratio i1.353.29
Short % of Float i0.01%0.04%
Average Daily Volume (10 Day) i177,7141,435,640
Average Daily Volume (90 Day) i147,0481,449,063
Shares Outstanding i37.26M125.41M
Float Shares i23.24M108.65M
% Held by Insiders i0.38%0.14%
% Held by Institutions i0.39%0.85%

Dividend Analysis & Yield Comparison: Tiptree vs Ryan Specialty

MetricTIPTRYAN
Last 12-Month Dividend i$0.55$0.34
Last 12-Month Dividend Yield i2.65%0.51%
3-Year Avg Annual Dividend i$0.32$0.19
3-Year Avg Dividend Yield i0.37%0.18%
3-Year Total Dividends i$0.95$0.56
Ex-Dividend DateAug 18, 2025Mar 04, 2025