TIPT

SEC source: 0001628280-18-004210 · wf-form4_152356315557389.xml · derivative · entry 3

Inayatullah Arif · CIK 0001499674 · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

Underlying: Class A Common Stock · 401,854 shares

Expires 2022-06-30

F1 · kind: On 4/10/18, Tiptree Inc. ("Tiptree") merged with its subsidiary, Tiptree Financial Partners, L.P. ("TFP") with Tiptree as the surviving company (the "Merger"). Prior to the Merger, Tiptree owned 84% of TFP with the remainder owned by limited partners, one of whom was Mr. Inayatullah. In the Merger, each limited partner of TFP received for its TFP units (the "LP Units"), (i) the number of Tiptree Class A common stock ("Tiptree Shares") that they were entitled to exchange into using the existing rate of 2.798 Tiptree Shares per LP Unit (ii) a warrant, expiring 9/30/18, to purchase Tiptree Shares ("2018 Warrant") and (iii) warrants to acquire Tiptree Shares on the same economic terms as their existing warrants to acquire LP Units ("2022 Warrant"). Mr. Inayatullah received (i) 1,724,556 Tiptree Shares for his 616,353 LP Units; (ii) the 2018 Warrant exercisable to acquire 26,137 Tiptree Shares; and (iii) the 2022 Warrant exercisable to acquire 401,854 Tiptree Shares.

F1 · price: On 4/10/18, Tiptree Inc. ("Tiptree") merged with its subsidiary, Tiptree Financial Partners, L.P. ("TFP") with Tiptree as the surviving company (the "Merger"). Prior to the Merger, Tiptree owned 84% of TFP with the remainder owned by limited partners, one of whom was Mr. Inayatullah. In the Merger, each limited partner of TFP received for its TFP units (the "LP Units"), (i) the number of Tiptree Class A common stock ("Tiptree Shares") that they were entitled to exchange into using the existing rate of 2.798 Tiptree Shares per LP Unit (ii) a warrant, expiring 9/30/18, to purchase Tiptree Shares ("2018 Warrant") and (iii) warrants to acquire Tiptree Shares on the same economic terms as their existing warrants to acquire LP Units ("2022 Warrant"). Mr. Inayatullah received (i) 1,724,556 Tiptree Shares for his 616,353 LP Units; (ii) the 2018 Warrant exercisable to acquire 26,137 Tiptree Shares; and (iii) the 2022 Warrant exercisable to acquire 401,854 Tiptree Shares.

SEC source: 0001628280-18-004210 · wf-form4_152356315557389.xml · derivative · entry 2

Inayatullah Arif · CIK 0001499674 · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

Underlying: Class A Common Stock · 1,724,556 shares

Expires not disclosed

F2 · derivative.exercise_price: From and after July 1, 2014, the limited partners of TFP have the ability to exchange TFP partnership units for Tiptree Class A common stock at a rate of 2.798 shares of Class A common stock per partnership unit.

F1 · kind: On 4/10/18, Tiptree Inc. ("Tiptree") merged with its subsidiary, Tiptree Financial Partners, L.P. ("TFP") with Tiptree as the surviving company (the "Merger"). Prior to the Merger, Tiptree owned 84% of TFP with the remainder owned by limited partners, one of whom was Mr. Inayatullah. In the Merger, each limited partner of TFP received for its TFP units (the "LP Units"), (i) the number of Tiptree Class A common stock ("Tiptree Shares") that they were entitled to exchange into using the existing rate of 2.798 Tiptree Shares per LP Unit (ii) a warrant, expiring 9/30/18, to purchase Tiptree Shares ("2018 Warrant") and (iii) warrants to acquire Tiptree Shares on the same economic terms as their existing warrants to acquire LP Units ("2022 Warrant"). Mr. Inayatullah received (i) 1,724,556 Tiptree Shares for his 616,353 LP Units; (ii) the 2018 Warrant exercisable to acquire 26,137 Tiptree Shares; and (iii) the 2022 Warrant exercisable to acquire 401,854 Tiptree Shares.

F1 · price: On 4/10/18, Tiptree Inc. ("Tiptree") merged with its subsidiary, Tiptree Financial Partners, L.P. ("TFP") with Tiptree as the surviving company (the "Merger"). Prior to the Merger, Tiptree owned 84% of TFP with the remainder owned by limited partners, one of whom was Mr. Inayatullah. In the Merger, each limited partner of TFP received for its TFP units (the "LP Units"), (i) the number of Tiptree Class A common stock ("Tiptree Shares") that they were entitled to exchange into using the existing rate of 2.798 Tiptree Shares per LP Unit (ii) a warrant, expiring 9/30/18, to purchase Tiptree Shares ("2018 Warrant") and (iii) warrants to acquire Tiptree Shares on the same economic terms as their existing warrants to acquire LP Units ("2022 Warrant"). Mr. Inayatullah received (i) 1,724,556 Tiptree Shares for his 616,353 LP Units; (ii) the 2018 Warrant exercisable to acquire 26,137 Tiptree Shares; and (iii) the 2022 Warrant exercisable to acquire 401,854 Tiptree Shares.

F2 · derivative.expiration_date: From and after July 1, 2014, the limited partners of TFP have the ability to exchange TFP partnership units for Tiptree Class A common stock at a rate of 2.798 shares of Class A common stock per partnership unit.

SEC source: 0001628280-18-004210 · wf-form4_152356315557389.xml · nonDerivative · entry 1

Inayatullah Arif · CIK 0001499674 · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 2,940,662

F1 · kind: On 4/10/18, Tiptree Inc. ("Tiptree") merged with its subsidiary, Tiptree Financial Partners, L.P. ("TFP") with Tiptree as the surviving company (the "Merger"). Prior to the Merger, Tiptree owned 84% of TFP with the remainder owned by limited partners, one of whom was Mr. Inayatullah. In the Merger, each limited partner of TFP received for its TFP units (the "LP Units"), (i) the number of Tiptree Class A common stock ("Tiptree Shares") that they were entitled to exchange into using the existing rate of 2.798 Tiptree Shares per LP Unit (ii) a warrant, expiring 9/30/18, to purchase Tiptree Shares ("2018 Warrant") and (iii) warrants to acquire Tiptree Shares on the same economic terms as their existing warrants to acquire LP Units ("2022 Warrant"). Mr. Inayatullah received (i) 1,724,556 Tiptree Shares for his 616,353 LP Units; (ii) the 2018 Warrant exercisable to acquire 26,137 Tiptree Shares; and (iii) the 2022 Warrant exercisable to acquire 401,854 Tiptree Shares.

F1 · shares: On 4/10/18, Tiptree Inc. ("Tiptree") merged with its subsidiary, Tiptree Financial Partners, L.P. ("TFP") with Tiptree as the surviving company (the "Merger"). Prior to the Merger, Tiptree owned 84% of TFP with the remainder owned by limited partners, one of whom was Mr. Inayatullah. In the Merger, each limited partner of TFP received for its TFP units (the "LP Units"), (i) the number of Tiptree Class A common stock ("Tiptree Shares") that they were entitled to exchange into using the existing rate of 2.798 Tiptree Shares per LP Unit (ii) a warrant, expiring 9/30/18, to purchase Tiptree Shares ("2018 Warrant") and (iii) warrants to acquire Tiptree Shares on the same economic terms as their existing warrants to acquire LP Units ("2022 Warrant"). Mr. Inayatullah received (i) 1,724,556 Tiptree Shares for his 616,353 LP Units; (ii) the 2018 Warrant exercisable to acquire 26,137 Tiptree Shares; and (iii) the 2022 Warrant exercisable to acquire 401,854 Tiptree Shares.

F1 · price: On 4/10/18, Tiptree Inc. ("Tiptree") merged with its subsidiary, Tiptree Financial Partners, L.P. ("TFP") with Tiptree as the surviving company (the "Merger"). Prior to the Merger, Tiptree owned 84% of TFP with the remainder owned by limited partners, one of whom was Mr. Inayatullah. In the Merger, each limited partner of TFP received for its TFP units (the "LP Units"), (i) the number of Tiptree Class A common stock ("Tiptree Shares") that they were entitled to exchange into using the existing rate of 2.798 Tiptree Shares per LP Unit (ii) a warrant, expiring 9/30/18, to purchase Tiptree Shares ("2018 Warrant") and (iii) warrants to acquire Tiptree Shares on the same economic terms as their existing warrants to acquire LP Units ("2022 Warrant"). Mr. Inayatullah received (i) 1,724,556 Tiptree Shares for his 616,353 LP Units; (ii) the 2018 Warrant exercisable to acquire 26,137 Tiptree Shares; and (iii) the 2022 Warrant exercisable to acquire 401,854 Tiptree Shares.

SEC source: 0001498811-18-000001 · wf-form4_152356297639097.xml · derivative · entry 5

Barnes Michael Gene · CIK 0001498811 · Director · Executive Chairman · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 893,612

Underlying: Class A Common Stock · 893,612 shares

Expires 2022-06-30

F1 · kind: On 4/10/18, Tiptree Inc. ("Tiptree") merged with its subsidiary, Tiptree Financial Partners, L.P. ("TFP") with Tiptree as the surviving company (the "Merger"). Prior to the Merger, Tiptree owned 84% of TFP with the remainder owned by limited partners, one of whom was Mr. Barnes. In the Merger, each limited partner of TFP received for its TFP units (the "LP Units"), (i) the number of Tiptree Class A common stock ("Tiptree Shares") that they were entitled to exchange into using the existing rate of 2.798 Tiptree Shares per LP Unit (ii) a warrant, expiring 9/30/18, to purchase Tiptree Shares ("2018 Warrant") and (iii) warrants to acquire Tiptree Shares on the same economic terms as their existing warrants to acquire LP Units ("2022 Warrant"). Mr. Barnes received (i) 2,462,248 Tiptree Shares for his 880,003 LP Units; (ii) the 2018 Warrant exercisable to acquire 37,318 Tiptree Shares; and (iii) the 2022 Warrant exercisable to acquire 893,612 Tiptree Shares.

F1 · price: On 4/10/18, Tiptree Inc. ("Tiptree") merged with its subsidiary, Tiptree Financial Partners, L.P. ("TFP") with Tiptree as the surviving company (the "Merger"). Prior to the Merger, Tiptree owned 84% of TFP with the remainder owned by limited partners, one of whom was Mr. Barnes. In the Merger, each limited partner of TFP received for its TFP units (the "LP Units"), (i) the number of Tiptree Class A common stock ("Tiptree Shares") that they were entitled to exchange into using the existing rate of 2.798 Tiptree Shares per LP Unit (ii) a warrant, expiring 9/30/18, to purchase Tiptree Shares ("2018 Warrant") and (iii) warrants to acquire Tiptree Shares on the same economic terms as their existing warrants to acquire LP Units ("2022 Warrant"). Mr. Barnes received (i) 2,462,248 Tiptree Shares for his 880,003 LP Units; (ii) the 2018 Warrant exercisable to acquire 37,318 Tiptree Shares; and (iii) the 2022 Warrant exercisable to acquire 893,612 Tiptree Shares.

SEC source: 0001498811-18-000001 · wf-form4_152356297639097.xml · derivative · entry 4

Barnes Michael Gene · CIK 0001498811 · Director · Executive Chairman · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 37,318

Underlying: Class A Common Stock · 37,318 shares

Expires 2018-09-30

F3 · kind: In connection with the Reorganization Merger, the original warrant, expiring on September 30, 2018, held by TFP to acquire up to 652,500 Tiptree Shares at an exercise price of $11.33 per share was canceled and converted into the right to receive a pro-rata portion of the 2018 Warrant. Mr. Barnes may acquire 37,318 Tiptree Shares pursuant to the terms of the 2018 Warrant.

F1 · price: On 4/10/18, Tiptree Inc. ("Tiptree") merged with its subsidiary, Tiptree Financial Partners, L.P. ("TFP") with Tiptree as the surviving company (the "Merger"). Prior to the Merger, Tiptree owned 84% of TFP with the remainder owned by limited partners, one of whom was Mr. Barnes. In the Merger, each limited partner of TFP received for its TFP units (the "LP Units"), (i) the number of Tiptree Class A common stock ("Tiptree Shares") that they were entitled to exchange into using the existing rate of 2.798 Tiptree Shares per LP Unit (ii) a warrant, expiring 9/30/18, to purchase Tiptree Shares ("2018 Warrant") and (iii) warrants to acquire Tiptree Shares on the same economic terms as their existing warrants to acquire LP Units ("2022 Warrant"). Mr. Barnes received (i) 2,462,248 Tiptree Shares for his 880,003 LP Units; (ii) the 2018 Warrant exercisable to acquire 37,318 Tiptree Shares; and (iii) the 2022 Warrant exercisable to acquire 893,612 Tiptree Shares.

SEC source: 0001498811-18-000001 · wf-form4_152356297639097.xml · derivative · entry 3

Barnes Michael Gene · CIK 0001498811 · Director · Executive Chairman · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

Underlying: Class A Common Stock · 893,612 shares

Expires 2022-06-30

F1 · kind: On 4/10/18, Tiptree Inc. ("Tiptree") merged with its subsidiary, Tiptree Financial Partners, L.P. ("TFP") with Tiptree as the surviving company (the "Merger"). Prior to the Merger, Tiptree owned 84% of TFP with the remainder owned by limited partners, one of whom was Mr. Barnes. In the Merger, each limited partner of TFP received for its TFP units (the "LP Units"), (i) the number of Tiptree Class A common stock ("Tiptree Shares") that they were entitled to exchange into using the existing rate of 2.798 Tiptree Shares per LP Unit (ii) a warrant, expiring 9/30/18, to purchase Tiptree Shares ("2018 Warrant") and (iii) warrants to acquire Tiptree Shares on the same economic terms as their existing warrants to acquire LP Units ("2022 Warrant"). Mr. Barnes received (i) 2,462,248 Tiptree Shares for his 880,003 LP Units; (ii) the 2018 Warrant exercisable to acquire 37,318 Tiptree Shares; and (iii) the 2022 Warrant exercisable to acquire 893,612 Tiptree Shares.

F1 · price: On 4/10/18, Tiptree Inc. ("Tiptree") merged with its subsidiary, Tiptree Financial Partners, L.P. ("TFP") with Tiptree as the surviving company (the "Merger"). Prior to the Merger, Tiptree owned 84% of TFP with the remainder owned by limited partners, one of whom was Mr. Barnes. In the Merger, each limited partner of TFP received for its TFP units (the "LP Units"), (i) the number of Tiptree Class A common stock ("Tiptree Shares") that they were entitled to exchange into using the existing rate of 2.798 Tiptree Shares per LP Unit (ii) a warrant, expiring 9/30/18, to purchase Tiptree Shares ("2018 Warrant") and (iii) warrants to acquire Tiptree Shares on the same economic terms as their existing warrants to acquire LP Units ("2022 Warrant"). Mr. Barnes received (i) 2,462,248 Tiptree Shares for his 880,003 LP Units; (ii) the 2018 Warrant exercisable to acquire 37,318 Tiptree Shares; and (iii) the 2022 Warrant exercisable to acquire 893,612 Tiptree Shares.

SEC source: 0001498811-18-000001 · wf-form4_152356297639097.xml · derivative · entry 2

Barnes Michael Gene · CIK 0001498811 · Director · Executive Chairman · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

Underlying: Class A Common Stock · 2,462,248 shares

Expires not disclosed

F2 · derivative.exercise_price: From and after July 1, 2014, the limited partners of TFP have the ability to exchange TFP partnership units for Tiptree Class A common stock at a rate of 2.798 shares of Class A common stock per partnership unit.

F1 · kind: On 4/10/18, Tiptree Inc. ("Tiptree") merged with its subsidiary, Tiptree Financial Partners, L.P. ("TFP") with Tiptree as the surviving company (the "Merger"). Prior to the Merger, Tiptree owned 84% of TFP with the remainder owned by limited partners, one of whom was Mr. Barnes. In the Merger, each limited partner of TFP received for its TFP units (the "LP Units"), (i) the number of Tiptree Class A common stock ("Tiptree Shares") that they were entitled to exchange into using the existing rate of 2.798 Tiptree Shares per LP Unit (ii) a warrant, expiring 9/30/18, to purchase Tiptree Shares ("2018 Warrant") and (iii) warrants to acquire Tiptree Shares on the same economic terms as their existing warrants to acquire LP Units ("2022 Warrant"). Mr. Barnes received (i) 2,462,248 Tiptree Shares for his 880,003 LP Units; (ii) the 2018 Warrant exercisable to acquire 37,318 Tiptree Shares; and (iii) the 2022 Warrant exercisable to acquire 893,612 Tiptree Shares.

F1 · price: On 4/10/18, Tiptree Inc. ("Tiptree") merged with its subsidiary, Tiptree Financial Partners, L.P. ("TFP") with Tiptree as the surviving company (the "Merger"). Prior to the Merger, Tiptree owned 84% of TFP with the remainder owned by limited partners, one of whom was Mr. Barnes. In the Merger, each limited partner of TFP received for its TFP units (the "LP Units"), (i) the number of Tiptree Class A common stock ("Tiptree Shares") that they were entitled to exchange into using the existing rate of 2.798 Tiptree Shares per LP Unit (ii) a warrant, expiring 9/30/18, to purchase Tiptree Shares ("2018 Warrant") and (iii) warrants to acquire Tiptree Shares on the same economic terms as their existing warrants to acquire LP Units ("2022 Warrant"). Mr. Barnes received (i) 2,462,248 Tiptree Shares for his 880,003 LP Units; (ii) the 2018 Warrant exercisable to acquire 37,318 Tiptree Shares; and (iii) the 2022 Warrant exercisable to acquire 893,612 Tiptree Shares.

F2 · derivative.expiration_date: From and after July 1, 2014, the limited partners of TFP have the ability to exchange TFP partnership units for Tiptree Class A common stock at a rate of 2.798 shares of Class A common stock per partnership unit.

SEC source: 0001498811-18-000001 · wf-form4_152356297639097.xml · nonDerivative · entry 1

Barnes Michael Gene · CIK 0001498811 · Director · Executive Chairman · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 7,367,756

F1 · kind: On 4/10/18, Tiptree Inc. ("Tiptree") merged with its subsidiary, Tiptree Financial Partners, L.P. ("TFP") with Tiptree as the surviving company (the "Merger"). Prior to the Merger, Tiptree owned 84% of TFP with the remainder owned by limited partners, one of whom was Mr. Barnes. In the Merger, each limited partner of TFP received for its TFP units (the "LP Units"), (i) the number of Tiptree Class A common stock ("Tiptree Shares") that they were entitled to exchange into using the existing rate of 2.798 Tiptree Shares per LP Unit (ii) a warrant, expiring 9/30/18, to purchase Tiptree Shares ("2018 Warrant") and (iii) warrants to acquire Tiptree Shares on the same economic terms as their existing warrants to acquire LP Units ("2022 Warrant"). Mr. Barnes received (i) 2,462,248 Tiptree Shares for his 880,003 LP Units; (ii) the 2018 Warrant exercisable to acquire 37,318 Tiptree Shares; and (iii) the 2022 Warrant exercisable to acquire 893,612 Tiptree Shares.

F1 · shares: On 4/10/18, Tiptree Inc. ("Tiptree") merged with its subsidiary, Tiptree Financial Partners, L.P. ("TFP") with Tiptree as the surviving company (the "Merger"). Prior to the Merger, Tiptree owned 84% of TFP with the remainder owned by limited partners, one of whom was Mr. Barnes. In the Merger, each limited partner of TFP received for its TFP units (the "LP Units"), (i) the number of Tiptree Class A common stock ("Tiptree Shares") that they were entitled to exchange into using the existing rate of 2.798 Tiptree Shares per LP Unit (ii) a warrant, expiring 9/30/18, to purchase Tiptree Shares ("2018 Warrant") and (iii) warrants to acquire Tiptree Shares on the same economic terms as their existing warrants to acquire LP Units ("2022 Warrant"). Mr. Barnes received (i) 2,462,248 Tiptree Shares for his 880,003 LP Units; (ii) the 2018 Warrant exercisable to acquire 37,318 Tiptree Shares; and (iii) the 2022 Warrant exercisable to acquire 893,612 Tiptree Shares.

F1 · price: On 4/10/18, Tiptree Inc. ("Tiptree") merged with its subsidiary, Tiptree Financial Partners, L.P. ("TFP") with Tiptree as the surviving company (the "Merger"). Prior to the Merger, Tiptree owned 84% of TFP with the remainder owned by limited partners, one of whom was Mr. Barnes. In the Merger, each limited partner of TFP received for its TFP units (the "LP Units"), (i) the number of Tiptree Class A common stock ("Tiptree Shares") that they were entitled to exchange into using the existing rate of 2.798 Tiptree Shares per LP Unit (ii) a warrant, expiring 9/30/18, to purchase Tiptree Shares ("2018 Warrant") and (iii) warrants to acquire Tiptree Shares on the same economic terms as their existing warrants to acquire LP Units ("2022 Warrant"). Mr. Barnes received (i) 2,462,248 Tiptree Shares for his 880,003 LP Units; (ii) the 2018 Warrant exercisable to acquire 37,318 Tiptree Shares; and (iii) the 2022 Warrant exercisable to acquire 893,612 Tiptree Shares.

SEC source: 0001628280-18-003304 · wf-form4_152123159084737.xml · nonDerivative · entry 6

Ilany Jonathan · CIK 0001499150 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · By IRA

Disclosed balance after: 152,719

SEC source: 0001628280-18-003304 · wf-form4_152123159084737.xml · nonDerivative · entry 5

Ilany Jonathan · CIK 0001499150 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · By 401K

Disclosed balance after: 152,119

SEC source: 0001628280-18-003304 · wf-form4_152123159084737.xml · nonDerivative · entry 4

Ilany Jonathan · CIK 0001499150 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · By 401K

Disclosed balance after: 149,824

SEC source: 0001628280-18-003304 · wf-form4_152123159084737.xml · nonDerivative · entry 3

Ilany Jonathan · CIK 0001499150 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · By 401K

Disclosed balance after: 149,217

SEC source: 0001628280-18-003304 · wf-form4_152123159084737.xml · nonDerivative · entry 2

Ilany Jonathan · CIK 0001499150 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · By 401K

Disclosed balance after: 149,117

SEC source: 0001628280-18-003304 · wf-form4_152123159084737.xml · nonDerivative · entry 1

Ilany Jonathan · CIK 0001499150 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · By 401K

Disclosed balance after: 148,140

SEC source: 0001628280-18-002525 · wf-form4_151985624860268.xml · nonDerivative · entry 4

Rifkind Neil Charles · CIK 0001580685 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 72,696

F5 · kind: Shares withheld upon vesting of the first installment of restricted stock units issued to the Reporting Person on February 22, 2017.

F3 · price: Represents the closing stock price as of the vesting date of the restricted stock units.

SEC source: 0001628280-18-002525 · wf-form4_151985624860268.xml · nonDerivative · entry 3

Rifkind Neil Charles · CIK 0001580685 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 75,298

F4 · kind: Shares withheld upon vesting of the second installment of restricted stock units issued to the Reporting Person on January 4, 2016.

F3 · price: Represents the closing stock price as of the vesting date of the restricted stock units.

SEC source: 0001628280-18-002525 · wf-form4_151985624860268.xml · nonDerivative · entry 2

Rifkind Neil Charles · CIK 0001580685 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 78,160

F2 · kind: Shares withheld upon vesting of the last installment of restricted stock units issued to the Reporting Person on January 5, 2015.

F3 · price: Represents the closing stock price as of the vesting date of the restricted stock units.

SEC source: 0001628280-18-002531 · wf-form4_151985663393405.xml · derivative · entry 1

Ilany Jonathan · CIK 0001499150 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 651,228

Underlying: Class A Common Stock · 149,331 shares

Expires not disclosed

F1 · security: The Reporting Person was granted non-qualified stock options to purchase 149,331 shares of common stock of the Registrant, subject to the terms of a Stock Option Agreement between the Registrant and the Reporting person (the "Stock Option Agreement").

F2 · derivative.exercise_date: Exercise of the Stock Option is subject to both (1) a time-based vesting requirement with one-third vesting each of February 26, 2021, 2022 and 2023 and (2) a performance-based vesting requirement that, at any time during the option term, achievement of a 20-day volume weighted average stock price of Registrant's Class A Common Stock, that exceeds the per share book value on an as exchanged basis as of December 31, 2017 (as reported in the Registrant's filings with the Securities and Exchange Commission).

F3 · derivative.expiration_date: The Stock Option will expire on the earlier of (1) February 26, 2028 and (2) the date of the termination of Jonathan Ilany's service with the Registrant for Cause (as defined in the Stock Option Agreement) or Jonathan Ilany's voluntary termination of service with the Registrant.

SEC source: 0001628280-18-002532 · wf-form4_151985675317593.xml · derivative · entry 2

Barnes Michael Gene · CIK 0001498811 · Director · Executive Chairman · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 93,332

Underlying: Class A Common · 93,332 shares

Expires not disclosed

F2 · security: The Reporting Person was granted stock options to purchase 93,332 shares of common stock of the Registrant subject to the terms of a Stock Option Agreement among the Registrant and the Reporting Person (the "Stock Option").

F3 · derivative.exercise_date: Exercise of the Stock Option is subject to both (1) a time-based vesting requirement with one-third vesting each of February 26, 2021, 2022 and 2023 and (2) a performance-based vesting requirement that, at any time during the option term, achievement of a 20-day volume weighted average stock price of Registrant's Class A Common Stock, that exceeds the per share book value on an as exchanged basis as of December 31, 2017 (as reported in the Registrant's filings with the Securities and Exchange Commission).

F4 · derivative.expiration_date: The Stock Option will expire on the earlier of (1) February 26, 2028 and (2) the date of the termination of Michael Barnes's service with the Registrant for Cause (as defined in the Stock Option Agreement) or Michael Barnes's voluntary termination of service with the Registrant.

SEC source: 0001628280-18-002532 · wf-form4_151985675317593.xml · nonDerivative · entry 1

Barnes Michael Gene · CIK 0001498811 · Director · Executive Chairman · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 4,905,508

F1 · shares: The Reporting Person was granted restricted stock units, which represent the right to receive shares of the Issuer's Class A Common Stock, pursuant to the Issuer's Equity Plan. The restricted stock units will cliff vest on February 15, 2021 upon continuous employment from the grant date until such date, subject to certain terms contained in the Reporting Person's award agreement.

SEC source: 0001628280-18-002528 · wf-form4_151985646218921.xml · nonDerivative · entry 1

Bell Sandra · CIK 0001447887 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 58,829

F1 · shares: The Reporting Person was granted restricted stock units, which represent the right to receive shares of the Issuer's Class A Common Stock, pursuant to the Issuer's Equity Plan. The restricted stock units will vest annually in three equal installments on each of February 15, 2019, 2020 and 2021 upon continuous employment from the grant date until such date, subject to certain terms contained in the Reporting Person's award agreement.

SEC source: 0001628280-18-002525 · wf-form4_151985624860268.xml · nonDerivative · entry 1

Rifkind Neil Charles · CIK 0001580685 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 80,258

F1 · shares: The Reporting Person was granted restricted stock units, which represent the right to receive shares of the Issuer's Class A Common Stock, pursuant to the Issuer's Equity Plan. The restricted stock units will vest annually in three equal installments on each of February 15, 2019, 2020 and 2021 upon continuous employment from the grant date until such date, subject to certain terms contained in the Reporting Person's award agreement.

SEC source: 0001393726-18-000001 · wf-form4_151637516025073.xml · nonDerivative · entry 1

Bell Sandra · CIK 0001447887 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 40,887

F1 · kind: Pursuant to a Rule 10b5-1 trading plan.

SEC source: 0001447887-18-000001 · wf-form4_151612214039909.xml · nonDerivative · entry 1

Bell Sandra · CIK 0001447887 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 41,267

F1 · kind: Shares withheld upon vesting of the second installment of restricted stock units issued to the Reporting Person on January 4, 2016.

F2 · price: Represents the closing stock price as of the transaction date

SEC source: 0001628280-18-000183 · wf-form4_151518374579411.xml · nonDerivative · entry 1

Goldwasser Lesley · CIK 0001465575 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 22,659

F1 · shares: Represents the stock component of the director's annual retainer fee, which is paid quarterly in arrears.

SEC source: 0001628280-18-000180 · wf-form4_151518336258946.xml · nonDerivative · entry 1

Mack John Edward · CIK 0001381172 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 20,764

F1 · shares: Represents the stock component of the director's annual retainer fee, which is paid quarterly in arrears.

SEC source: 0001628280-18-000185 · wf-form4_151518400526425.xml · nonDerivative · entry 1

Smith Bradley E. · CIK 0001579089 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 36,316

F1 · shares: Represents the stock component of the director's annual retainer fee, which is paid quarterly in arrears.

SEC source: 0001628280-18-000184 · wf-form4_151518393632339.xml · nonDerivative · entry 1

Friedman Paul M · CIK 0001648181 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 18,319

F1 · shares: Represents the stock component of the director's annual retainer fee, which is paid quarterly in arrears.

SEC source: 0001628280-17-012470 · wf-form4_151380580239812.xml · derivative · entry 2

Barnes Michael Gene · CIK 0001498811 · Director · Executive Chairman · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 893,612

Underlying: Class A Common Stock · 893,612 shares

Expires 2022-06-30

F2 · kind: The Reporting Person was a member of TFPLP Holdings I LLC and received securities upon the distribution of all of TFPLP Holdings I LLC's assets to its members.

F2 · price: The Reporting Person was a member of TFPLP Holdings I LLC and received securities upon the distribution of all of TFPLP Holdings I LLC's assets to its members.

SEC source: 0001628280-17-012470 · wf-form4_151380580239812.xml · derivative · entry 1

Barnes Michael Gene · CIK 0001498811 · Director · Executive Chairman · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 2,462,248

Underlying: Class A Common Stock · 2,462,248 shares

Expires not disclosed

F1 · derivative.exercise_price: From and after July 1, 2014, the limited partners of Tiptree Financial Partners, L.P. ("TFP") have the ability to exchange TFP partnership units for Tiptree Class A common stock at a rate of 2.798 shares of Class A common stock per partnership unit.

F2 · kind: The Reporting Person was a member of TFPLP Holdings I LLC and received securities upon the distribution of all of TFPLP Holdings I LLC's assets to its members.

F2 · price: The Reporting Person was a member of TFPLP Holdings I LLC and received securities upon the distribution of all of TFPLP Holdings I LLC's assets to its members.

F1 · derivative.expiration_date: From and after July 1, 2014, the limited partners of Tiptree Financial Partners, L.P. ("TFP") have the ability to exchange TFP partnership units for Tiptree Class A common stock at a rate of 2.798 shares of Class A common stock per partnership unit.

SEC source: 0001628280-17-012467 · wf-form4_151380541205103.xml · derivative · entry 2

Inayatullah Arif · CIK 0001499674 · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 401,854

Underlying: Class A Common Stock · 401,854 shares

Expires 2022-06-30

F2 · kind: The Reporting Person was a member of TFPLP Holdings I LLC and received securities upon the distribution of all of TFPLP Holdings I LLC's assets to its members.

F2 · price: The Reporting Person was a member of TFPLP Holdings I LLC and received securities upon the distribution of all of TFPLP Holdings I LLC's assets to its members.

SEC source: 0001628280-17-012467 · wf-form4_151380541205103.xml · derivative · entry 1

Inayatullah Arif · CIK 0001499674 · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,724,556

Underlying: Class A Common Stock · 1,107,261 shares

Expires not disclosed

F1 · derivative.exercise_price: From and after July 1, 2014, the limited partners of Tiptree Financial Partners, L.P. ("TFP") have the ability to exchange TFP partnership units for Tiptree Class A common stock at a rate of 2.798 shares of Class A common stock per partnership unit.

F2 · kind: The Reporting Person was a member of TFPLP Holdings I LLC and received securities upon the distribution of all of TFPLP Holdings I LLC's assets to its members.

F2 · price: The Reporting Person was a member of TFPLP Holdings I LLC and received securities upon the distribution of all of TFPLP Holdings I LLC's assets to its members.

F1 · derivative.expiration_date: From and after July 1, 2014, the limited partners of Tiptree Financial Partners, L.P. ("TFP") have the ability to exchange TFP partnership units for Tiptree Class A common stock at a rate of 2.798 shares of Class A common stock per partnership unit.

SEC source: 0001628280-17-012471 · wf-form4_151380605933736.xml · derivative · entry 2

TFPLP HOLDINGS I LLC · CIK 0001607432 · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

Underlying: Class A Common Stock · 1,295,466 shares

Expires 2022-06-30

F2 · kind: Represents a distribution of all its assets from the reporting person to its members

F2 · price: Represents a distribution of all its assets from the reporting person to its members

SEC source: 0001628280-17-012471 · wf-form4_151380605933736.xml · derivative · entry 1

TFPLP HOLDINGS I LLC · CIK 0001607432 · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

Underlying: Class A Common Stock · 3,569,509 shares

Expires not disclosed

F1 · derivative.exercise_price: From and after July 1, 2014, the limited partners of Tiptree Financial Partners, L.P. ("TFP") have the ability to exchange TFP partnership units for Tiptree Class A common stock at a rate of 2.798 shares of Class A common stock per partnership unit.

F2 · kind: Represents a distribution of all its assets from the reporting person to its members

F2 · price: Represents a distribution of all its assets from the reporting person to its members

F1 · derivative.expiration_date: From and after July 1, 2014, the limited partners of Tiptree Financial Partners, L.P. ("TFP") have the ability to exchange TFP partnership units for Tiptree Class A common stock at a rate of 2.798 shares of Class A common stock per partnership unit.

SEC source: 0001393726-17-000068 · wf-form4_151240680240654.xml · nonDerivative · entry 4

Bell Sandra · CIK 0001447887 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 48,037

F1 · kind: Pursuant to a Rule 10b5-1 trading plan.

SEC source: 0001393726-17-000068 · wf-form4_151240680240654.xml · nonDerivative · entry 3

Bell Sandra · CIK 0001447887 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 48,657

F1 · kind: Pursuant to a Rule 10b5-1 trading plan.

SEC source: 0001393726-17-000068 · wf-form4_151240680240654.xml · nonDerivative · entry 2

Bell Sandra · CIK 0001447887 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 50,057

F1 · kind: Pursuant to a Rule 10b5-1 trading plan.

SEC source: 0001393726-17-000068 · wf-form4_151240680240654.xml · nonDerivative · entry 1

Bell Sandra · CIK 0001447887 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 50,157

F1 · kind: Pursuant to a Rule 10b5-1 trading plan.

SEC source: 0001628280-18-000307 · wf-form4_151578372477613.xml · nonDerivative · entry 5

Inayatullah Arif · CIK 0001499674 · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,216,106

F1 · date: This transaction is inadvertently late due to administrative oversight

F2 · balance_after: This amount reflects the number of shares beneficially owned by the Reporting Person as of the date of this Form 4

SEC source: 0001628280-18-000307 · wf-form4_151578372477613.xml · nonDerivative · entry 4

Inayatullah Arif · CIK 0001499674 · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,195,463

F1 · date: This transaction is inadvertently late due to administrative oversight

F2 · balance_after: This amount reflects the number of shares beneficially owned by the Reporting Person as of the date of this Form 4

SEC source: 0001628280-18-000307 · wf-form4_151578372477613.xml · nonDerivative · entry 3

Inayatullah Arif · CIK 0001499674 · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,178,763

F1 · date: This transaction is inadvertently late due to administrative oversight

F2 · balance_after: This amount reflects the number of shares beneficially owned by the Reporting Person as of the date of this Form 4

SEC source: 0001628280-18-000307 · wf-form4_151578372477613.xml · nonDerivative · entry 2

Inayatullah Arif · CIK 0001499674 · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,178,563

F1 · date: This transaction is inadvertently late due to administrative oversight

F2 · balance_after: This amount reflects the number of shares beneficially owned by the Reporting Person as of the date of this Form 4

SEC source: 0001628280-18-000307 · wf-form4_151578372477613.xml · nonDerivative · entry 1

Inayatullah Arif · CIK 0001499674 · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,146,206

F1 · date: This transaction is inadvertently late due to administrative oversight

F2 · balance_after: This amount reflects the number of shares beneficially owned by the Reporting Person as of the date of this Form 4

SEC source: 0001447887-17-000002 · wf-form4_150963293371262.xml · nonDerivative · entry 1

Bell Sandra · CIK 0001447887 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 50,657

F1 · kind: Pursuant to a Rule 10b5-1 trading plan.

SEC source: 0001628280-17-009612 · wf-form4_150705519392325.xml · nonDerivative · entry 1

Goldwasser Lesley · CIK 0001465575 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 19,611

F1 · shares: Represents the stock component of the director's annual retainer fee, which is paid quarterly in arrears.

SEC source: 0001628280-17-009615 · wf-form4_150705538099245.xml · nonDerivative · entry 1

Mack John Edward · CIK 0001381172 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 17,716

F1 · shares: Represents the stock component of the director's annual retainer fee, which is paid quarterly in arrears.

SEC source: 0001628280-17-009614 · wf-form4_150705533111925.xml · nonDerivative · entry 1

Smith Bradley E. · CIK 0001579089 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 33,268

F1 · shares: Represents the stock component of the director's annual retainer fee, which is paid quarterly in arrears.

SEC source: 0001628280-17-009613 · wf-form4_150705526011912.xml · nonDerivative · entry 1

Friedman Paul M · CIK 0001648181 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 15,271

F1 · shares: Represents the stock component of the director's annual retainer fee, which is paid quarterly in arrears.

SEC source: 0001628280-17-009616 · wf-form4_150705541916451.xml · nonDerivative · entry 4

Bell Sandra · CIK 0001447887 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 53,657

F1 · kind: Pursuant to a Rule 10b5-1 trading plan.

SEC source: 0001628280-17-009616 · wf-form4_150705541916451.xml · nonDerivative · entry 3

Bell Sandra · CIK 0001447887 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 54,157

F1 · kind: Pursuant to a Rule 10b5-1 trading plan.