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Side-by-side financial comparison of OCTAVE SPECIALTY GROUP INC (OSG) and Wheels Up Experience Inc. (UP). Click either name above to swap in a different company.

Wheels Up Experience Inc. is the larger business by last-quarter revenue ($183.8M vs $104.2M, roughly 1.8× OCTAVE SPECIALTY GROUP INC). OCTAVE SPECIALTY GROUP INC runs the higher net margin — -6.6% vs -15.7%, a 9.1% gap on every dollar of revenue. On growth, OCTAVE SPECIALTY GROUP INC posted the faster year-over-year revenue change (66.0% vs -10.2%). Over the past eight quarters, OCTAVE SPECIALTY GROUP INC's revenue compounded faster (42.9% CAGR vs -3.4%).

Octave Specialty Group Inc. is a specialty insurance holding company that provides tailored property and casualty insurance products. Its core business focuses on excess and surplus lines, catering to commercial and individual clients across primary North American markets with customized risk coverage solutions.

Wheels Up is a provider of "on demand" private aviation in the United States and one of the largest private aviation companies in the world. It was founded in 2013 by Kenny Dichter, using a membership/on-demand business model. Wheels Up members can book private aircraft from the company fleet and third-party operators using a mobile application.

OSG vs UP — Head-to-Head

Bigger by revenue
UP
UP
1.8× larger
UP
$183.8M
$104.2M
OSG
Growing faster (revenue YoY)
OSG
OSG
+76.2% gap
OSG
66.0%
-10.2%
UP
Higher net margin
OSG
OSG
9.1% more per $
OSG
-6.6%
-15.7%
UP
Faster 2-yr revenue CAGR
OSG
OSG
Annualised
OSG
42.9%
-3.4%
UP

Income Statement — Q1 FY2026 vs Q4 FY2025

Metric
OSG
OSG
UP
UP
Revenue
$104.2M
$183.8M
Net Profit
$-6.9M
$-28.9M
Gross Margin
14.3%
Operating Margin
-0.9%
Net Margin
-6.6%
-15.7%
Revenue YoY
66.0%
-10.2%
Net Profit YoY
67.0%
EPS (diluted)
$-0.13
$-0.04

Green = leading value per metric. Periods may differ when fiscal calendars don't align.

8-Quarter Revenue & Profit Trend

Side-by-side quarterly history. Quarters aligned by calendar period so offset fiscal years line up.

Revenue
OSG
OSG
UP
UP
Q1 26
$104.2M
Q4 25
$66.9M
$183.8M
Q3 25
$66.6M
$185.5M
Q2 25
$55.0M
$189.6M
Q1 25
$62.8M
$177.5M
Q4 24
$65.2M
$204.8M
Q3 24
$70.0M
$193.9M
Q2 24
$51.0M
$196.3M
Net Profit
OSG
OSG
UP
UP
Q1 26
$-6.9M
Q4 25
$-29.7M
$-28.9M
Q3 25
$-112.6M
$-83.7M
Q2 25
$-72.7M
$-82.3M
Q1 25
$-44.7M
$-99.3M
Q4 24
$-20.9M
$-87.5M
Q3 24
$-27.5M
$-57.7M
Q2 24
$-750.0K
$-97.0M
Gross Margin
OSG
OSG
UP
UP
Q1 26
Q4 25
14.3%
Q3 25
6.8%
Q2 25
8.3%
Q1 25
10.8%
Q4 24
13.9%
Q3 24
13.9%
Q2 24
2.3%
Operating Margin
OSG
OSG
UP
UP
Q1 26
Q4 25
-76.7%
-0.9%
Q3 25
-48.2%
-33.1%
Q2 25
-41.8%
-31.4%
Q1 25
-24.1%
-45.5%
Q4 24
-55.5%
-26.0%
Q3 24
-29.7%
-21.6%
Q2 24
-28.9%
-40.3%
Net Margin
OSG
OSG
UP
UP
Q1 26
-6.6%
Q4 25
-73.8%
-15.7%
Q3 25
-169.1%
-45.1%
Q2 25
-132.3%
-43.4%
Q1 25
-71.3%
-55.9%
Q4 24
-55.1%
-42.7%
Q3 24
-39.3%
-29.8%
Q2 24
-1.5%
-49.4%
EPS (diluted)
OSG
OSG
UP
UP
Q1 26
$-0.13
Q4 25
$-0.82
$-0.04
Q3 25
$-2.35
$-0.12
Q2 25
$-1.54
$-0.12
Q1 25
$-1.22
$-0.14
Q4 24
$-11.75
$-0.13
Q3 24
$-0.63
$-0.08
Q2 24
$-0.02
$-0.14

Balance Sheet & Financial Strength

Snapshot of each company's liquidity, leverage and book value from the latest quarter.

Metric
OSG
OSG
UP
UP
Cash + ST InvestmentsLiquidity on hand
$133.9M
Total DebtLower is stronger
$117.1M
$671.3M
Stockholders' EquityBook value
$833.6M
$-392.1M
Total Assets
$2.3B
$968.8M
Debt / EquityLower = less leverage
0.14×

8-quarter trend — quarters aligned by calendar period.

Cash + ST Investments
OSG
OSG
UP
UP
Q1 26
Q4 25
$146.4M
$133.9M
Q3 25
$27.5M
$125.3M
Q2 25
$22.5M
$107.0M
Q1 25
$34.1M
$171.8M
Q4 24
$157.2M
$216.4M
Q3 24
$40.8M
$115.9M
Q2 24
$14.6M
$141.5M
Total Debt
OSG
OSG
UP
UP
Q1 26
$117.1M
Q4 25
$117.6M
$671.3M
Q3 25
$766.5M
Q2 25
$770.5M
Q1 25
$765.8M
Q4 24
$0
$761.3M
Q3 24
$518.0M
$596.9M
Q2 24
$515.0M
$597.4M
Stockholders' Equity
OSG
OSG
UP
UP
Q1 26
$833.6M
Q4 25
$715.8M
$-392.1M
Q3 25
$843.4M
$-374.5M
Q2 25
$859.8M
$-347.8M
Q1 25
$852.2M
$-288.1M
Q4 24
$798.4M
$-202.1M
Q3 24
$1.5B
$-117.7M
Q2 24
$1.4B
$-72.2M
Total Assets
OSG
OSG
UP
UP
Q1 26
$2.3B
Q4 25
$2.2B
$968.8M
Q3 25
$2.1B
$973.0M
Q2 25
$8.5B
$1.0B
Q1 25
$8.3B
$1.1B
Q4 24
$8.1B
$1.2B
Q3 24
$9.3B
$1.0B
Q2 24
$8.2B
$1.1B
Debt / Equity
OSG
OSG
UP
UP
Q1 26
0.14×
Q4 25
0.16×
Q3 25
Q2 25
Q1 25
Q4 24
0.00×
Q3 24
0.35×
Q2 24
0.38×

Cash Flow & Capital Efficiency

How much cash each business actually produces after reinvestment. Cash flow is harder to manipulate than net income.

Metric
OSG
OSG
UP
UP
Operating Cash FlowLast quarter
$-18.4M
Free Cash FlowOCF − Capex
$-58.3M
FCF MarginFCF / Revenue
-31.7%
Capex IntensityCapex / Revenue
21.7%
Cash ConversionOCF / Net Profit
TTM Free Cash FlowTrailing 4 quarters
$-259.9M

8-quarter trend — quarters aligned by calendar period.

Operating Cash Flow
OSG
OSG
UP
UP
Q1 26
Q4 25
$-52.3M
$-18.4M
Q3 25
$-41.2M
$-37.1M
Q2 25
$2.1M
$-62.9M
Q1 25
$-12.6M
$-47.9M
Q4 24
$762.0K
$37.9M
Q3 24
$48.9M
$-16.9M
Q2 24
$20.4M
$-25.2M
Free Cash Flow
OSG
OSG
UP
UP
Q1 26
Q4 25
$-58.3M
Q3 25
$-60.4M
Q2 25
$-78.6M
Q1 25
$-62.6M
Q4 24
$-70.2M
Q3 24
$-21.9M
Q2 24
$-30.8M
FCF Margin
OSG
OSG
UP
UP
Q1 26
Q4 25
-31.7%
Q3 25
-32.6%
Q2 25
-41.5%
Q1 25
-35.3%
Q4 24
-34.3%
Q3 24
-11.3%
Q2 24
-15.7%
Capex Intensity
OSG
OSG
UP
UP
Q1 26
Q4 25
21.7%
Q3 25
12.5%
Q2 25
8.3%
Q1 25
8.3%
Q4 24
52.8%
Q3 24
2.6%
Q2 24
2.9%

Financial Flow Comparison

Revenue → gross profit → operating profit → net profit for each company.

Revenue Breakdown by Segment

OSG
OSG

Commissions$68.2M65%
Other$20.6M20%
Servicing and other fees$9.4M9%
Program fees$3.6M3%
Investment income$2.4M2%

UP
UP

Segment breakdown not available.

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