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Tiptree Inc. (TIPT) Forms 3, 4 and 5: Stock Options

Tiptree Inc. Forms 3, 4 and 5: Stock Options

Statements of beneficial ownership filed with the SEC by officers, directors and 10% owners: 34 rows, 34 shown. Transaction codes are the SEC's. Shares and prices are split-adjusted; the as-filed figure is underneath.

  • 2025-09-15: Reporting owner Ilany Jonathan; Form 4; Security Employee Stock Option; Transaction M Exercise or conversion of derivative security exempted pursuant to Rule 16b-3.
  • 2025-09-12: Reporting owner Barnes Michael Gene; Form 4; Security January 2016 Stock Option; Transaction M Exercise or conversion of derivative security exempted pursuant to Rule 16b-3.
  • 2025-09-12: Reporting owner Barnes Michael Gene; Form 4; Security March 2016 Stock Option; Transaction M Exercise or conversion of derivative security exempted pursuant to Rule 16b-3.
  • 2025-09-12: Reporting owner Barnes Michael Gene; Form 4; Security February 2017 Stock Option; Transaction M Exercise or conversion of derivative security exempted pursuant to Rule 16b-3.

TIPT insiders transactions against the stock price

Blue: Split-adjusted close · Orange: Cumulative dividend-reinvested close

$14.94$15.87$16.85$17.90$19.01$20.192025-11-062026-11-06$9.47$11.80$14.71$18.33$22.84$28.472021-11-082026-11-06$4.27$6.37$9.52$14.22$21.24$31.732016-11-072026-11-06$3.89$6.16$9.74$15.41$24.38$38.562010-10-152026-11-06$3.89$6.16$9.74$15.41$24.38$38.562010-10-152026-11-062016-01-04: 3 award or grants at $5.67 close — Barnes Michael Gene, Inayatullah Arif, Ilany Jonathan2016-03-10: 3 award or grants at $5.87 close — Barnes Michael Gene, Inayatullah Arif, Ilany Jonathan2017-02-28: 3 award or grants at $6.35 close — Ilany Jonathan, Inayatullah Arif, Barnes Michael Gene2017-06-05: 2 other transactions at $5.36 filed · Value $16.20M — Barnes Michael Gene, Inayatullah Arif2018-02-26: 2 award or grants at $5.85 close — Barnes Michael Gene, Ilany Jonathan2019-02-26: 2 award or grants at $6.26 close — Ilany Jonathan, Barnes Michael Gene2020-02-20: 2 award or grants at $7.25 close — Barnes Michael Gene, Ilany Jonathan2022-09-01: 6 award or grants at $11.92 close — Barnes Michael Gene, Inayatullah Arif2023-02-07: 3 option exercises at $15.88 close — Inayatullah Arif2025-09-02: 2 option exercises at $5.77 filed · Value $857.45K — Ilany Jonathan2025-09-12: 3 option exercises at $6.06 filed · Value $1.04M — Barnes Michael Gene2025-09-15: 1 option exercise at $6.65 filed · Value $2.34M — Ilany Jonathan

Logarithmic scale. Both lines share the same starting value for the selected range.

Markers: each transaction type positioned at that session's split-adjusted close. Tooltips retain the reported transaction price when available.

Transaction dateReporting ownerFormSecurityTransactionSharesPricePrice that dayFiling
2025-09-15Ilany Jonathan
Director, Officer (Chief Executive Officer)
4Employee Stock Option
Derivative · Direct
M Exercise or conversion of derivative security exempted pursuant to Rule 16b-3−351,155
0 owned after
$6.65$23.702025-09-17
2025-09-12Barnes Michael Gene
Director, Officer (Executive Chairman), 10% Owner
4January 2016 Stock Option
Derivative · Direct
M Exercise or conversion of derivative security exempted pursuant to Rule 16b-3−46,494
0 owned after
$5.67$25.492025-09-12
2025-09-12Barnes Michael Gene
Director, Officer (Executive Chairman), 10% Owner
4March 2016 Stock Option
Derivative · Direct
M Exercise or conversion of derivative security exempted pursuant to Rule 16b-3−4,649
0 owned after
$5.87$25.492025-09-12
2025-09-12Barnes Michael Gene
Director, Officer (Executive Chairman), 10% Owner
4February 2017 Stock Option
Derivative · Direct
M Exercise or conversion of derivative security exempted pursuant to Rule 16b-3−112,015
0 owned after
$6.65$25.492025-09-12
2025-09-02Ilany Jonathan
Director, Officer (Chief Executive Officer)
4Employee Stock Option
Derivative · Direct
M Exercise or conversion of derivative security exempted pursuant to Rule 16b-3−137,038
0 owned after
$5.67$23.362025-09-04
2025-09-02Ilany Jonathan
Director, Officer (Chief Executive Officer)
4Employee Stock Option
Derivative · Direct
M Exercise or conversion of derivative security exempted pursuant to Rule 16b-3−13,704
0 owned after
$5.87$23.362025-09-04
2023-02-07Inayatullah Arif
10% Owner
4January 2016 Stock Option
Derivative · Direct
M Exercise or conversion of derivative security exempted pursuant to Rule 16b-3−26,166
0 owned after
$5.67
exercise price
$15.882023-02-09
2023-02-07Inayatullah Arif
10% Owner
4March 2016 Stock Option
Derivative · Direct
M Exercise or conversion of derivative security exempted pursuant to Rule 16b-3−2,616
0 owned after
$5.87
exercise price
$15.882023-02-09
2023-02-07Inayatullah Arif
10% Owner
4February 2017 Stock Option
Derivative · Direct
M Exercise or conversion of derivative security exempted pursuant to Rule 16b-3−62,859
0 owned after
$6.65
exercise price
$15.882023-02-09
2022-09-01Barnes Michael Gene
Director, Officer (Executive Chairman), 10% Owner
4January 2016 Stock Option
Derivative · Direct
A Grant, award or other acquisition pursuant to Rule 16b-3(d)+46,494
46,494 owned after
$5.67
exercise price
$11.922022-09-01
2022-09-01Barnes Michael Gene
Director, Officer (Executive Chairman), 10% Owner
4March 2016 Stock Option
Derivative · Direct
A Grant, award or other acquisition pursuant to Rule 16b-3(d)+4,649
4,649 owned after
$5.87
exercise price
$11.922022-09-01
2022-09-01Barnes Michael Gene
Director, Officer (Executive Chairman), 10% Owner
4February 2017 Stock Option
Derivative · Direct
A Grant, award or other acquisition pursuant to Rule 16b-3(d)+112,015
112,015 owned after
$6.65
exercise price
$11.922022-09-01
2022-09-01Inayatullah Arif
10% Owner
4January 2016 Stock Option
Derivative · Direct
A Grant, award or other acquisition pursuant to Rule 16b-3(d)+26,166
26,166 owned after
$5.67
exercise price
$11.922022-09-01
2022-09-01Inayatullah Arif
10% Owner
4March 2016 Stock Option
Derivative · Direct
A Grant, award or other acquisition pursuant to Rule 16b-3(d)+2,616
2,616 owned after
$5.87
exercise price
$11.922022-09-01
2022-09-01Inayatullah Arif
10% Owner
4February 2017 Stock Option
Derivative · Direct
A Grant, award or other acquisition pursuant to Rule 16b-3(d)+62,859
62,859 owned after
$6.65
exercise price
$11.922022-09-01
2020-02-20Barnes Michael Gene
Director, Officer (Executive Chairman), 10% Owner
4Employee Stock Option
Derivative · Direct
A Grant, award or other acquisition pursuant to Rule 16b-3(d)+170,111
170,111 owned after
$7.25
exercise price
$7.252020-02-21
2020-02-20Ilany Jonathan
Director, Officer (Chief Executive Officer)
4Employee Stock Option
Derivative · Direct
A Grant, award or other acquisition pursuant to Rule 16b-3(d)+255,166
255,166 owned after
$7.25
exercise price
$7.252020-02-21
2019-02-26Ilany Jonathan
Director, Officer (Chief Executive Officer)
4Employee Stock Option
Derivative · Direct
A Grant, award or other acquisition pursuant to Rule 16b-3(d)+135,489
135,489 owned after
$6.26
exercise price
$6.262019-02-28
2019-02-26Barnes Michael Gene
Director, Officer (Executive Chairman), 10% Owner
4Employee Stock Option
Derivative · Direct
A Grant, award or other acquisition pursuant to Rule 16b-3(d)+90,326
90,326 owned after
$6.26
exercise price
$6.262019-02-28
2018-02-26Barnes Michael Gene
Director, Officer (Executive Chairman), 10% Owner
4Employee Stock Option
Derivative · Direct
A Grant, award or other acquisition pursuant to Rule 16b-3(d)+93,332
93,332 owned after
$5.85
exercise price
$5.852018-02-28
2018-02-26Ilany Jonathan
Director, Officer (Chief Executive Officer)
4Employee Stock Option
Derivative · Direct
A Grant, award or other acquisition pursuant to Rule 16b-3(d)+149,331
651,228 owned after
$5.85
exercise price
$5.852018-02-28
2017-06-05Barnes Michael Gene
Director, Officer (Executive Chairman), 10% Owner
4Tiptree Financial Partners, L.P. partnership unit option
Derivative · Indirect · By: Tricadia Capital Management, LLC
J Other acquisition or disposition (describe transaction)−1,510,920
0 owned after
$5.36$6.202017-06-07
2017-06-05Inayatullah Arif
10% Owner
4Tiptree Financial Partners, L.P. partnership unit option
Derivative · Indirect · By: Tricadia Capital Management, LLC
J Other acquisition or disposition (describe transaction)−1,510,920
0 owned after
$5.36$6.202017-06-07
2017-02-28Ilany Jonathan
Director, Officer (Chief Executive Officer)
4Employee Stock Option
Derivative · Direct
A Grant, award or other acquisition pursuant to Rule 16b-3(d)+351,155
501,897 owned after
$6.65
exercise price
$6.352017-03-02
2017-02-28Inayatullah Arif
10% Owner
4Employee Stock Option
Derivative · Indirect · By: Tricadia Holdings, L.P.
A Grant, award or other acquisition pursuant to Rule 16b-3(d)+219,472
319,967 owned after
$6.65
exercise price
$6.352017-03-02
2017-02-28Barnes Michael Gene
Director, Officer (Executive Chairman), 10% Owner
4Employee Stock Option
Derivative · Indirect · By: Tricadia Holdings, L.P.
A Grant, award or other acquisition pursuant to Rule 16b-3(d)+219,472
319,967 owned after
$6.65
exercise price
$6.352017-03-02
2016-03-10Barnes Michael Gene
Director, Officer (Executive Chairman), 10% Owner
4Employee Stock Option
Derivative · Indirect · By: Tricadia Holdings, L.P.
A Grant, award or other acquisition pursuant to Rule 16b-3(d)+9,136
100,495 owned after
$5.87
exercise price
$5.872016-03-15
2016-03-10Inayatullah Arif
10% Owner
4Employee Stock Option
Derivative · Indirect · By: Tricadia Holdings, L.P.
A Grant, award or other acquisition pursuant to Rule 16b-3(d)+9,136
100,495 owned after
$5.87
exercise price
$5.872016-03-15
2016-03-10Ilany Jonathan
Director, Officer (Chief Executive Officer)
4Employee Stock Option
Derivative · Direct
A Grant, award or other acquisition pursuant to Rule 16b-3(d)+13,704
150,742 owned after
$5.87
exercise price
$5.872016-03-15
2016-01-04Barnes Michael Gene
Director, Officer (Executive Chairman), 10% Owner
4Employee Stock Option
Derivative · Indirect · By: Tricadia Holdings, L.P.
A Grant, award or other acquisition pursuant to Rule 16b-3(d)+91,359
91,359 owned after
$5.67
exercise price
$5.672016-01-06
2016-01-04Inayatullah Arif
10% Owner
4Employee Stock Option
Derivative · Indirect · By: Tricadia Holdings, L.P.
A Grant, award or other acquisition pursuant to Rule 16b-3(d)+91,359
91,359 owned after
$5.67
exercise price
$5.672016-01-06
2016-01-04Ilany Jonathan
Director, Officer (Chief Executive Officer)
4Employee Stock Option
Derivative · Direct
A Grant, award or other acquisition pursuant to Rule 16b-3(d)+137,038
137,038 owned after
$5.67
exercise price
$5.672016-01-06
2014-05-06
holding as of filing
Inayatullah Arif
10% Owner
3Tiptree Financial Partners, L.P. partnership unit option
Derivative · Indirect · (m)
Holding$5.36
exercise price
2014-05-06
2014-05-06
holding as of filing
Barnes Michael Gene
Director, Officer (Executive Chairman), 10% Owner
4Tiptree Financial Partners, L.P. partnership unit option
Derivative · Indirect · By: Tricadia Capital Management, LLC
Holding
1,510,920 owned after
$5.36
exercise price
2014-05-06

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