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Hamilton Insurance Group, Ltd. planned insider sales

In the last twelve months insiders at Hamilton Insurance Group, Ltd. filed 10 Form 144 notices of planned sales, 211,243 shares worth $6.9 million at the time of filing, from 7 sellers. The latest, filed 11 September 2026: Timothy James Duffin (officer), 28,500 shares worth $988,582, planned for around 11 September 2026 through Morgan Stanley Smith Barney LLC Executive Financial Services.

FiledSellerRelationshipSharesValuePlanned saleSold, per Form 4BrokerHow acquiredFiling
11 September 2026Timothy James DuffinOfficer28,500$988,58211 September 202657,000 shares from 10 September 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock Vesting Under a Registered PlanForm 144
10 September 2026Timothy James DuffinOfficer28,500$984,18210 September 2026None on Form 4 yetMorgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock Vesting Under a Registered PlanForm 144
3 September 2026Leyton LtdAffiliate50,000$1.8 million3 September 2026None on Form 4 yetMorgan Stanley Smith Barney LLC Executive Financial ServicesPrivate Acquisition from Issuer/AffiliateForm 144
18 May 2026Leyton LtdAffiliate37,300$1.2 million18 May 2026No matching Form 4 saleMorgan Stanley Smith Barney LLC Executive Financial ServicesPrivate Acquisition from Issuer/AffiliateForm 144
15 May 2026Leyton LtdAffiliate12,700$404,11615 May 2026No matching Form 4 saleMorgan Stanley Smith Barney LLC Executive Financial ServicesPrivate Acquisition from Issuer/AffiliateForm 144
13 May 2026Jonathan B LevensonOfficer6,075$185,95613 May 20266,075 shares from 13 May 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted StockForm 144
8 May 2026Levenson Jonathan B.Officer3,030$92,9288 May 20263,030 shares from 8 May 2026Wells Fargo Clearing ServicesGrant at IPOForm 144
5 May 2026Brian DeeganOfficer11,000$337,6445 May 202611,000 shares from 5 May 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted StockForm 144
14 November 2025Alexander James BakerOfficer18,350$480,63814 November 202518,350 shares from 14 November 2025Morgan Stanley Smith Barney LLC Executive Financial ServicesShares Purchased through Employee Stock Purchase PlanForm 144
10 November 2025Venkatanarayanan KrishnamoorthyFormer Affiliate15,788$415,13910 November 2025No matching Form 4 saleMorgan Stanley Smith Barney LLC Executive Financial ServicesRestricted stock vesting under a registered planForm 144
A Form 144 is the notice an insider files with the SEC before selling restricted or control shares over the Rule 144 thresholds; it says what may be sold, not what was.
Read moreValue is the filer's own aggregate market value. Sold, per Form 4: the same seller's open-market sales on Form 4 from the notice's date to 90 days after, added up, as they appear on the insiders page; a holder who files no Form 4, such as some large holders, never shows one. What is a Form 144?