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WTW WILLIS TOWERS WATSON PLC Insider Trading

Latest: CEO Bought $510K of Shares · May 2026

Multiple insiders have been active at WILLIS TOWERS WATSON PLC (WTW): 6 distinct insiders account for 4 buy filings and 4 sell filings as of May 2026. Its highest-significance filing in the last 90 days: CEO Hess Carl Aaron bought $510K, transaction dated May 2026.

8 filings analyzed · Latest 2026-05-06

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Buys
4
Sells
4
Insiders
6
Direction
Neutral

WILLIS TOWERS WATSON PLC leadership

CEO
Andrew J. Krasner — CHIEF EXECUTIVE OFFICER
CEO
Carl A. Hess — CHIEF EXECUTIVE OFFICER
General Counsel
Nicole Napolitano — General Counsel, Corporate Governance & Public Company; Company Secretary
Chair
Paul Reilly — Non-Executive Chair of the Board
High conviction

This is a high-conviction signal — the insider is a first-time or occasional buyer, historically the strongest subset. Such buys have outperformed the S&P 500 by a median ~3% over the 30 days after the trade (n ≈ 3,001, 2024-2026). Past results don't predict the future. How we measure this ↗

May 2026
2026-05-06
high
President of Risk & Broking
1,896 shares
$499,340
@ $263.36
Significance 7

President of Risk & Broking Clarke Lucy purchases ~1,900 WTW shares amid stock pullback from highs.

Clarke Lucy, in her capacity as President of Risk & Broking, is buying Willis Towers Watson shares while the stock has retreated meaningfully from its year-ago peaks, suggesting she sees value in the pullback rather than chasing momentum. This purchase marks her second consecutive buy in the stock—the prior acquisition in February is too recent to have a track record outcome, but the pattern of repeated purchasing at declining price levels indicates conviction in the company's direction. Willis Towers Watson remains a profitable, established global operator with solid fundamentals, and Lucy's willingness to deploy personal capital at current depressed levels—rather than waiting for further declines—suggests confidence that recent weakness is overdone. As a C-suite officer with direct operational knowledge of the Risk & Broking division, her trade carries material weight in interpreting internal sentiment about the company's near-term trajectory.

2026-05-05
high
Chief Executive Officer
2,000 shares
$510,160
@ $255.08
Significance 8

CEO Carl Aaron Hess purchases 2,000 WTW shares in open-market transaction as stock trades well below recent highs.

Carl Aaron Hess, the Chief Executive Officer of Willis Towers Watson, purchased shares worth over half a million dollars during a period when the stock has retreated meaningfully from its recent peaks. This is noteworthy timing: the CEO is buying into weakness rather than near highs, which suggests confidence that the current valuation does not reflect the company's true value. The company remains solidly profitable with consistent earnings and reasonable valuation metrics, providing a fundamental backdrop where insider conviction can carry real weight. Hess's willingness to deploy personal capital at this price point—particularly given his position of direct operational knowledge—indicates he sees the recent pullback as a buying opportunity rather than a warning sign. For retail investors, executive purchases during downturns often precede recoveries, especially when the underlying business remains financially healthy.

March 2026
2026-03-05
low
General Counsel
3,000 shares
$912,009
@ $304.00
Significance 4

General Counsel Matthew Furman sold 3,000 shares of WTW at $304.00 on 2026-03-03, reducing holdings to 38,185 shares (38.2K shares).

Matthew Furman, as General Counsel, sold 3,000 shares representing a 7.3% reduction in his holdings, with the transaction executed at $304.00 per share. The sale occurred when the stock was trading 14.1% below its 52-week high of $349.93 and has declined 10.3% in the 30-day period prior to the transaction. Willis Towers Watson's fundamentals show annual revenue growth of -2.2% with a P/E of 7.44, suggesting modest valuation relative to earnings. The General Counsel retains 38.2K shares post-sale, maintaining a material stake in the company. Without additional context on scheduled trading plans or prior transaction patterns, the modest sale size and continued substantial holdings do not clearly signal major strategic concerns about the business.

February 2026
2026-02-17
medium
President of Risk & Broking
3,500 shares
$996,929
@ $284.84
Significance 5

Clarke Lucy (President, Risk & Broking) buys 3,500 WTW shares at $284.84; holdings rise to 19,250 shares (+22.2%)

Clarke Lucy, President of Risk & Broking at Willis Towers Watson, purchased 3,500 shares at $284.84, increasing her holdings by 22.2% to 19,250 shares. The transaction occurred when the stock was trading at a -15.6% discount from its 52-week high of $349.93 and down 10.3% over the preceding 30 days. Notably, the company reported a full-year net loss despite generating $2.3B in quarterly revenue and posting 4.7% annual revenue growth, creating divergent fundamental signals. The modest transaction size in absolute dollar terms ($996.9K) relative to the company's $28.3B market cap, combined with the absence of any pattern context, leaves the strategic intent of this purchase opaque without additional visibility into Clarke's broader trading history or mandate.

2026-02-13
medium
241 shares
$67,205
@ $278.86
Significance 4

Director Hammond buys 241 WTW shares at $278.86; stock down 12.3% in 30 days, company posted negative full-year earnings

Hammond Michael P. purchased 241 shares at $278.86, increasing his holdings by 10.6% to 2,504 shares post-transaction. The purchase occurred as WTW traded down 12.3% over the prior 30 days and -17.8% from its 52-week high, while the company reported negative full-year net income despite $2.3B in quarterly revenue and +4.7% annual growth. The timing of this open-market purchase during a period of recent price weakness on a fundamentally challenged balance sheet warrants monitoring of whether this reflects genuine conviction in near-term recovery or whether the director's view diverges materially from broader market repricing of the company's profitability trajectory.

June 2025
2025-06-05 10b5-1 Plan
low
Chief Financial Officer
1,600 shares
$505,200
@ $315.75
Significance 4

WTW CFO Krasner sold 1,600 shares at $315.75 for $505,200 on 2025-06-03; 11,982 shares remain

Krasner sold 1,600 shares (11.8% of pre-transaction holdings) at $315.75, leaving him with 11,982 shares. The sale occurred $8.08 above the current price of $307.67 but 26.2% below the 52-week high of $340.88, suggesting the timing captured an interim level rather than peak valuation. The company's latest quarter showed $2.2B revenue and $235.0M net income, though full-year results were unprofitable—a mismatch between quarterly recovery and annual performance that merits observation. The CFO retains material holdings post-sale, indicating ongoing exposure to the company's prospects rather than a wholesale exit.

May 2025
2025-05-12 10b5-1 Plan
medium
Chief Executive Officer
10,000 shares
$3,091,316
@ $309.13
Significance 4

CEO Hess sold 10,000 shares for $3.1M at Willis Towers Watson; stock down 4.4% in 30 days.

Carl Aaron Hess, CEO of Willis Towers Watson PLC, executed 5 separate sales totaling 10,000 shares for $3,091,315.52 on 2025-05-08 at prices ranging from $306.85 to $310.74. This represents a reduction of 10.4% of his pre-transaction holdings, leaving him with 85,983 shares. The company reported a loss on net income over its most recent full fiscal year despite generating $2,223,000,000.00 in latest-quarter revenue and +4.7% annual revenue growth. With the stock currently trading at $307.46, down 4.4% over the past 30 days and 9.8% below its 52-week high, the sale occurred near recent peaks but without disclosed context regarding timing rationale or trading plan structure.

February 2025
2025-02-28
medium
Pres.-Health, Wealth & Career
3,384 shares
$1,136,243
@ $335.77
Significance 5

WTW President Julie Jarecke Gebauer sold 3,384 shares at $335.77 on 2025-02-28; stock now at $339.65.

Julie Jarecke Gebauer, President of Health, Wealth & Career, sold 3,384 shares valued at $1,136,243.31, reducing her holdings from 77,801 to 74,417 shares. The sale occurred at $335.77, and the stock has since moved to $339.65 (+0.0% from its 52-week high of $339.65), with a 30-day gain of +4.7%. Her cross-ticker track record shows 1 prior sale with a 90-day well-timed rate of 100.00%, and her single prior WTW sale on 2024-02-20 was also well-timed (90d return of -8.3%). However, the company remains unprofitable with net income of $-1,675,000,000.00 against quarterly revenue of $2,289,000,000.00, presenting a fundamental backdrop of operational losses despite 4.7% annual revenue growth. The modest 4.3% reduction in holdings alongside historically well-timed prior sales warrants monitoring, particularly given the company's current profitability challenges.

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