Filed by Maiden Holdings, Ltd.
Pursuant to Rule 425 under the Securities Act of 1933
and deemed filed pursuant to Rule 14a-12
under the Securities Exchange Act of 1934
Subject Company: Maiden Holdings, Ltd.
Commission File No. 001-34042
December 30, 2024
Email from Patrick J. Haveron to Maiden Employees
All,
I hope this finds you well and that you have all had an enjoyable holiday
season and been able to enjoy family and friends. This morning, I’m writing to report important news: Maiden Holdings and Kestrel
Group announced our companies are entering into a definitive agreement to combine and form a new, publicly listed specialty insurance
group, which will rebrand as Kestrel Group. The news release, which is attached, details the particulars of the transaction, which the
Maiden and Kestrel teams will work together to secure regulatory and shareholder approvals for in the coming months.
As I say in the news release, this transaction is “a transformative
milestone” for Maiden. For some time, we have outlined to you our desire to re-orient Maiden toward a more fee-based insurance platform
while selectively deploying our underwriting capacity to optimize returns for shareholders and leverage the assets we have. We believe
we have found the ideal partners to realize this vision in Terry and Luke Ledbetter and the Kestrel Group team. For many years, the Ledbetters
have been industry leaders in the specialty program insurance market, and we believe our combination with Kestrel will result in the new
strategic path for Maiden we have sought. Terry and Luke’s vision to create a balance sheet light, fee-revenue focused insurance
group will allow Kestrel to accelerate its growth plan by the combination announced today. As you can see from the news release, Luke
and Terry will lead the combined group and I look forward to working with them as we build a new future for our company.
On a day-to-day basis, while we are pursuing the approvals required
to combine our companies, it will largely be business as usual. While we are in a limited position to discuss at the moment what this
transaction precisely means for the future, I’m confident that the combination of Maiden and Kestrel leverages the significant assets
we bring to each other. Combined with our recent announcement regarding the sale of our Swedish subsidiaries, we are in a period of significant
strategic change and an exciting future is emerging.
As a reminder, with this announcement we are in a quiet period and
if you receive any inbound questions about the transaction, please do not respond and instead refer all inquiries to me.
To give you an opportunity to hear directly from me and to put forward
questions you may have on today’s news and other recent developments, I will be hosting a Zoom conference call this morning at 9:00
AM US ET. One request I would make is that if you participate, please have your video screens “on”, it will make for a more
engaged session.
I look forward to seeing you then. Thanks!
Pat
* * * * *
Certain
statements in this document, and any related oral statements, other than purely historical information, including estimates, projections,
statements relating to Maiden’s combination with Kestrel Group, LLC, a Delaware limited liability company (“Kestrel”)
and their business plans, objectives and expected operating results and the assumptions upon which those statements are based are forward-looking
statements within the meaning of the Private Securities Litigation Reform Act of 1995, Section 27A of the Securities Act of 1933,
as amended, and Section 21E of the Securities Exchange Act of 1934, as amended. These forward-looking statements may include financial
estimates and statements as to Maiden, Kestrel, Ranger Bermuda Topco Ltd, a Bermuda exempted company limited by shares (“Bermuda
NewCo”), the expected timing, completion and effects of the business combination transaction with Kestrel (the “Transactions”),
and the insurance and reinsurance sectors, generally are identified with the words “anticipate”, “believe”, “expect”,
“predict”, “allow”, “position,” “optimize”, “transformative”, “estimate”,
“intend”, “plan”, “project”, “seek”, “provide”, “deliver”, “realize”,
“potential”, “possible”, “accelerate”, capitalize”, “could”, “might”,
“may”, “should”, “will”, “would”, “will be”, “will continue”,
“will likely result”, “enhance certainty” and similar expressions. In light of the risks and uncertainties inherent
in all forward-looking statements, the inclusion of such statements in this document should not be considered as a representation by Maiden
or any other person that Maiden’s objectives or plans or other matters described in any forward-looking statement will be achieved.
These statements are based on current plans, estimates, assumptions and expectations. Actual results may differ materially from those
projected in such forward-looking statements and therefore, you should not place undue reliance on them.
The forward-looking
statements are subject to risks and uncertainties, including: (i) that the parties may be unable to complete the Transactions because,
among other reasons, conditions to the closing of the Transactions may not be satisfied or waived, including that a governmental entity
may prohibit, delay or refuse to grant approval for the consummation of the Transactions; (ii) uncertainty as to the timing of completion
of the Transactions; (iii) that the occurrence of any event, change or other circumstances could give rise to the termination of
the related combination agreement; (iv) risks related to disruption of management’s attention from ongoing business operations
due to the Transactions; (v) the effect of the announcement of the Transactions on the parties’ client, business, governmental
and employee relationships; (vi) the commencement or outcome of any legal proceedings to the extent initiated against Maiden, Kestrel,
the AmTrust equityholder or others prior to or following the announcement of the Transactions; (vii) the failure to realize the benefits
of the Transactions when expected or at all; (viii) risks related to the post-closing integration of the business and operations
of Maiden, Kestrel and the insurance carriers; (ix) risks related to a downgrading of Maiden’s debt ratings as a result of
the announcement or completion of the Transactions; (x) uncertainty related to additional adverse reserve development and/or asset
impairment charges as well as the amount and the ability to utilize tax attributes; and (xi) management’s response to any of
the aforementioned factors.
The foregoing
review of important factors should not be construed as exhaustive and should be read in conjunction with the other cautionary statements
that are included herein and elsewhere, including the risk factors included in Maiden’s most recent Annual Report on Form 10-K
and Quarterly Report on Form 10-Q and other documents of Maiden on file with, or furnished to, the Securities and Exchange Commission
(the “SEC”). Any forward-looking statements made in this document, and any related oral statements, are qualified by
these cautionary statements, and there can be no assurance that the actual results or developments anticipated by Maiden will be realized
or, even if substantially realized, that they will have the expected consequences to, or effects on, Maiden or its business or operations.
Except as required by law, the parties undertake no obligation to update publicly or revise any forward-looking statement, whether as
a result of new information, future developments or otherwise.
Additional Information
Regarding the Transactions and Where to Find It
In connection
with the Transactions, Bermuda NewCo will file a registration statement on Form S-4 with the SEC that will include a prospectus with
respect to Bermuda NewCo’s securities to be issued in connection with the Transactions and a proxy statement with respect to the
Maiden shareholder meeting to approve the Transactions and related matters (the “proxy statement/prospectus”). Maiden
and Bermuda NewCo may also file or furnish other documents with the SEC regarding the Transactions. This document is not a substitute
for the registration statement, the proxy statement/prospectus or any other document that Maiden or Bermuda NewCo may file or furnish
or cause to be filed or furnished with the SEC. INVESTORS IN AND SECURITY HOLDERS OF MAIDEN ARE URGED TO READ THE PROXY STATEMENT/PROSPECTUS
AND ANY OTHER RELEVANT DOCUMENTS THAT ARE FILED OR FURNISHED OR WILL BE FILED OR WILL BE FURNISHED WITH THE SEC, AS WELL AS ANY AMENDMENTS
OR SUPPLEMENTS TO THESE DOCUMENTS, CAREFULLY AND IN THEIR ENTIRETY BECAUSE THEY CONTAIN OR WILL CONTAIN IMPORTANT INFORMATION ABOUT THE
TRANSACTIONS AND RELATED MATTERS.
Investors
and security holders may obtain free copies of the registration statement, the proxy statement/prospectus (when available) and other documents
filed with or furnished to the SEC by Maiden or Bermuda NewCo through the web site maintained by the SEC at www.sec.gov or by contacting
the investor relations department of Maiden:
Maiden
Holdings, Ltd.
Clarendon
House
2 Church
Street
Hamilton
HM 11
Bermuda
Attn:
Corporate Secretary
Participants in the Solicitation
Each
of Maiden, Bermuda NewCo and their respective directors, executive officers, members of management and employees, and Luke Ledbetter,
President and Chief Executive Officer of Kestrel, and Terry Ledbetter, Executive Chairman of Kestrel, may, under the rules of the
SEC, be deemed to be participants in the solicitation of proxies from Maiden’s shareholders in connection with the Transactions.
Information regarding Maiden’s directors and executive officers, including a description of their direct interests, by security
holdings or otherwise, is contained in Maiden’s annual proxy statement filed with the SEC on March 27, 2024, its annual report
on Form 10-K for the fiscal year ended December 31, 2023, which was filed with the SEC on March 12, 2024, and in subsequent
documents filed with the SEC, each of which can be obtained free of charge from the sources indicated above. A summary biography for each
of Luke Ledbetter and Terry Ledbetter is set forth below:
Luke
Ledbetter serves as President and Chief Executive Officer of Kestrel. Mr. Ledbetter previously served as Chief Underwriting Officer
and Head of Business Development with State National Companies. During Mr. Ledbetter‘s tenure at State National, gross written
premium grew to more than $2.5 billion annually. Mr. Ledbetter holds law degrees from Cambridge University and the University of
Texas School of Law in addition to a B.A. from the University of Texas at Austin.
Terry
Ledbetter serves as Executive Chairman of Kestrel. Mr. Ledbetter co-founded State National Companies in 1973 and served as Chairman,
President and Chief Executive Officer until his retirement at the end of 2019. Mr. Ledbetter pioneered the dedicated fronting business
model in the property & casualty industry and guided State National through its initial public offering in 2014 and sale to Markel
Corporation in 2017. He received his B.B.A. from Southern Methodist University.
Neither
of Luke Ledbetter or Terry Ledbetter own directly any securities of Maiden at this time.
Additional
information regarding the identity of all potential participants in the solicitation of proxies to Maiden shareholders in connection with
the Transactions and other matters to be voted upon at the Maiden shareholders meeting to approve the Transactions, and their direct and
indirect interests, by security holdings or otherwise, will be included in the definitive proxy statement/prospectus, when it becomes
available.
No
Offer or Solicitation
This
document is for informational purposes only and not intended to and does not constitute an offer to subscribe for, buy or sell, the solicitation
of an offer to subscribe for, buy or sell or an invitation to subscribe for, buy or sell any securities or the solicitation of any vote
or approval in any jurisdiction pursuant to or in connection with the proposed Transactions or otherwise, nor shall there be any sale,
issuance or transfer of securities in any jurisdiction in contravention of applicable law.
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