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Hippo Holdings Inc.

HIPO Net selling
CIK 0001828105 #2662 in the set updated 17 Sep 2026
Bought (120 mo)
$5.93M
out of their own pocket, the only kind of buying there is
Sold (120 mo)
$23.26M
$7.67M on a plan · $256.88K straight out of an exercise
Sold at will
$15.33M
10 of 69 sales
Net
−$17.32M
−$9.39M against sales at will

By person

34 insiders · 94 transactions
27.6×

Richard McCathron holds 27.6 times base salary in stock. $18.28M of shares against $660.00K in salary for 2025.

Salary from the company's own proxy. The shares are what Richard McCathron last reported holding, valued at $32.23, the price Common Stock was last bought or sold at on the open market here, on 9 Sep 2026.

Insider
Role
Bought
Sold
Net
Holding
Of company
Worth
Change
Len FW Investor, LLC entity
Former 10% Owner
—
$14.49M (1)
−$14.49M
2,476,418
9.38%
$79.81M
—
Knauf Noah
Director
$3.74M (4)
—
+$3.74M
220,325
0.8349%
$7.10M
—
Ostergaard Torben
CEO Spinnaker
—
$2.15M (15) scheduled
−$2.15M
61,824
0.2343%
$1.99M
−35.5%
McCathron Richard
Chief Executive Officer
$203.72K (2)
$2.31M (16) scheduled
−$2.11M
567,132
2.15%
$18.28M
—
Wand Assaf
Executive Chairman BoD
$246.88K (4)
$2.15M (13) scheduled
−$1.90M
32,859,224
—
$1.06B
+5,293%
Harry Yuval
Chief Revenue Officer
—
$901.17K (9)
−$901.17K
97,251
0.3685%
$3.13M
−2.4%
Feder Eric
Director
$536.06K (1)
—
+$536.06K
146,815
0.5563%
$4.73M
—
NICHOLS JOHN DRAKE
Director
$526.22K (5)
—
+$526.22K
71,371
0.2705%
$2.30M
—
WIJNBERG SANDRA S
Director
$500.37K (1)
—
+$500.37K
143,623
0.5442%
$4.63M
—
Ellis Stewart
Director
$103.70K (1)
$574.37K (3) scheduled
−$470.67K
384,833
1.46%
$12.40M
—
Zeltser Guy
Chief Financial Officer
$4.81K (1)
$304.23K (5) scheduled
−$299.42K
116,618
0.4419%
$3.76M
+34.5%
Stienstra Michael
GM & Chief Insurance, HHIP
—
$282.60K (5) scheduled
−$282.60K
89,901
0.3407%
$2.90M
+47.3%
Badia Anirudh
Chief Accounting Officer
—
$94.40K (2) scheduled
−$94.40K
102,315
0.3877%
$3.30M
+24.7%
Landman Sam
Director
$72.61K (3)
—
+$72.61K
29,080
0.1102%
$937.25K
—
Hoffman Reid
Former Director and 10% Owner
—
—
—
5,630,000
21.33%
$181.45M
—
Reinvent Sponsor Z LLC entity
Former 10% Owner
—
—
—
5,630,000
21.33%
$181.45M
—
Pinkovezky Aviad
Chief Product Officer
—
—
—
1,954,224
7.41%
$62.98M
—
FRATER HUGH R
Director
—
—
—
1,102,986
4.18%
$35.55M
—
Thompson Michael N. Jr.
Former Director and Officer
—
—
—
1,000,000
3.79%
$32.23M
—
PINCUS MARK J
Former Director and 10% Owner
—
—
—
1,000,000
3.79%
$32.23M
—
Fifth Wall Ventures Management GP, LLC entity
10% owner
—
—
—
961,882
3.64%
$31.00M
−97.9%
Harpaz Ran
Chief Operating Officer
—
—
—
162,599
0.6162%
$5.24M
—
Donahue Christopher
General Manager, MGA & CUO
—
—
—
95,019
0.3601%
$3.06M
+29.7%
Boettcher Laura
Chief Operating Officer
—
—
—
71,381
0.2705%
$2.30M
+16.5%
Fleming-Wood Simon
Chief Marketing Officer
—
—
—
66,068
0.2504%
$2.13M
—
Rottenberg Linda
Former Director
—
—
—
30,000
0.1137%
$966.90K
—
Auguste Byron
Former Director
—
—
—
30,000
0.1137%
$966.90K
—
Hanna Julie
Former Director
—
—
—
30,000
0.1137%
$966.90K
—
Linden Lee
Former Director
—
—
—
30,000
0.1137%
$966.90K
—
Fouche Lori Dickerson
Director
—
—
—
26,623
0.1009%
$858.06K
—
Schaaf Mark
Director
—
—
—
20,911
0.0792%
$673.96K
—
Errett Amy
Director
—
—
—
11,276
0.0427%
$363.43K
—
Hay Laura J
Director
—
—
—
7,310
0.0277%
$235.60K
—
Holliday Susan Claire
Director
—
—
—
7,310
0.0277%
$235.60K
—

Individual transactions

94
Insider
Date
Role
Action
Shares
Price
Amount
McCathron Richard
9 Sep 2026
Chief Executive Officer
Sold on a plan
5,000
$32.23
$161.15K
Ostergaard Torben
17 Aug 2026
CEO Spinnaker
Sold on a plan
1,169
$33.00
$38.58K
McCathron Richard
10 Aug 2026
Chief Executive Officer
Sold on a plan
5,000
$32.00
$160.00K
Zeltser Guy
28 Jul 2026
Chief Financial Officer
Sold on a plan
1,669
$30.98
$51.71K
McCathron Richard
9 Jul 2026
Chief Executive Officer
Sold on a plan
5,000
$28.53
$142.65K
McCathron Richard
9 Jun 2026
Chief Executive Officer
Sold on a plan
5,000
$25.00
$125.00K
Ostergaard Torben
15 May 2026
CEO Spinnaker
Sold on a plan
3,667
$26.10
$95.71K
McCathron Richard
11 May 2026
Chief Executive Officer
Sold on a plan
5,000
$27.10
$135.50K
McCathron Richard
9 Apr 2026
Chief Executive Officer
Sold on a plan
5,000
$26.05
$130.25K
McCathron Richard
9 Mar 2026
Chief Executive Officer
Sold on a plan
5,000
$25.86
$129.30K
Ostergaard Torben
25 Feb 2026
CEO Spinnaker
Sold on a plan
600
$30.44
$18.27K
Ostergaard Torben
17 Feb 2026
CEO Spinnaker
Sold on a plan
6,105
$28.57
$174.39K
McCathron Richard
9 Feb 2026
Chief Executive Officer
Sold on a plan
5,000
$29.14
$145.70K
McCathron Richard
9 Jan 2026
Chief Executive Officer
Sold on a plan
5,000
$31.52
$157.60K
Stienstra Michael
22 Dec 2025
GM & Chief Insurance, HHIP
Sold on a plan
3,900
$31.12
$121.37K
McCathron Richard
9 Dec 2025
Chief Executive Officer
Sold on a plan
5,000
$29.82
$149.10K
Ostergaard Torben
21 Nov 2025
CEO Spinnaker
Sold on a plan
152
$32.63
$4.96K
Ostergaard Torben
21 Nov 2025
CEO Spinnaker
Sold on a plan
3,493
$31.96
$111.63K
Zeltser Guy
18 Nov 2025
Chief Financial Officer
Sold on a plan
100
$32.74
$3.27K
Zeltser Guy
18 Nov 2025
Chief Financial Officer
Sold on a plan
1,719
$32.12
$55.22K
Zeltser Guy
14 Nov 2025
Chief Financial Officer
Buy
665
$7.23
$4.81K
Zeltser Guy
17 Sep 2025
Chief Financial Officer
Sold on a plan
200
$38.05
$7.61K
Zeltser Guy
17 Sep 2025
Chief Financial Officer
Sold on a plan
4,977
$37.46
$186.42K
McCathron Richard
8 Sep 2025
Chief Executive Officer
Sell
2,725
$34.12
$92.97K
McCathron Richard
22 Aug 2025
Chief Executive Officer
Sold on a plan
2,275
$34.00
$77.35K
Len FW Investor, LLC
1 Jul 2025
Former 10% Owner
Sell
514,309
$28.17
$14.49M
Ostergaard Torben
12 Jun 2025
CEO Spinnaker
Sold on a plan
2,444
$29.95
$73.20K
Ostergaard Torben
4 Jun 2025
CEO Spinnaker
Sold on a plan
4,889
$24.61
$120.32K
Wand Assaf
1 Apr 2025
Executive Chairman BoD
Sold on a plan indirect
12,250
$25.04
$306.70K
Wand Assaf
3 Mar 2025
Executive Chairman BoD
Sold on a plan indirect
12,250
$28.90
$354.04K
Stienstra Michael
18 Feb 2025
GM & Chief Insurance, HHIP
Sold on a plan
2,329
$30.02
$69.91K
Ostergaard Torben
5 Feb 2025
CEO Spinnaker
Sold on a plan
19,285
$30.29
$584.17K
Ostergaard Torben
4 Feb 2025
CEO Spinnaker
Sold on a plan
21,146
$30.05
$635.44K
Wand Assaf
3 Feb 2025
Executive Chairman BoD
Sold on a plan indirect
4,202
$27.22
$114.39K
Wand Assaf
3 Feb 2025
Executive Chairman BoD
Sold on a plan indirect
8,048
$26.52
$213.41K
Ostergaard Torben
29 Jan 2025
CEO Spinnaker
Sold on a plan
3,022
$27.25
$82.36K
Ostergaard Torben
8 Jan 2025
CEO Spinnaker
Sold on a plan
3,022
$25.77
$77.87K
Ellis Stewart
2 Jan 2025
CFO/ Chief Strategy Officer
Sold on a plan
4,333
$26.64
$115.44K
Ellis Stewart
2 Jan 2025
CFO/ Chief Strategy Officer
Sold on a plan
5,667
$26.11
$147.97K
Wand Assaf
2 Jan 2025
Executive Chairman BoD
Sold on a plan indirect
3,754
$26.51
$99.52K
Wand Assaf
2 Jan 2025
Executive Chairman BoD
Sold on a plan indirect
8,496
$25.81
$219.26K
Ostergaard Torben
23 Dec 2024
CEO Spinnaker
Sold on a plan
3,022
$25.91
$78.30K
Ellis Stewart
18 Dec 2024
CFO/ Chief Strategy Officer
Sold on a plan
12,000
$25.91
$310.96K
Ostergaard Torben
17 Dec 2024
CEO Spinnaker
Sold on a plan
100
$27.20
$2.72K
Ostergaard Torben
17 Dec 2024
CEO Spinnaker
Sold on a plan
1,992
$26.43
$52.64K
Wand Assaf
2 Dec 2024
Executive Chairman BoD
Sold on a plan indirect
12
$33.04
$396.48
Wand Assaf
2 Dec 2024
Executive Chairman BoD
Sold on a plan indirect
2,899
$32.21
$93.38K
Wand Assaf
2 Dec 2024
Executive Chairman BoD
Sold on a plan indirect
9,339
$31.50
$294.18K
McCathron Richard
21 Nov 2024
Chief Executive Officer
Sold on a plan
14
$31.20
$436.80
McCathron Richard
21 Nov 2024
Chief Executive Officer
Sold on a plan
14,986
$30.16
$451.99K
Stienstra Michael
18 Nov 2024
GM & Chief Insurance, HHIP
Sell
711
$28.72
$20.42K
Stienstra Michael
18 Nov 2024
GM & Chief Insurance, HHIP
Sell
1,737
$28.24
$49.06K
McCathron Richard
8 Nov 2024
Chief Executive Officer
Sold on a plan
3,014
$26.14
$78.78K
McCathron Richard
8 Nov 2024
Chief Executive Officer
Sold on a plan
6,986
$25.30
$176.77K
Stienstra Michael
8 Nov 2024
GM & Chief Insurance, HHIP
Sold on a plan
855
$25.55
$21.85K
Badia Anirudh
6 Nov 2024
Chief Accounting Officer
Sold on a plan
2,552
$24.49
$62.50K
Wand Assaf
1 Nov 2024
Executive Chairman BoD
Sold on a plan indirect
2,849
$21.29
$60.66K
Wand Assaf
1 Nov 2024
Executive Chairman BoD
Sold on a plan indirect
9,401
$20.66
$194.24K
Wand Assaf
1 Oct 2024
Executive Chairman BoD
Sold on a plan indirect
100
$16.80
$1.68K
Wand Assaf
1 Oct 2024
Executive Chairman BoD
Sold on a plan indirect
12,150
$16.19
$196.70K
Harry Yuval
14 Aug 2024
Chief Revenue Officer
Sell
2,958
$18.49
$54.69K
Harry Yuval
13 Aug 2024
Chief Revenue Officer
Sell
14,548
$18.52
$269.48K
Harry Yuval
12 Aug 2024
Chief Revenue Officer
Sell
1,419
$18.14
$25.74K
Harry Yuval
24 May 2024
Chief Revenue Officer
Sell
14,995
$18.16
$272.32K
Harry Yuval
14 May 2024
Chief Revenue Officer
Sell
1,192
$18.51
$22.06K
Harry Yuval
22 Mar 2024
Chief Revenue Officer
Sold after exercise
3,855
$17.18
$66.23K
Harry Yuval
22 Mar 2024
Chief Revenue Officer
Sold after exercise
3,333
$17.20
$57.32K
Harry Yuval
22 Mar 2024
Chief Revenue Officer
Sold after exercise
5,998
$17.19
$103.12K
Harry Yuval
22 Mar 2024
Chief Revenue Officer
Sold after exercise
1,752
$17.25
$30.22K
Badia Anirudh
11 Mar 2024
Chief Accounting Officer
Sell
1,735
$18.39
$31.91K
NICHOLS JOHN DRAKE
21 Aug 2023
Director
Buy indirect
24,141
$10.83
$261.34K
NICHOLS JOHN DRAKE
17 Aug 2023
Director
Buy indirect
5,432
$10.25
$55.68K
NICHOLS JOHN DRAKE
16 Aug 2023
Director
Buy indirect
10,427
$10.25
$106.87K
NICHOLS JOHN DRAKE
15 Aug 2023
Director
Buy indirect
9,499
$10.25
$97.35K
NICHOLS JOHN DRAKE
14 Aug 2023
Director
Buy indirect
501
$9.95
$4.99K
Knauf Noah
20 Mar 2023
Director
Buy indirect
49,460
$14.63
$723.36K
Knauf Noah
17 Mar 2023
Director
Buy indirect
62,904
$14.53
$914.23K
Knauf Noah
16 Mar 2023
Director
Buy indirect
96,167
$14.26
$1.37M
Landman Sam
9 Mar 2023
Director
Buy
1,985
$12.89
$25.59K
Pinkovezky Aviad
14 Feb 2022
Chief Product Officer
Exercised, kept
86,929
$0.16
$13.91K
McCathron Richard
10 Dec 2021
President
Exercised, kept
125,000
$0.34
$42.50K
McCathron Richard
9 Dec 2021
President
Exercised, kept
86,929
$0.05
$4.35K
McCathron Richard
24 Nov 2021
President
Buy
27,000
$3.75
$101.30K
Wand Assaf
19 Nov 2021
See Remarks
Buy
40,650
$3.70
$150.59K
Landman Sam
19 Nov 2021
Director
Buy
6,000
$3.72
$22.32K
Wand Assaf
23 Aug 2021
See Remarks
Buy
11,800
$4.00
$47.14K
Feder Eric
19 Aug 2021
Director
Buy indirect
125,000
$4.29
$536.06K
McCathron Richard
19 Aug 2021
President
Buy
24,100
$4.25
$102.43K
Ellis Stewart
19 Aug 2021
Chief Financial Officer
Buy
24,400
$4.25
$103.70K
Landman Sam
19 Aug 2021
Director
Buy
5,813
$4.25
$24.70K
WIJNBERG SANDRA S
19 Aug 2021
Director
Buy indirect
117,000
$4.28
$500.37K
Knauf Noah
19 Aug 2021
Director
Buy
167,213
$4.37
$730.72K
Wand Assaf
19 Aug 2021
See Remarks
Buy
4,200
$4.32
$18.14K
Wand Assaf
19 Aug 2021
See Remarks
Buy
7,195
$4.31
$31.01K

What was left out

Form 4 filings counted 315
Amendments (4/A) skipped 6
Filings about a different issuer 0
Unreadable filings 0
Joint filings 5
Sales on a Rule 10b5-1 plan 55
Sales straight out of an exercise 4
Sales at will 10
Transactions with no price 0
Shares from compensation/vesting 186,655,821
History held since 3 Aug 2021