CCO Clear Channel Outdoor Holdings, Inc. Insider Trading

Director Raymond T. White sells 2.80M shares (96.9% of holdings) at $2.40 in 5 transactions totaling $6.7M at CCO

Director Raymond T. White executed 5 separate sales totaling 2,804,171 shares for $6,716,994.05 on 2026-06-15, reducing his holdings from 2,895,174 shares to 91,003 shares—a divestiture of 96.9% of his pre-transaction position. The sales occurred at $2.40 per share, which is -1.2% from the stock's 52-week high of $2.43 and near the top of the 52-week range. The company reported a latest-quarter net income of $-48,594,000.00, placing it in a loss position despite flat revenue of $373,864,000.00 and positive annual growth of 6.6%. This near-complete liquidation of a director's stake warrants scrutiny given the company's profitability challenges and the magnitude of shares being removed from insider ownership.

Director Raymond T. White sold 23,435,796 shares (99.1% of holdings) for $56.3M at Clear Channel Outdoor.

Director Raymond T. White executed three separate sales on 2026-06-09 totaling 23,435,796 shares for $56,259,971.87, reducing his holdings from 23,640,429 to 204,633 shares. This represents a near-complete exit of his position—selling 99.1% of his pre-transaction holdings at a blended average price of $2.40 per share. The company is currently unprofitable with net income of $-48,594,000.00 against quarterly revenue of $373,864,000.00, though annual revenue growth stands at +6.6%. The scale and completeness of this director-level divestiture during a period of operational losses warrants investor scrutiny of the company's financial trajectory and management's forward expectations.

Major shareholder Ares Management sells 14.63M CCO shares (26.2% of holdings) in two transactions for $17.0M on Sept 9–10

Ares Management, a 10% owner of Clear Channel Outdoor, executed 2 separate sales on consecutive days: sold 1,631,555 shares at $1.39 on 2025-09-09 and 13,000,000 shares at $1.13 on 2025-09-10, for a combined $16,972,135.23. The blended average transaction price of $1.16 falls below the current price of $1.33, and the aggregate sale reduced Ares's stake by 26.2% from 55,829,046 shares to 41,197,491 shares. Set against deteriorating fundamentals—annual revenue declined 29.2% year-over-year, the company reported negative full-year net income, and the P/E ratio stands at 33.25—this substantial liquidation of a core holding warrants investor attention. The timing of the larger 13M-share tranche at a notably lower price ($1.13 vs $1.39 the prior day) occurred amid a 30-day price recovery of +19.8%, making the execution pattern noteworthy for future comparison against stock performance.

Ares Management (10% owner) sells 14.63M CCO shares for $17.0M across two days; retains 41.20M shares post-sale.

Ares Management executed two separate sales totaling 14,631,555 shares for $16,972,135.23 on September 9–10, 2025, reducing its stake from 55,829,046 shares to 41,197,491 shares—a -26.2% reduction in holdings. The blended average sale price of $1.16 sits below the current price of $1.33, yet the stock has risen 19.8% over the prior 30 days and 20.9% over 90 days. The company reported a -29.2% annual revenue contraction, full-year losses, and a high P/E of 33.25 on quarterly net income of only $9.5M. This large reduction in a 10% owner's stake during a period of operational stress and prior poor cross-ticker sell-timing history (avg 90d return +9.6% after sells, 0.00% well-timed rate) may signal a reassessment of position size despite recent positive price momentum.

10% owner Moreno purchases 2,000,000 shares ($2.1M) at avg $1.04 across two transactions, expanding stake by 3.0%

MORENO ARTURO R, holding 67,612,859 shares post-transaction, executed 2 separate purchases totaling 2,000,000 shares for $2,090,000.00 (blended average $1.04 per share) on 2025-08-01 and 2025-08-04. The current price of $1.18 is -31.0% from the 52-week high and -4.8% over 30 days, placing the transaction window within a period of stock weakness. Across his cross-ticker track record, the insider shows a 90.00% win rate with average 90-day returns of +15.1%; however, his same-ticker history at CCO (5 prior trades) reveals no measurable 90-day outcomes yet, limiting assessment of transaction timing at this specific security. CCO itself presents a challenging fundamental backdrop: the company posted annual revenue growth of -29.2%, generated negative full-year net income, and carries a P/E of 29.50 on $9.5M quarterly net income against $402.8M revenue, suggesting earnings remain under pressure.

10% owner Moreno accumulates 1,478,507 shares in 3 purchases at $1.08-$1.09 blended, $1.6M total, raising stake to 65.61M shares

Arturo R. Moreno, a 10% owner, executed 3 separate open-market purchases totaling 1,478,507 shares for $1,591,572.63 at a blended average price of $1.08, increasing his holdings from 64,134,352 to 65,612,859 shares (+2.3%). The purchases occurred over 3 consecutive trading days (2025-07-29 through 2025-07-31) while the stock traded near its 52-week low of $0.85, substantially down 38.0% from the 52-week high of $1.71 and 10.2% lower over the prior 30 days. Across his prior 5 trades at CCO, Moreno's open-market buys recorded 30-day returns of +12.2% to +17.0%; his broader cross-ticker buy track record shows a 90.91% win rate with an average 90-day return of +18.7%. The company reported $334.2M quarterly revenue with $62.5M net income for the latest quarter, but annual revenue contracted 29.2% year-over-year and the company posted negative net income over its most recent full fiscal year, highlighting material operational headwinds. The timing of these purchases during depressed price action by a substantial shareholder warrant investor attention.

10% owner Arturo Moreno buys 38,815 CCO shares at $1.06; stock down 38.0% from 52-week high.

Arturo Moreno, a 10% owner, purchased 38,815 shares of Clear Channel Outdoor Holdings at $1.06 on 2025-06-05, adding to his 64.13M-share position. This is his fifth buy at CCO in the past month (following purchases on 2025-05-09, 2025-05-12, 2025-05-28, and 2025-06-02), during a period when the stock has declined 38.0% from its 52-week high of $1.84 and the company posted annual revenue decline of -29.2% against a full-year net loss. The timing of consecutive small open-market purchases near recent lows warrants observation, particularly given the stock's recent quarterly profitability ($62.5M net income) versus its annual loss profile, which may indicate cyclical recovery optimism or portfolio rebalancing at depressed pricing. The insider's cross-ticker track record shows +10.9% average 30-day returns on prior buys, though same-ticker outcomes at CCO remain immeasurable beyond the earliest 2025-05-09 purchase (+3.6% at 30 days, 90-day outcome pending).

10% owner Moreno buys 608.2K shares ($648.3K) at blended $1.07; holdings now 64.10M shares

Arturo R. Moreno, a 10% owner, executed 2 separate purchases totaling 608,187 shares for $648,260.09 at Clear Channel Outdoor on 2025-05-30 and 2025-06-02 (blended average $1.07). His post-transaction holdings reached 64,095,537 shares, a 1.0% increase. This follows a rapid sequence of 5 buys at the same ticker within a 23-day window (2025-05-07 through 2025-05-28), all currently below 90-day measurable outcomes. The stock trades at $1.10 currently, down 40.2% from its 52-week high of $1.84, and the company reported -29.2% annual revenue decline and negative full-year net income despite a profitable latest quarter. Moreno's cross-ticker buy track record averages +13.7% 30-day returns, but no pattern of well-timed buys exists at CCO itself to date.

10% owner Moreno buys 23,334 CCO shares at $1.06; 5 buys in 21 days while stock down -14.4% in 90 days

Arturo R Moreno purchased 23,334 shares at $1.06 on 2025-05-28, extending a rapid sequence of five purchases across CCO in the span of 21 days (2025-05-07 through 2025-05-30). Despite this pattern of accumulated buying, the stock is currently -41.8% from its 52-week high and -14.4% over the 90-day period. Clear Channel Outdoor's fundamentals show deteriorating revenue (-29.2% year-over-year) and full-year unprofitability, though the latest quarter posted $62.5M net income against $334.2M quarterly revenue. Moreno's cross-ticker buy track record averaged +14.8% 30-day returns across 20 prior trades, but none of his five CCO trades have yet completed their 90-day measurement window, and no clear timing advantage is evident at this ticker to date.

10% owner Moreno bought 400,000 CCO shares at $1.15 on 2025-05-12; fifth consecutive buy in 6 days as stock trades -35.9% from 52-week high

Moreno purchased 400,000 shares at $1.15, bringing his holdings to 63,464,016 shares (+0.6% net change). This transaction is the fifth buy by this 10% owner within a 6-day window (2025-05-02 through 2025-05-12), suggesting sustained accumulation during a period when CCO trades at -35.9% from its 52-week high of $1.84. Notably, the company reported annual revenue decline of -29.2% and was unprofitable over its most recent full fiscal year, creating a backdrop of deteriorating fundamentals. The concentration of five consecutive open-market purchases by a major shareholder in rapid succession warrants attention to whether this accumulation reflects a directional conviction or responds to operational developments not yet public.