Insider Transactions last 24 months for Tiptree Financial Inc. - NSDQ: TIPT
Transactions
All
Buy
Sell
Option Exercise
Filer's Name
Relationship/
Trans.
Trans. Type
Ownership Type
Security Type
Shares
Price
Trans.
Total Shares Owned
Ilany Jonathan Chief Executive Officer 09/15/2025 DF Direct COM 124,787 $23.70 $2,957,451.90 274,742 Ilany Jonathan Chief Executive Officer 09/15/2025 DF Direct COM 98,531 $23.70 $2,335,184.70 399,529 Ilany Jonathan Chief Executive Officer 09/15/2025 AM Direct COM 351,155 $6.65 $2,335,180.75 498,060 Barnes Michael Gene Executive Chairman 09/12/2025 DF Direct COM 29,224 $25.49 $744,919.76 10,085,428 Barnes Michael Gene Executive Chairman 09/12/2025 AM Direct COM 112,015 $6.65 $744,899.75 10,114,652 Barnes Michael Gene Executive Chairman 09/12/2025 DF Direct COM 1,071 $25.49 $27,299.79 10,002,637 Barnes Michael Gene Executive Chairman 09/12/2025 AM Direct COM 4,649 $5.87 $27,289.63 10,003,708 Barnes Michael Gene Executive Chairman 09/12/2025 DF Direct COM 10,343 $25.49 $263,643.07 9,999,059 Barnes Michael Gene Executive Chairman 09/12/2025 AM Direct COM 46,494 $5.67 $263,620.98 10,009,402 Ilany Jonathan Chief Executive Officer 09/02/2025 DF Direct COM 53,128 $23.36 $1,241,070.08 146,905 Ilany Jonathan Chief Executive Officer 09/02/2025 DF Direct COM 3,444 $23.36 $80,451.84 200,033 Ilany Jonathan Chief Executive Officer 09/02/2025 AM Direct COM 13,704 $5.87 $80,442.48 203,477 Ilany Jonathan Chief Executive Officer 09/02/2025 DF Direct COM 33,262 $23.36 $777,000.32 189,773 Ilany Jonathan Chief Executive Officer 09/02/2025 AM Direct COM 137,038 $5.67 $777,005.46 223,035 Goldwasser Lesley Director 07/03/2025 AA Direct COM 1,595 $0.00 $0.00 110,555 Friedman Paul M Director 07/03/2025 AA Indirect COM 1,595 $0.00 $0.00 118,543 Goldwasser Lesley Director 04/03/2025 AA Direct COM 1,547 $0.00 $0.00 108,960 Friedman Paul M Director 04/03/2025 AA Indirect COM 1,547 $0.00 $0.00 116,948 Rifkind Neil Charles General Counsel and Secretary 03/25/2025 DS Direct COM 16,641 $25.00 $416,025.00 15,660 Barnes Michael Gene Executive Chairman 02/25/2025 AA Direct COM 60,813 $0.00 $0.00 9,962,908 Ilany Jonathan Chief Executive Officer 02/25/2025 DF Direct COM 65,781 $21.67 $1,425,474.27 85,997 Ilany Jonathan Chief Executive Officer 02/25/2025 AA Direct COM 151,778 $0.00 $0.00 151,778 Mckinney Scott T. Chief Financial Officer 02/24/2025 DF Direct COM 7,950 $19.90 $158,205.00 89,972 Mckinney Scott T. Chief Financial Officer 02/24/2025 AM Direct COM 15,736 $0.00 $0.00 97,922 Rifkind Neil Charles General Counsel and Secretary 02/24/2025 DF Direct COM 11,090 $19.90 $220,691.00 32,301
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Filer's Name
Relationship/
Trans.
Trans. Type
Ownership Type
Security Type
Shares
Price
Trans.
Total Shares Owned
Goldwasser Lesley Director 07/03/2025 AA Direct COM 1,595 $0.00 $0.00 110,555 Friedman Paul M Director 07/03/2025 AA Indirect COM 1,595 $0.00 $0.00 118,543 Goldwasser Lesley Director 04/03/2025 AA Direct COM 1,547 $0.00 $0.00 108,960 Friedman Paul M Director 04/03/2025 AA Indirect COM 1,547 $0.00 $0.00 116,948 Barnes Michael Gene Executive Chairman 02/25/2025 AA Direct COM 60,813 $0.00 $0.00 9,962,908 Ilany Jonathan Chief Executive Officer 02/25/2025 AA Direct COM 151,778 $0.00 $0.00 151,778 Friedman Paul M Director 01/09/2025 AA Indirect COM 1,514 $0.00 $0.00 115,401 Goldwasser Lesley Director 01/09/2025 AA Direct COM 1,817 $0.00 $0.00 107,413 Friedman Paul M Director 12/10/2024 AG Indirect COM 20,000 $0.00 $0.00 113,887 Friedman Paul M Director 11/13/2024 AG Indirect COM 89,887 $0.00 $0.00 93,887 Goldwasser Lesley Director 07/08/2024 AA Direct COM 2,327 $0.00 $0.00 103,686 Friedman Paul M Director 07/08/2024 AA Direct COM 1,939 $0.00 $0.00 108,296 Ilany Jonathan Chief Executive Officer 05/28/2024 AP Indirect COM 1,550 $17.50 $27,125.00 192,021 Goldwasser Lesley Director 04/04/2024 AA Direct COM 2,195 $0.00 $0.00 101,359 Friedman Paul M Director 04/04/2024 AA Direct COM 1,829 $0.00 $0.00 106,357 Ilany Jonathan Chief Executive Officer 03/05/2024 AP Indirect COM 2,900 $16.95 $49,155.00 190,471 Goldwasser Lesley Director 10/06/2023 AA Direct COM 1,888 $0.00 $0.00 97,491 Mielle Dominique Director 10/06/2023 AA Direct COM 1,888 $0.00 $0.00 63,539 Friedman Paul M Director 10/06/2023 AA Direct COM 1,888 $0.00 $0.00 102,855 Smith Bradley E. Director 10/06/2023 AA Direct COM 755 $0.00 $0.00 103,588
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Filer's Name
Relationship/
Trans.
Trans. Type
Ownership Type
Security Type
Shares
Price
Trans.
Total Shares Owned
Ilany Jonathan Chief Executive Officer 09/15/2025 DF Direct COM 124,787 $23.70 $2,957,451.90 274,742 Ilany Jonathan Chief Executive Officer 09/15/2025 DF Direct COM 98,531 $23.70 $2,335,184.70 399,529 Barnes Michael Gene Executive Chairman 09/12/2025 DF Direct COM 29,224 $25.49 $744,919.76 10,085,428 Barnes Michael Gene Executive Chairman 09/12/2025 DF Direct COM 1,071 $25.49 $27,299.79 10,002,637 Barnes Michael Gene Executive Chairman 09/12/2025 DF Direct COM 10,343 $25.49 $263,643.07 9,999,059 Ilany Jonathan Chief Executive Officer 09/02/2025 DF Direct COM 53,128 $23.36 $1,241,070.08 146,905 Ilany Jonathan Chief Executive Officer 09/02/2025 DF Direct COM 3,444 $23.36 $80,451.84 200,033 Ilany Jonathan Chief Executive Officer 09/02/2025 DF Direct COM 33,262 $23.36 $777,000.32 189,773 Rifkind Neil Charles General Counsel and Secretary 03/25/2025 DS Direct COM 16,641 $25.00 $416,025.00 15,660 Ilany Jonathan Chief Executive Officer 02/25/2025 DF Direct COM 65,781 $21.67 $1,425,474.27 85,997 Mckinney Scott T. Chief Financial Officer 02/24/2025 DF Direct COM 7,950 $19.90 $158,205.00 89,972 Rifkind Neil Charles General Counsel and Secretary 02/24/2025 DF Direct COM 11,090 $19.90 $220,691.00 32,301 Friedman Paul M Director 12/10/2024 DG Direct COM 20,000 $0.00 $0.00 0 Friedman Paul M Director 11/13/2024 DG Direct COM 89,887 $0.00 $0.00 20,000 Mckinney Scott T. Chief Financial Officer 10/18/2024 DF Direct COM 23,008 $20.95 $482,017.60 82,186 Ilany Jonathan Chief Executive Officer 10/17/2024 DG Direct COM 200,000 $0.00 $0.00 0 Maultsby Randy President 10/09/2024 DF Direct COM 30,893 $19.11 $590,365.23 47,244 Ilany Jonathan Chief Executive Officer 01/09/2024 DG Direct COM 17,863 $0.00 $0.00 0 Rifkind Neil Charles General Counsel and Secretary 01/08/2024 DS Direct COM 18,184 $19.54 $355,278.99 16,641 Rifkind Neil Charles General Counsel and Secretary 12/14/2023 DS Direct COM 2,816 $19.50 $54,923.26 34,825
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Filer's Name
Relationship/
Trans.
Trans. Type
Ownership Type
Security Type
Shares
Price
Trans.
Total Shares Owned
Ilany Jonathan Chief Executive Officer 09/15/2025 AM Direct COM 351,155 $6.65 $2,335,180.75 498,060 Barnes Michael Gene Executive Chairman 09/12/2025 AM Direct COM 112,015 $6.65 $744,899.75 10,114,652 Barnes Michael Gene Executive Chairman 09/12/2025 AM Direct COM 4,649 $5.87 $27,289.63 10,003,708 Barnes Michael Gene Executive Chairman 09/12/2025 AM Direct COM 46,494 $5.67 $263,620.98 10,009,402 Ilany Jonathan Chief Executive Officer 09/02/2025 AM Direct COM 13,704 $5.87 $80,442.48 203,477 Ilany Jonathan Chief Executive Officer 09/02/2025 AM Direct COM 137,038 $5.67 $777,005.46 223,035 Mckinney Scott T. Chief Financial Officer 02/24/2025 AM Direct COM 15,736 $0.00 $0.00 97,922 Rifkind Neil Charles General Counsel and Secretary 02/24/2025 AM Direct COM 26,750 $0.00 $0.00 43,391 Barnes Michael Gene Executive Chairman 10/30/2024 AM Direct COM 200,000 $0.00 $0.00 9,902,095 Mckinney Scott T. Chief Financial Officer 10/18/2024 AM Direct COM 50,000 $0.00 $0.00 105,194 Ilany Jonathan Chief Executive Officer 10/17/2024 AM Direct COM 200,000 $0.00 $0.00 200,000 Maultsby Randy President 10/09/2024 AM Direct COM 66,667 $0.00 $0.00 78,137
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Transaction Type Key A = Acquired, D = Disposed A = Grant, award or other acquisition pursuant to Rule 16b-3(d)
C = Conversion of derivative security |
D = Disposition to the issuer of issuer equity securities pursuant to Rule 16b-3(e) |
E = Expiration of short derivative position |
F = Payment of exercise price or tax liability by delivering or withholding securities incident to the receipt, exercise or vesting of a security issued in accordance with Rule 16b-3. |
G = Gift |
H = Expiration (or cancellation) of long derivative position with value received |
I = Discretionary transaction in accordance with Rule 16b-3(f) |
J = Other |
L = Small acquisition under Rule 16a-6 |
M = Exercise or conversion of derivative security exempted pursuant to Rule 16b-3 |
O = Exercise of out-of-the-money derivative security |
P = Open market or private purchase |
S = Open market or private sale |
U = Disposition pursuant to a tender of shares in a change of control transaction |
W = Acquisition or disposition by will or the laws of descent and distribution |
X = Exercise of in-the-money or at-the-money derivative security |
Z = Deposit into or withdrawal from voting trust
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