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Chegg

CHGG
24
Education & Training Services · Consumer Defensive
Price
$0.82
+0.04 (+4.70%)
Market Cap
$91.4M
Winston Score
24
Winston is worried
Weak fundamentals across most pillars.

Share count falling — buybacks

23.9% over 4y

The company has reduced its share count over this period, returning value to shareholders through buybacks.

Diluted shares outstanding: 141.3M (2021) → 107.5M (2025)

Chegg is an online learning company that helps students with schoolwork, homework, and test prep. Its main products include step-by-step homework help, textbook rentals, tutoring, and study tools. The company mostly serves high school and college students in the United States.

Chegg makes money primarily through subscriptions, where students pay a monthly or annual fee to access its learning tools. It operates mainly in the US but has been trying to grow internationally. The company's main competitive advantage was being an early, well-known name in digital student help — but that position has been seriously damaged by the rise of free AI tools like ChatGPT, which can answer homework questions without a subscription. Chegg's subscriber count has fallen sharply, and its small market cap reflects how much investors doubt the company can rebuild a paying user base in a world where AI tutoring is essentially free.

Winston Score History

Growth Profile

When traditional metrics don't capture the full picture, these are the signals growth stock investors use instead.

Revenue Growth

-47.9% YoY

YoY Growth Rate

Revenue declining

EPS Growth

+101.2% YoY

YoY Growth Rate

EPS growth accelerating

R&D Spend

$93M/ year

Declining (-45% vs prior year)

24.8% of revenue

12.4x the sector average (2%)

R&D spend declining — could signal cost-cutting or efficiency

Insider Activity

8.6%ownership

Flat

Insiders holding steady — not selling despite ability to

Cash Position

Cash flow positive

$34M cash & investments

Quarterly Free Cash Flow

↓ Burn rate worsening

Company generates more cash than it spends — no dilution risk from fundraising

Revenue declining

Chegg's revenue is actually shrinking. In a growth stock, that removes the core investment thesis. The low Winston Score here may be warranted — unless there's a turnaround story.

The Winston Score above measures business quality today. Growth stocks often score lower because they invest in the future rather than maximising current profits. These metrics show what matters most for evaluating that future.

Score breakdown

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Quality

Gross Margin
59.9%
Premium pricing power — 59.9% gross margin
Operating Margin
-1.6%
Losing money on operations — -1.6%
ROCE
-0.7%
Weak — -0.7% return on capital

Negative ROIC means the business is losing money on every dollar invested in it.

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Growth

Sales YoY
-43.5%
Shrinking sales (-43.5% YoY)
EPS YoY
N/A
Data not available
EPS Consistency
2/8 quarters
Earnings rarely grow — volatile business

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Cash Flow

Cash Conversion
N/A
Data not available
FCF Margin
-8.0%
Burning cash (-8.0%)

Free cash flow is negative. They are burning cash, not generating it.

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Stability

Debt / Equity
0.28
Conservative — low debt load (0.28)
Interest Cover
N/A
Data not available

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Valuation

P/E Ratio (TTM)
N/M
Negative earnings — P/E not meaningful
P/E vs Forward
N/A
not available
Data not available

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Dividends

Not applicable for this business.
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