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[Form 4] Lemonade, Inc. Insider Trading Activity

Filing Impact
(High)
Filing Sentiment
(Positive)
Form Type
4
Rhea-AI Filing Summary

Lemonade CFO Timothy E. Bixby reported significant insider trading activity on June 23, 2025. The transaction involved two key parts:

  • Exercised 11,000 stock options at $23.69 per share through conversion (Transaction Code: M)
  • Subsequently sold 11,000 shares at $43.36 per share under a pre-established Rule 10b5-1 trading plan from December 2024

Following these transactions, Bixby's holdings include:

  • Direct ownership: 263,393 common shares and 311,300 stock options
  • Indirect ownership: 30,000 shares held in the Timothy E. Bixby Family Trust

The exercised options were fully vested with an expiration date of September 25, 2029. This transaction resulted in a gross profit of approximately $216,370 (difference between sale price and option exercise price).

Il CFO di Lemonade, Timothy E. Bixby, ha riportato un'attivit脿 significativa di trading interno il 23 giugno 2025. La transazione ha coinvolto due fasi principali:

  • Esercizio di 11.000 opzioni azionarie a $23,69 per azione tramite conversione (Codice Transazione: M)
  • Successiva vendita di 11.000 azioni a $43,36 per azione secondo un piano di trading predefinito ai sensi della Regola 10b5-1, stabilito nel dicembre 2024

Dopo queste operazioni, le partecipazioni di Bixby comprendono:

  • Propriet脿 diretta: 263.393 azioni ordinarie e 311.300 opzioni azionarie
  • Propriet脿 indiretta: 30.000 azioni detenute nel Timothy E. Bixby Family Trust

Le opzioni esercitate erano completamente maturate con scadenza il 25 settembre 2029. Questa transazione ha generato un profitto lordo di circa $216.370 (differenza tra il prezzo di vendita e il prezzo di esercizio delle opzioni).

El CFO de Lemonade, Timothy E. Bixby, report贸 una actividad significativa de operaciones internas el 23 de junio de 2025. La transacci贸n consisti贸 en dos partes clave:

  • Ejerci贸 11,000 opciones sobre acciones a $23.69 por acci贸n mediante conversi贸n (C贸digo de Transacci贸n: M)
  • Posteriormente vendi贸 11,000 acciones a $43.36 por acci贸n bajo un plan de negociaci贸n preestablecido conforme a la Regla 10b5-1 desde diciembre de 2024

Tras estas transacciones, las participaciones de Bixby incluyen:

  • Propiedad directa: 263,393 acciones comunes y 311,300 opciones sobre acciones
  • Propiedad indirecta: 30,000 acciones en el Timothy E. Bixby Family Trust

Las opciones ejercidas estaban completamente consolidadas con fecha de vencimiento el 25 de septiembre de 2029. Esta operaci贸n gener贸 una ganancia bruta aproximada de $216,370 (diferencia entre el precio de venta y el precio de ejercicio de la opci贸n).

Lemonade鞚� CFO Timothy E. Bixby電� 2025雲� 6鞗� 23鞚检棎 欷戩殧頃� 雮措秬鞛� 瓯半灅 頇滊彊鞚� 氤搓碃頄堨姷雼堧嫟. 瓯半灅電� 霊� 臧�歆� 欤检殧 攵�攵勳溂搿� 甑劚霅橃棃鞀惦媹雼�:

  • 欤茧嫻 $23.69鞐� 11,000欤� 鞀ろ啞鞓奠厴 頄夓偓 (瓯半灅 旖旊摐: M)
  • 鞚错泟 2024雲� 12鞗旍棎 靹れ爼霅� 靷爠 鞀轨澑霅� Rule 10b5-1 瓯半灅 瓿勴殟鞐� 霐半澕 欤茧嫻 $43.36鞐� 11,000欤� 毵る弰

鞚� 瓯半灅 鞚错泟 Bixby鞚� 氤挫湢 雮挫棴鞚� 雼れ潓瓿� 臧欖姷雼堧嫟:

  • 歆侅爲 靻岇湢: 氤错喌欤� 263,393欤� 氚� 鞀ろ啞鞓奠厴 311,300欤�
  • 臧勳爲 靻岇湢: Timothy E. Bixby 臧�臁� 鞁犿儊鞐� 氤挫湢霅� 30,000欤�

頄夓偓霅� 鞓奠厴鞚� 毵岅赴鞚检澊 2029雲� 9鞗� 25鞚茧 鞕勳爠頌� 氩犾姢韺呺悳 靸來儨鞓�鞀惦媹雼�. 鞚� 瓯半灅搿� 鞎� $216,370鞚� 齑濎澊鞚�(毵る弰 臧�瓴╆臣 鞓奠厴 頄夓偓 臧�瓴╈潣 彀暋)鞚� 氚滌儩頄堨姷雼堧嫟.

Le CFO de Lemonade, Timothy E. Bixby, a d茅clar茅 une activit茅 importante d鈥檌niti茅s le 23 juin 2025. La transaction comprenait deux volets cl茅s :

  • Exercice de 11 000 options d鈥檃chat d鈥檃ctions au prix de 23,69 $ par action via conversion (Code de transaction : M)
  • Vente ult茅rieure de 11 000 actions 脿 43,36 $ chacune, dans le cadre d鈥檜n plan de n茅gociation pr茅茅tabli selon la r猫gle 10b5-1 datant de d茅cembre 2024

Apr猫s ces op茅rations, les avoirs de Bixby se composent de :

  • Propri茅t茅 directe : 263 393 actions ordinaires et 311 300 options d鈥檃chat
  • Propri茅t茅 indirecte : 30 000 actions d茅tenues dans le Timothy E. Bixby Family Trust

Les options exerc茅es 茅taient enti猫rement acquises et expirent le 25 septembre 2029. Cette transaction a g茅n茅r茅 un b茅n茅fice brut d鈥檈nviron 216 370 $ (diff茅rence entre le prix de vente et le prix d鈥檈xercice des options).

Lemonade CFO Timothy E. Bixby meldete am 23. Juni 2025 eine bedeutende Insiderhandelsaktivit盲t. Die Transaktion bestand aus zwei wesentlichen Teilen:

  • Aus眉bung von 11.000 Aktienoptionen zu je 23,69 USD durch Umwandlung (Transaktionscode: M)
  • Anschlie脽ender Verkauf von 11.000 Aktien zu je 43,36 USD im Rahmen eines im Dezember 2024 festgelegten Rule 10b5-1 Handelsplans

Nach diesen Transaktionen h盲lt Bixby folgende Beteiligungen:

  • Direktes Eigentum: 263.393 Stammaktien und 311.300 Aktienoptionen
  • Indirektes Eigentum: 30.000 Aktien, gehalten im Timothy E. Bixby Family Trust

Die ausge眉bten Optionen waren vollst盲ndig unverfallbar und laufen am 25. September 2029 ab. Diese Transaktion erzielte einen Bruttogewinn von etwa 216.370 USD (Differenz zwischen Verkaufspreis und Aus眉bungspreis der Optionen).

Positive
  • None.
Negative
  • None.

Insights

Analyzing...

Il CFO di Lemonade, Timothy E. Bixby, ha riportato un'attivit脿 significativa di trading interno il 23 giugno 2025. La transazione ha coinvolto due fasi principali:

  • Esercizio di 11.000 opzioni azionarie a $23,69 per azione tramite conversione (Codice Transazione: M)
  • Successiva vendita di 11.000 azioni a $43,36 per azione secondo un piano di trading predefinito ai sensi della Regola 10b5-1, stabilito nel dicembre 2024

Dopo queste operazioni, le partecipazioni di Bixby comprendono:

  • Propriet脿 diretta: 263.393 azioni ordinarie e 311.300 opzioni azionarie
  • Propriet脿 indiretta: 30.000 azioni detenute nel Timothy E. Bixby Family Trust

Le opzioni esercitate erano completamente maturate con scadenza il 25 settembre 2029. Questa transazione ha generato un profitto lordo di circa $216.370 (differenza tra il prezzo di vendita e il prezzo di esercizio delle opzioni).

El CFO de Lemonade, Timothy E. Bixby, report贸 una actividad significativa de operaciones internas el 23 de junio de 2025. La transacci贸n consisti贸 en dos partes clave:

  • Ejerci贸 11,000 opciones sobre acciones a $23.69 por acci贸n mediante conversi贸n (C贸digo de Transacci贸n: M)
  • Posteriormente vendi贸 11,000 acciones a $43.36 por acci贸n bajo un plan de negociaci贸n preestablecido conforme a la Regla 10b5-1 desde diciembre de 2024

Tras estas transacciones, las participaciones de Bixby incluyen:

  • Propiedad directa: 263,393 acciones comunes y 311,300 opciones sobre acciones
  • Propiedad indirecta: 30,000 acciones en el Timothy E. Bixby Family Trust

Las opciones ejercidas estaban completamente consolidadas con fecha de vencimiento el 25 de septiembre de 2029. Esta operaci贸n gener贸 una ganancia bruta aproximada de $216,370 (diferencia entre el precio de venta y el precio de ejercicio de la opci贸n).

Lemonade鞚� CFO Timothy E. Bixby電� 2025雲� 6鞗� 23鞚检棎 欷戩殧頃� 雮措秬鞛� 瓯半灅 頇滊彊鞚� 氤搓碃頄堨姷雼堧嫟. 瓯半灅電� 霊� 臧�歆� 欤检殧 攵�攵勳溂搿� 甑劚霅橃棃鞀惦媹雼�:

  • 欤茧嫻 $23.69鞐� 11,000欤� 鞀ろ啞鞓奠厴 頄夓偓 (瓯半灅 旖旊摐: M)
  • 鞚错泟 2024雲� 12鞗旍棎 靹れ爼霅� 靷爠 鞀轨澑霅� Rule 10b5-1 瓯半灅 瓿勴殟鞐� 霐半澕 欤茧嫻 $43.36鞐� 11,000欤� 毵る弰

鞚� 瓯半灅 鞚错泟 Bixby鞚� 氤挫湢 雮挫棴鞚� 雼れ潓瓿� 臧欖姷雼堧嫟:

  • 歆侅爲 靻岇湢: 氤错喌欤� 263,393欤� 氚� 鞀ろ啞鞓奠厴 311,300欤�
  • 臧勳爲 靻岇湢: Timothy E. Bixby 臧�臁� 鞁犿儊鞐� 氤挫湢霅� 30,000欤�

頄夓偓霅� 鞓奠厴鞚� 毵岅赴鞚检澊 2029雲� 9鞗� 25鞚茧 鞕勳爠頌� 氩犾姢韺呺悳 靸來儨鞓�鞀惦媹雼�. 鞚� 瓯半灅搿� 鞎� $216,370鞚� 齑濎澊鞚�(毵る弰 臧�瓴╆臣 鞓奠厴 頄夓偓 臧�瓴╈潣 彀暋)鞚� 氚滌儩頄堨姷雼堧嫟.

Le CFO de Lemonade, Timothy E. Bixby, a d茅clar茅 une activit茅 importante d鈥檌niti茅s le 23 juin 2025. La transaction comprenait deux volets cl茅s :

  • Exercice de 11 000 options d鈥檃chat d鈥檃ctions au prix de 23,69 $ par action via conversion (Code de transaction : M)
  • Vente ult茅rieure de 11 000 actions 脿 43,36 $ chacune, dans le cadre d鈥檜n plan de n茅gociation pr茅茅tabli selon la r猫gle 10b5-1 datant de d茅cembre 2024

Apr猫s ces op茅rations, les avoirs de Bixby se composent de :

  • Propri茅t茅 directe : 263 393 actions ordinaires et 311 300 options d鈥檃chat
  • Propri茅t茅 indirecte : 30 000 actions d茅tenues dans le Timothy E. Bixby Family Trust

Les options exerc茅es 茅taient enti猫rement acquises et expirent le 25 septembre 2029. Cette transaction a g茅n茅r茅 un b茅n茅fice brut d鈥檈nviron 216 370 $ (diff茅rence entre le prix de vente et le prix d鈥檈xercice des options).

Lemonade CFO Timothy E. Bixby meldete am 23. Juni 2025 eine bedeutende Insiderhandelsaktivit盲t. Die Transaktion bestand aus zwei wesentlichen Teilen:

  • Aus眉bung von 11.000 Aktienoptionen zu je 23,69 USD durch Umwandlung (Transaktionscode: M)
  • Anschlie脽ender Verkauf von 11.000 Aktien zu je 43,36 USD im Rahmen eines im Dezember 2024 festgelegten Rule 10b5-1 Handelsplans

Nach diesen Transaktionen h盲lt Bixby folgende Beteiligungen:

  • Direktes Eigentum: 263.393 Stammaktien und 311.300 Aktienoptionen
  • Indirektes Eigentum: 30.000 Aktien, gehalten im Timothy E. Bixby Family Trust

Die ausge眉bten Optionen waren vollst盲ndig unverfallbar und laufen am 25. September 2029 ab. Diese Transaktion erzielte einen Bruttogewinn von etwa 216.370 USD (Differenz zwischen Verkaufspreis und Aus眉bungspreis der Optionen).

SEC Form 4
FORM 4 UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940
OMB APPROVAL
OMB Number: 3235-0287
Estimated average burden
hours per response: 0.5
Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).
X
 Check this box to indicate that a transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c). See Instruction 10.
1. Name and Address of Reporting Person*
BIXBY TIMOTHY E
(Last) (First) (Middle)
C/O LEMONADE, INC.
5 CROSBY STREET, 3RD FLOOR
(Street)
NEW YORK NY 10013
(City) (State) (Zip)
2. Issuer Name and Ticker or Trading Symbol
Lemonade, Inc. [ LMND ] 		5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)
Director 10% Owner
X Officer (give title below) Other (specify below)
Chief Financial Officer
3. Date of Earliest Transaction (Month/Day/Year)
06/23/2025
4. If Amendment, Date of Original Filed (Month/Day/Year)
 6. Individual or Joint/Group Filing (Check Applicable Line)
X Form filed by One Reporting Person
Form filed by More than One Reporting Person
Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3) 2. Transaction Date (Month/Day/Year) 2A. Deemed Execution Date, if any (Month/Day/Year) 3. Transaction Code (Instr. 8) 4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5) 5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4) 6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 7. Nature of Indirect Beneficial Ownership (Instr. 4)
Code V Amount (A) or (D) Price
COMMON STOCK 06/23/2025 M 11,000 A $23.69 274,393 D
COMMON STOCK 06/23/2025 S(1) 11,000 D $43.36 263,393 D
COMMON STOCK 30,000 I Held by Timothy E Bixby Family Trust(2)
Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned
(e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3) 2. Conversion or Exercise Price of Derivative Security 3. Transaction Date (Month/Day/Year) 3A. Deemed Execution Date, if any (Month/Day/Year) 4. Transaction Code (Instr. 8) 5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5) 6. Date Exercisable and Expiration Date (Month/Day/Year) 7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4) 8. Price of Derivative Security (Instr. 5) 9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4) 10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 11. Nature of Indirect Beneficial Ownership (Instr. 4)
Code V (A) (D) Date Exercisable Expiration Date Title Amount or Number of Shares
STOCK OPTION $23.69 06/23/2025 M 11,000 (3) 09/25/2029 COMMON STOCK 11,000 $23.69 311,300 D
Explanation of Responses:
1. Represents sale pursuant to a Rule 10b5-1 trading plan adopted December 12, 2024.
2. The Reporting Person is Co-Trustee of Timothy E. Bixby Family Trust ("Trust") and has voting and dispositive control over the shares held by Trust.
3. The stock option is fully vested.
Remarks:
/s/ Timothy Bixby 06/25/2025
** Signature of Reporting Person Date
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.

Source:

FAQ

How many LMND shares did CFO Timothy Bixby sell on June 23, 2025?

CFO Timothy Bixby sold 11,000 shares of LMND common stock at a price of $43.36 per share on June 23, 2025. This sale was executed pursuant to a Rule 10b5-1 trading plan adopted on December 12, 2024.

What was the exercise price of LMND stock options exercised by Timothy Bixby?

Timothy Bixby exercised stock options with a conversion price of $23.69 per share. He exercised 11,000 shares of these options which were fully vested and had an expiration date of September 25, 2029.

How many LMND shares does Timothy Bixby own after the June 2025 transactions?

After the reported transactions, Timothy Bixby directly owns 263,393 shares of LMND common stock, plus an additional 30,000 shares held indirectly through the Timothy E Bixby Family Trust. He also holds 311,300 stock options following the transaction.

Was LMND CFO Bixby's stock sale part of a pre-planned trading program?

Yes, Timothy Bixby's sale of 11,000 LMND shares was executed pursuant to a Rule 10b5-1 trading plan that was previously adopted on December 12, 2024. This type of plan allows insiders to pre-schedule trades to avoid accusations of trading on material non-public information.

What is the total profit from LMND CFO Bixby's June 2025 stock transaction?

Timothy Bixby realized a profit of $19.67 per share ($43.36 sale price - $23.69 exercise price) on the 11,000 shares, resulting in a total profit of approximately $216,370 before taxes and fees from the exercise-and-sell transaction.
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Lemonade Inc

NYSE:LMND

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LMND Latest SEC Filings

Jun 30, 2025
[144] Lemonade, Inc. SEC Filing
Jun 25, 2025
[Form 4] Lemonade, Inc. Insider Trading Activity
Jun 25, 2025
[Form 4] Lemonade, Inc. Insider Trading Activity
Jun 24, 2025
[144] Lemonade, Inc. SEC Filing
Jun 23, 2025
[144] Lemonade, Inc. SEC Filing

LMND Stock Data

3.29B
58.54M
25.2%
46.27%
22.3%
Insurance - Property & Casualty
Fire, Marine & Casualty Insurance
United States
NEW YORK