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HLT
NYSE Real Estate & Construction

Hilton Officer Kevin Jacobs Notices Sale of 151,050 Shares (~$53.8M) From Option Exercise

Arie Shkolnikov · Analysis by Wiseek AI
More coverage: Real Estate
Sentiment info
Negative
Importance info
7
Price
$357.23
Mkt Cap
$79.485B
52W Low
$253.54
52W High
$364.5
52W Position info
41% above low
Off High info
2.0% below high
Rel. Volume info
0.8× avg
Market data snapshot near publication time

HLT sits 41% above its 52-week low of $253.54.

Summary

Hilton officer Kevin Jacobs filed to sell 151,050 shares worth about $53.8 million, all from a same-day option exercise—the largest insider sale in the past three months.


Key Events · Ownership and Investor Activity · HLT

  • Officer Notices 151,050-Share Sale

    Kevin Jacobs filed a Form 144 to sell 151,050 common shares with an aggregate market value of $53,802,516.36, with an approximate sale date of 10/29/2026.

  • Shares Sourced From Option Exercise

    All 151,050 shares were acquired on 10/29/2026 through a stock option exercise from the issuer, paid in cash—compensation converted to stock, not an open-market purchase.

  • Largest Insider Sale in 90 Days

    The notice is about 24x the prior largest Form 144 in the window (7,289 shares, ~$2.26 million, filed 2026-09-14) and follows a 90-day stretch of net insider selling of $2,258,218 with zero open-market buys.

  • Sale Near 52-Week High

    The stock at $357.23 sits close to its 52-week high of $364.50, a level at which insider dispositions are more likely to be read as locking in gains.


Analysis · HLT · Real Estate & Construction

Why it matters: this is the largest insider disposition in the past three months. Kevin Jacobs, a Hilton officer, filed notice to sell 151,050 shares worth roughly $53.8 million, all acquired the same day through a stock option exercise. That dwarfs the insider sales seen in the past three months—the biggest was 7,289 shares for about $2.26 million on 2026-09-14. Because the shares come from options rather than open-market purchases, this is compensation being converted to cash, not a signal about the business. Still, the size is large enough to weigh on sentiment, especially with the stock trading near its 52-week high of $364.50, and it adds to a 90-day pattern that already shows net insider selling of about $2.26 million with no open-market buys.

How filings like this one have moved

In the 30 days to Oct 29, 2026, 30.9% of the 1649 measured filings Wiseek scored 7 moved their stock by 5% or more by the next session's close. The median move was -0.02%. These are measured outcomes after filings of this importance, not a forecast for this one.

Measured one observation per ticker per day, after exclusions. Current figures: Filing Impact Tracker · open dataset

At the time of this filing, HLT was trading at $357.23 on NYSE in the Real Estate & Construction sector, with a market capitalization of approximately $79.5B. The 52-week trading range was $253.54 to $364.50. This filing was assessed with negative market sentiment and an importance score of 7 out of 10.

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