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Hippo Holdings Inc. planned insider sales

In the last twelve months insiders at Hippo Holdings Inc. filed 20 Form 144 notices of planned sales, 78,743 shares worth $2.3 million at the time of filing, from 4 sellers. The latest, filed 15 October 2026: Torben Ostergaard (officer), 1,169 shares worth $40,202, planned for around 15 October 2026 through Morgan Stanley Smith Barney LLC Executive Financial Services.

FiledSellerRelationshipSharesValuePlanned saleSold, per Form 4BrokerHow acquiredFiling
15 October 2026Torben OstergaardOfficer1,169$40,20215 October 20261,169 shares from 15 October 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
9 October 2026Richard McCathronOfficer5,000$170,9009 October 20265,000 shares from 9 October 2026Merrill LynchRestricted Stock UnitsForm 144
9 September 2026Richard McCathronOfficer5,000$161,1509 September 20265,000 shares from 9 September 2026Merrill LynchRestricted Stock UnitsForm 144
17 August 2026Torben OstergaardOfficer1,169$38,62417 August 20261,169 shares from 17 August 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
10 August 2026Richard McCathronOfficer5,000$160,00010 August 20265,000 shares from 10 August 2026Merrill LynchRestricted Stock UnitsForm 144
28 July 2026Guy ZeltserOfficer1,669$48,65128 July 20261,669 shares from 28 July 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
9 July 2026Richard McCathronOfficer5,000$142,6509 July 20265,000 shares from 9 July 2026Merrill LynchRestricted Stock UnitsForm 144
9 June 2026Richard McCathronOfficer5,000$125,0009 June 20265,000 shares from 9 June 2026Merrill LynchRestricted Stock UnitsForm 144
15 May 2026Torben OstergaardOfficer2,714$72,54515 May 20263,667 shares from 15 May 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
11 May 2026Richard McCathronOfficer5,000$135,50011 May 20265,000 shares from 11 May 2026Merrill LynchRestricted Stock UnitsForm 144
9 April 2026Richard McCathronOfficer5,000$130,2509 April 20265,000 shares from 9 April 2026Merrill LynchRestricted Stock UnitsForm 144
9 March 2026Richard McCathronOfficer5,000$129,3009 March 20265,000 shares from 9 March 2026Merrill LynchRestricted Stock UnitsForm 144
25 February 2026Torben OstergaardOfficer1,553$44,80425 February 2026600 shares from 25 February 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
17 February 2026Torben OstergaardOfficer6,105$172,52717 February 20266,105 shares from 17 February 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
9 February 2026Richard McCathronOfficer5,000$145,7009 February 20265,000 shares from 9 February 2026Merrill LynchRestricted Stock UnitsForm 144
9 January 2026Richard McCathronOfficer5,000$157,6009 January 20265,000 shares from 9 January 2026Merrill LynchRestricted Stock UnitsForm 144
22 December 2025Michael StienstraOfficer3,900$120,47122 December 20253,900 shares from 22 December 2025Morgan Stanley Smith Barney LLC Executive Financial ServicesPerformance Stock Units; Restricted Stock UnitsForm 144
9 December 2025Richard McCathronOfficer5,000$149,1009 December 20255,000 shares from 9 December 2025Merrill LynchRestricted Stock UnitsForm 144
21 November 2025Torben OstergaardOfficer3,645$115,10921 November 20253,645 shares from 21 November 2025Morgan Stanley Smith Barney LLC Executive Financial ServicesPerformance Stock Units; Restricted Stock UnitsForm 144
18 November 2025Guy ZeltserOfficer1,819$57,37118 November 20251,819 shares from 18 November 2025Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 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?