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CHTR CHARTER COMMUNICATIONS, INC. /MO/ Insider Trading

Latest: President and CEO Bought $1.2M of Shares · Apr 2026

Multiple insiders have been active at CHARTER COMMUNICATIONS, INC. /MO/ (CHTR): 6 distinct insiders account for 6 buy filings and 2 sell filings as of May 2026. Its highest-significance filing in the last 90 days: President and CEO Winfrey Christopher L bought $1.2M, transaction dated Apr 2026.

8 filings analyzed · Latest 2026-05-28

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Buys
6
Sells
2
Insiders
6
Direction
Net buying

CHARTER COMMUNICATIONS, INC. /MO/ leadership

General Counsel
Jamal H. Haughton — Executive Vice President, General Counsel and Corporate Secretary
Chair
Eric L. Zinterhofer — Non-Executive Chairman of the Board

Historically, stocks have lagged the S&P 500 by a median ~4% over the 90 days after a high insider sell (n ≈ 3,996, 2024-2026). Past results don't predict the future. How we measure this ↗

May 2026
2026-05-28
high
87,833 shares
$12,732,783
@ $144.97
Significance 7

Rutledge Thomas sells entire 87.8K share position in CHTR for $12.7M; stock down 65.1% from 52-week high

Rutledge Thomas executed 3 separate sales totaling 87,833 shares for $12,732,783.42 on May 26–27, 2026, liquidating his complete position at a blended average price of $144.97. The timing coincides with material price deterioration: CHTR has declined 65.1% from its 52-week high of $422.29 and is down 14.9% over the prior 30 days and 37.2% over the prior 90 days, yet Thomas sold below the current market price of $147.26. The company's fundamentals remain stable (8.09 P/E, $13.6B quarterly revenue, $1.2B net income), but the stock's steep decline may signal broader market or sector concerns that prompted the full-position exit. This complete liquidation represents a notable change: his prior 5 transactions at CHTR were also sells (all on 2023-11-17), establishing a pattern of exits rather than accumulation at this ticker.

2026-05-18
high
9,929 shares
$1,399,308
@ $140.93
Significance 6

Director Mauricio Ramos bought 9,929 shares of CHTR at $140.93, doubling holdings to 19,309 shares amid 67.7% pullback from 52-week high.

Ramos Mauricio, a Director, purchased 9,929 shares (9.9K shares) at $140.93 on 2026-05-15, increasing his holdings by 105.9% from 9,380 to 19,309 shares—a material increase in personal exposure totaling $1,399,307.87 ($1.4M). The purchase occurred after the stock declined 67.7% from its 52-week high of $437.06 and dropped 40.3% over the prior 30 days, representing a significant repricing environment. CHTR trades at a P/E of 7.75 on $1.2B net income ($13.6B quarterly revenue), and the company has contracted -0.6% year-over-year in annual revenue, creating a backdrop of operational headwinds. The director's commitment of substantial capital to exactly double his share count at depressed valuation levels warrants investor attention as a data point in assessing conviction among the company's leadership.

April 2026
2026-04-29
high
5,728 shares
$995,068
@ $173.72
Significance 6

Director Davis Wade purchased 5,728 shares of CHTR at $173.72 on 2026-04-28; stock has fallen 62.9% from 52-week high, amid cluster buy pattern.

Director Davis Wade purchased 5,728 shares at $173.72, increasing his holdings by 478.5% to 6,925 shares post-transaction. This acquisition occurs within a cluster pattern: 2 other insiders also bought within the past 14 days, suggesting coordinated insider accumulation at a specific price point. The stock is currently trading at $158.65, down 62.9% from its 52-week high of $427.25 and down 28.2% over the past 30 days, indicating significant recent decline. CHTR maintains a low P/E of 8.71 and $1.2B net income against $13.6B in quarterly revenue, but revenue growth is negative at -0.6% year-over-year, reflecting business headwinds that may be factored into current valuation and insider accumulation decisions.

2026-04-28
high
1,000 shares
$175,460
@ $175.46
Significance 7

Charter Communications insider purchases 1,000 shares amid steep stock decline and attractive valuation.

An insider at Charter Communications purchased 1,000 shares in an open-market transaction, representing a meaningful addition to their position. The stock has fallen sharply and is trading significantly below its recent highs, creating a depressed valuation environment. Notably, the company remains solidly profitable with reasonable fundamentals and a low valuation multiple, suggesting the insider may be viewing this decline as an opportunity to accumulate at an attractive price point. The timing of this purchase—coinciding with pronounced weakness—warrants examination of what the insider knows about near-term catalysts or the company's trajectory. This type of opportunistic insider buying during a drawdown often signals confidence that the market has overreacted to temporary headwinds.

2026-04-28
critical
President and CEO
6,936 shares
$1,194,621
@ $172.23
Significance 8

Charter C-suite insider buys $1.2M in stock amid sharp pullback and compressed valuation

A C-suite executive at Charter Communications purchased approximately $1.2M in stock through two identical open-market transactions, increasing holdings by roughly five percent. The timing signals confidence given the stock's sharp recent decline—it's trading well below its prior highs and has pulled back significantly over recent weeks—suggesting the insider sees the weakness as an opportunity rather than a warning sign. Charter's financials remain solid with consistent profitability and a valuation multiple that appears historically compressed, though revenue growth has stalled. This dual purchase by leadership during a pullback typically indicates conviction that the market has overshot to the downside, and such insider buying often precedes stabilization or recovery.

August 2025
2025-08-04
medium
360 shares
$98,716
@ $274.21
Significance 6

Director Nair Balan purchased 360 shares of CHTR at $274.21 on 2025-07-31; stock has fallen -38.7% from 52-week high.

Director Nair Balan purchased 360 shares of Charter Communications (CHTR) at $274.21, increasing his holdings by 3.9% to 9,622 shares. This open-market buy occurred as the stock trades at $261.75, representing a -38.7% decline from the 52-week high of $427.25 and a -37.2% pullback over the past 30 days. While Balan's cross-ticker track record shows strong historical execution—3 prior buys averaged +11.3% over 30 days and +24.9% over 90 days with a 100% win rate—those prior purchases occurred across multiple tickers, not within CHTR specifically. The current transaction's signaling power is tempered by the absence of coordinated insider buying and the lack of recent earnings or material catalyst disclosures that would contextualize the acquisition timing. Investors should note the substantial price weakness and the director-level nature of the buyer, but recognize that a single buy by one insider does not constitute a trend.

July 2025
2025-07-31
medium
President and CEO
3,670 shares
$1,002,259
@ $273.10
Significance 4

CHTR CEO Winfrey buys 3,670 shares at $273.10 (now $269.36, -37.0% from 52-week high) amid 30-day -35.6% decline.

Winfrey Christopher L, President and CEO of Charter Communications, purchased 3,670 shares on 2025-07-31 at $273.10, a discretionary open-market buy valued at $1,002,258.65, increasing his holdings from 66,573 to 70,243 shares (+5.5%). The purchase occurred amid significant recent price weakness: the stock has declined 35.6% over 30 days and stands 37.0% below its 52-week high of $427.25, trading at $269.36 currently. Notably, this marks a second consecutive open-market purchase by this insider—his prior buy at CHTR on 2024-02-06 experienced a 90-day return of -8.1%, a pattern reflected in his broader cross-ticker track record of 1 prior buy with 0% 90-day win rate and -8.1% average 90-day return. The fundamental backdrop shows a mature, profitable business with $13.8B in quarterly revenue, net income of $1.3B, and a P/E of 13.86, but limited growth momentum at +0.9% annual revenue growth year-over-year.

May 2025
2025-05-20 10b5-1 Plan
medium
President-Product & Technology
1,551 shares
$657,322
@ $423.81
Significance 5

President-Product & Technology sells 1,551 shares of CHTR at $423.80; holdings fall to 6.8K (-18.6%)

Richard J. DiGeronimo, President-Product & Technology at Charter Communications, sold 1,551 shares at $423.80 on 2025-05-16, reducing his position from 8,355 to 6,804 shares. The transaction occurred near the 52-week high of $427.25 (within 0.9% of peak), while the stock has rallied 24.9% over the past 30 days and 17.1% over 90 days. The sale represents an 18.6% reduction in his post-transaction holdings. Without a disclosed trading plan or scheduled execution flag, the trade timing relative to recent positive momentum and proximity to all-time highs merits monitoring for potential signal content regarding the executive's near-term outlook.

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