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[SCHEDULE 13D/A] Kingsway Financial Services, Inc. SEC Filing

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(Low)
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Form Type
SCHEDULE 13D/A
Rhea-AI Filing Summary

Kingsway Financial Services, Inc. (KFS) Schedule 13D/A (Forty-Seventh Amendment) reports that a Stilwell group of entities and Joseph Stilwell collectively beneficially own 5,788,271 shares, representing approximately 19.9% of common shares outstanding based on 28,873,415 shares plus conversion shares as of August 7, 2025. The filing states the Group's percentage decreased due to a change in the issuer's shares outstanding and that certain Group members sold shares since the prior amendment while others did not. Holdings reported include shares issuable on immediate conversion of Class C and Class D preferred stock (105,263 and 52,631 shares, respectively). The Group describes a history of activist positions and says its purpose was to seek profit from share appreciation through asserting shareholder rights and that it intends to gradually reduce its position over time.

Kingsway Financial Services, Inc. (KFS) Schedule 13D/A (Quarantasettesima modifica) comunica che un gruppo di entità Stilwell e Joseph Stilwell detengono congiuntamente 5.788.271 azioni, pari a circa 19,9% delle azioni ordinarie in circolazione, calcolate su 28.873.415 azioni più azioni da conversione al 7 agosto 2025. Il documento indica che la percentuale del Gruppo è diminuita a causa di una variazione del numero di azioni in circolazione dell'emittente e che alcuni membri del Gruppo hanno venduto azioni dall'ultima modifica mentre altri non lo hanno fatto. Le partecipazioni dichiarate comprendono azioni ottenibili tramite conversione immediata delle azioni privilegiate di Classe C e Classe D (rispettivamente 105.263 e 52.631 azioni). Il Gruppo descrive una storia di posizioni attiviste e afferma che il suo obiettivo è trarre profitto dall'apprezzamento delle azioni facendo valere i diritti degli azionisti, con l'intenzione di ridurre gradualmente la propria posizione nel tempo.

Kingsway Financial Services, Inc. (KFS) Schedule 13D/A (Enmienda cuadragésima séptima) informa que un grupo de entidades Stilwell y Joseph Stilwell poseen colectivamente 5.788.271 acciones, lo que representa aproximadamente el 19,9% de las acciones ordinarias en circulación, calculado sobre 28.873.415 acciones más acciones por conversión a fecha del 7 de agosto de 2025. El informe señala que el porcentaje del Grupo disminuyó debido a un cambio en las acciones en circulación del emisor y que ciertos miembros del Grupo vendieron acciones desde la enmienda anterior mientras que otros no. Las participaciones informadas incluyen acciones obtendibles por conversión inmediata de las preferentes Clase C y Clase D (105.263 y 52.631 acciones, respectivamente). El Grupo describe un historial de posturas activistas y declara que su propósito fue obtener beneficio por la apreciación de las acciones mediante el ejercicio de los derechos de los accionistas, con la intención de reducir gradualmente su posición con el tiempo.

Kingsway Financial Services, Inc. (KFS) Schedule 13D/A(제47차 수정서)에 따르면 Stilwell 계열의 여러 법인 및 Joseph Stilwell 개인이 합쳐서 5,788,271주를 실질 보유하고 있으며, 이는 2025년 8월 7일 기준 전환 주식을 포함한 총 28,873,415주를 기준으로 약 19.9%에 해당한다고 보고했습니다. 제출서류는 발행사의 유통주식수 변경으로 그룹의 비율이 하락했으며, 일부 그룹 구성원은 이전 수정 이후 주식을 매도했고 다른 구성원은 매도하지 않았다고 밝혔습니다. 보고된 보유에는 C등급 및 D등급 우선주의 즉시 전환으로 인한 주식(각각 105,263주 및 52,631주)이 포함됩니다. 그룹은 행동주의적(액티비스트) 입장의 이력을 설명하고 있으며, 주주권 행사로 주가 상승 이익을 추구하는 것을 목적으로 했고 시간에 걸쳐 보유 비중을 점진적으로 축소할 의향이 있다고 밝혔습니다.

Kingsway Financial Services, Inc. (KFS) Schedule 13D/A (quarante-septième amendement) indique qu'un groupe d'entités Stilwell et Joseph Stilwell détiennent ensemble 5 788 271 actions, représentant environ 19,9% des actions ordinaires en circulation, sur la base de 28 873 415 actions plus les actions de conversion au 7 août 2025. Le dépôt précise que le pourcentage du Groupe a diminué en raison d'un changement du nombre d'actions en circulation de l'émetteur et que certains membres du Groupe ont vendu des actions depuis l'amendement précédent tandis que d'autres ne l'ont pas fait. Les participations déclarées incluent des actions issues de la conversion immédiate des actions privilégiées de Classe C et Classe D (respectivement 105 263 et 52 631 actions). Le Groupe décrit un historique de positions activistes et indique que son but était de réaliser un profit lié à l'appréciation des actions en faisant valoir les droits des actionnaires, et qu'il a l'intention de réduire progressivement sa position au fil du temps.

Kingsway Financial Services, Inc. (KFS) Schedule 13D/A (siebenundvierzigste Änderung) berichtet, dass eine Stilwell-Gruppe von Gesellschaften und Joseph Stilwell zusammen 5.788.271 Aktien wirtschaftlich besitzen, was etwa 19,9% der ausstehenden Stammaktien entspricht, basierend auf 28.873.415 Aktien zuzüglich Umwandlungsanteilen per 7. August 2025. Die Einreichung erklärt, dass der Prozentsatz der Gruppe wegen einer Änderung der ausstehenden Aktien des Emittenten gesunken ist und dass bestimmte Gruppenmitglieder seit der vorherigen Änderung Aktien verkauft haben, andere jedoch nicht. Die gemeldeten Bestände umfassen Aktien, die durch sofortige Wandlung von Vorzugsaktien der Klasse C und Klasse D entstehen (jeweils 105.263 bzw. 52.631 Aktien). Die Gruppe beschreibt eine Geschichte aktivistischer Positionen und erklärt, ihr Zweck sei die Gewinnrealisierung durch Kurssteigerungen mittels Wahrnehmung von Aktionärsrechten, wobei sie beabsichtigt, ihre Position im Laufe der Zeit schrittweise zu reduzieren.

Positive
  • Substantial stake reported: Group beneficially owns 5,788,271 shares representing approximately 19.9% of common stock (including convertible preferred shares).
  • Experienced activist presence: The Group states a long history of activist positions, and Joseph Stilwell has served on the issuer’s board since April 23, 2009.
  • Convertible preferred instruments disclosed: Holdings include Class C and Class D preferred stock immediately convertible into 105,263 and 52,631 common shares, respectively, clarifying potential common exposure.
Negative
  • Ownership percentage decreased: The Group's beneficial ownership percentage declined due to an increase in the issuer's shares outstanding.
  • Members sold shares: Stilwell Activist Fund, Stilwell Activist Investments, and Stilwell Value Partners VII reported sales since the Forty-Sixth Amendment; others reported no purchases.
  • Intent to reduce position: The Group states it intends to gradually reduce its position over time, which may increase available float.

Insights

TL;DR: Stilwell Group holds a substantial 19.9% stake, reported a decline in percentage ownership and some sales since the prior amendment.

The filing is material because a near-20% beneficial ownership by an activist group can influence governance and strategic outcomes. The disclosure that the ownership percentage fell due to an increase in shares outstanding, combined with reported sales by several Stilwell entities, signals a partial unwind of the Group's position rather than an escalation. The filing also documents convertible preferred instruments (Class C and Class D) that increase potential common share exposure by 157,894 shares in the aggregate, which is relevant for dilution analysis and control calculations. The Group explicitly states an intent to gradually reduce its position, which is important for investor expectations about future share supply and potential activism momentum.

TL;DR: Longstanding activist director remains engaged; Group retains shared voting and dispositive power over reported shares.

The filing confirms Joseph Stilwell continues to exercise shared voting and dispositive power across multiple affiliated entities through Stilwell Value LLC as general partner, and that he has served on the issuer’s board continuously since 2009. That ongoing board presence, coupled with near-20% beneficial ownership, historically supports the Group's ability to influence corporate decisions. However, the stated plan to reduce the position and the reported sales reduce the immediacy of potential activist initiatives. Relevant contractual items disclosed (subscription agreements, option agreements, and redemption dates for preferred stock) should be reviewed by governance teams for timing and conversion effects on voting power.

Kingsway Financial Services, Inc. (KFS) Schedule 13D/A (Quarantasettesima modifica) comunica che un gruppo di entità Stilwell e Joseph Stilwell detengono congiuntamente 5.788.271 azioni, pari a circa 19,9% delle azioni ordinarie in circolazione, calcolate su 28.873.415 azioni più azioni da conversione al 7 agosto 2025. Il documento indica che la percentuale del Gruppo è diminuita a causa di una variazione del numero di azioni in circolazione dell'emittente e che alcuni membri del Gruppo hanno venduto azioni dall'ultima modifica mentre altri non lo hanno fatto. Le partecipazioni dichiarate comprendono azioni ottenibili tramite conversione immediata delle azioni privilegiate di Classe C e Classe D (rispettivamente 105.263 e 52.631 azioni). Il Gruppo descrive una storia di posizioni attiviste e afferma che il suo obiettivo è trarre profitto dall'apprezzamento delle azioni facendo valere i diritti degli azionisti, con l'intenzione di ridurre gradualmente la propria posizione nel tempo.

Kingsway Financial Services, Inc. (KFS) Schedule 13D/A (Enmienda cuadragésima séptima) informa que un grupo de entidades Stilwell y Joseph Stilwell poseen colectivamente 5.788.271 acciones, lo que representa aproximadamente el 19,9% de las acciones ordinarias en circulación, calculado sobre 28.873.415 acciones más acciones por conversión a fecha del 7 de agosto de 2025. El informe señala que el porcentaje del Grupo disminuyó debido a un cambio en las acciones en circulación del emisor y que ciertos miembros del Grupo vendieron acciones desde la enmienda anterior mientras que otros no. Las participaciones informadas incluyen acciones obtendibles por conversión inmediata de las preferentes Clase C y Clase D (105.263 y 52.631 acciones, respectivamente). El Grupo describe un historial de posturas activistas y declara que su propósito fue obtener beneficio por la apreciación de las acciones mediante el ejercicio de los derechos de los accionistas, con la intención de reducir gradualmente su posición con el tiempo.

Kingsway Financial Services, Inc. (KFS) Schedule 13D/A(제47차 수정서)에 따르면 Stilwell 계열의 여러 법인 및 Joseph Stilwell 개인이 합쳐서 5,788,271주를 실질 보유하고 있으며, 이는 2025년 8월 7일 기준 전환 주식을 포함한 총 28,873,415주를 기준으로 약 19.9%에 해당한다고 보고했습니다. 제출서류는 발행사의 유통주식수 변경으로 그룹의 비율이 하락했으며, 일부 그룹 구성원은 이전 수정 이후 주식을 매도했고 다른 구성원은 매도하지 않았다고 밝혔습니다. 보고된 보유에는 C등급 및 D등급 우선주의 즉시 전환으로 인한 주식(각각 105,263주 및 52,631주)이 포함됩니다. 그룹은 행동주의적(액티비스트) 입장의 이력을 설명하고 있으며, 주주권 행사로 주가 상승 이익을 추구하는 것을 목적으로 했고 시간에 걸쳐 보유 비중을 점진적으로 축소할 의향이 있다고 밝혔습니다.

Kingsway Financial Services, Inc. (KFS) Schedule 13D/A (quarante-septième amendement) indique qu'un groupe d'entités Stilwell et Joseph Stilwell détiennent ensemble 5 788 271 actions, représentant environ 19,9% des actions ordinaires en circulation, sur la base de 28 873 415 actions plus les actions de conversion au 7 août 2025. Le dépôt précise que le pourcentage du Groupe a diminué en raison d'un changement du nombre d'actions en circulation de l'émetteur et que certains membres du Groupe ont vendu des actions depuis l'amendement précédent tandis que d'autres ne l'ont pas fait. Les participations déclarées incluent des actions issues de la conversion immédiate des actions privilégiées de Classe C et Classe D (respectivement 105 263 et 52 631 actions). Le Groupe décrit un historique de positions activistes et indique que son but était de réaliser un profit lié à l'appréciation des actions en faisant valoir les droits des actionnaires, et qu'il a l'intention de réduire progressivement sa position au fil du temps.

Kingsway Financial Services, Inc. (KFS) Schedule 13D/A (siebenundvierzigste Änderung) berichtet, dass eine Stilwell-Gruppe von Gesellschaften und Joseph Stilwell zusammen 5.788.271 Aktien wirtschaftlich besitzen, was etwa 19,9% der ausstehenden Stammaktien entspricht, basierend auf 28.873.415 Aktien zuzüglich Umwandlungsanteilen per 7. August 2025. Die Einreichung erklärt, dass der Prozentsatz der Gruppe wegen einer Änderung der ausstehenden Aktien des Emittenten gesunken ist und dass bestimmte Gruppenmitglieder seit der vorherigen Änderung Aktien verkauft haben, andere jedoch nicht. Die gemeldeten Bestände umfassen Aktien, die durch sofortige Wandlung von Vorzugsaktien der Klasse C und Klasse D entstehen (jeweils 105.263 bzw. 52.631 Aktien). Die Gruppe beschreibt eine Geschichte aktivistischer Positionen und erklärt, ihr Zweck sei die Gewinnrealisierung durch Kurssteigerungen mittels Wahrnehmung von Aktionärsrechten, wobei sie beabsichtigt, ihre Position im Laufe der Zeit schrittweise zu reduzieren.






If the filing person has previously filed a statement on Schedule 13G to report the acquisition that is the subject of this Schedule 13D, and is filing this schedule because of §§ 240.13d-1(e), 240.13d-1(f) or 240.13d-1(g), check the following box.

The information required on the remainder of this cover page shall not be deemed to be "filed" for the purpose of Section 18 of the Securities Exchange Act of 1934 ("Act") or otherwise subject to the liabilities of that section of the Act but shall be subject to all other provisions of the Act (however, see the Notes).






SCHEDULE 13D




Comment for Type of Reporting Person:
Shares of Common Stock reported include (i) 105,263 shares of Common Stock issuable upon conversion of the Class C Preferred Stock (as defined below) that are immediately convertible and (ii) 52,631 shares of Common Stock issuable upon conversion of the Class D Preferred Stock (as defined below) that are immediately convertible.


SCHEDULE 13D




Comment for Type of Reporting Person:
Shares of Common Stock reported include (i) 105,263 shares of Common Stock issuable upon conversion of the Class C Preferred Stock that are immediately convertible and (ii) 52,631 shares of Common Stock issuable upon conversion of the Class D Preferred Stock that are immediately convertible.


SCHEDULE 13D




Comment for Type of Reporting Person:
Shares of Common Stock reported include (i) 105,263 shares of Common Stock issuable upon conversion of the Class C Preferred Stock that are immediately convertible and (ii) 52,631 shares of Common Stock issuable upon conversion of the Class D Preferred Stock that are immediately convertible.


SCHEDULE 13D




Comment for Type of Reporting Person:
Shares of Common Stock reported include (i) 105,263 shares of Common Stock issuable upon conversion of the Class C Preferred Stock that are immediately convertible and (ii) 52,631 shares of Common Stock issuable upon conversion of the Class D Preferred Stock that are immediately convertible.


SCHEDULE 13D




Comment for Type of Reporting Person:
Shares of Common Stock reported include (i) 105,263 shares of Common Stock issuable upon conversion of the Class C Preferred Stock that are immediately convertible and (ii) 52,631 shares of Common Stock issuable upon conversion of the Class D Preferred Stock that are immediately convertible.


SCHEDULE 13D




Comment for Type of Reporting Person:
Shares of Common Stock reported include (i) 105,263 shares of Common Stock issuable upon conversion of the Class C Preferred Stock that are immediately convertible and (ii) 52,631 shares of Common Stock issuable upon conversion of the Class D Preferred Stock that are immediately convertible.


SCHEDULE 13D


Stilwell Activist Fund, L.P.
Signature:/s/ Megan Parisi
Name/Title:Megan Parisi, Member of Stilwell Value LLC, its General Partner
Date:08/19/2025
Stilwell Activist Investments, L.P.
Signature:/s/ Megan Parisi
Name/Title:Megan Parisi, Member of Stilwell Value LLC, its General Partner
Date:08/19/2025
STILWELL ASSOCIATES L P
Signature:/s/ Megan Parisi
Name/Title:Megan Parisi, Member of Stilwell Value LLC, its General Partner
Date:08/19/2025
Stilwell Value Partners VII, L.P.
Signature:/s/ Megan Parisi
Name/Title:Megan Parisi, Member of Stilwell Value LLC, its General Partner
Date:08/19/2025
Stilwell Value LLC
Signature:/s/ Megan Parisi
Name/Title:Megan Parisi, Member
Date:08/19/2025
STILWELL JOSEPH
Signature:/s/ Joseph Stilwell
Name/Title:Joseph Stilwell*
Date:08/19/2025
Megan Parisi
Signature:/s/ Megan Parisi
Name/Title:*Megan Parisi, Attorney-in-Fact
Date:08/19/2025

FAQ

How many shares of KFS does the Stilwell Group beneficially own?

The Group beneficially owns 5,788,271 shares of common stock, representing approximately 19.9% of common shares outstanding as of August 7, 2025.

Does the reported stake include convertible securities?

Yes. The total includes 105,263 shares issuable upon conversion of Class C Preferred Stock and 52,631 shares issuable upon conversion of Class D Preferred Stock that are immediately convertible.

Have any Stilwell entities sold KFS shares recently?

Yes. Since the Forty-Sixth Amendment, Stilwell Activist Fund, Stilwell Activist Investments, and Stilwell Value Partners VII sold issuer securities; Stilwell Associates and Joseph Stilwell reported no purchases or sales.

What is the Group’s stated purpose for acquiring KFS shares?

The Group states its purpose was to profit from appreciation by asserting shareholder rights and notes it has succeeded and plans to gradually reduce its position.

Are there agreements or option arrangements disclosed in the filing?

Yes. The filing references Class C and Class D Subscription Agreements and Option Agreements (with exercise prices and expiration dates) filed as exhibits to prior amendments.
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