‹ CoStar Group
Ch 4 · The CEO Bought the Dip
Chapter 4 · Management
Stock drops. The CEO buys more.
With the shares down, the long-time CEO put a few million dollars of his own money into the stock.
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✦ The bottom line
In May 2026, after the stock slid, CEO Andy Florance bought about $2.5M of CoStar at ~$35. That buying surfaced it here.
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✦ Teach me
Insider buying
When executives buy shares with their own money, they file it within two days. A CEO buying after a price drop — not selling into strength — signals they think the market is too pessimistic.
Wall Street calls this
Insider buying (SEC Form 4)
Buying the dip with personal cash is a pointed bet that the investment will pay off.
CEO open-market purchase · May 2026
$2.5
M
Andy Florance bought 71,430 shares at ~$35.20 — well below where directors bought months earlier.
Source · 8-K · SEC Form 4 (insider transaction; verify at openinsider.com/CSGP) · May 2026 · Filed May 1, 2026
Context: Florance founded CoStar in 1987 and still runs it. A founder-CEO buying his own dip is the most aligned version of the insider signal.
Founder conviction
A founder-CEO buying after a drop — putting personal money behind the Homes.com bet.
You just finished
Chapter 4 · MANAGEMENT
The CEO Bought the Dip
you now read: insider buying
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Then
Chapter 6 · RISK
What If the Bet Doesn't Pay?