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( Mark One ) ☑ ☐ UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington , D.C. 20549 FORM 10 - K ANNUAL REPORT PURSUANT TO SECTION 13 OR 15 ( d ) OF THE SECURITIES EXCHANGE ACT OF 1934 For the Fiscal Year Ended December 31 , 2020 TRANSITION REPORT PURSUANT TO SECTION 13 OR 15 ( d ) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from Bermuda to Commission File Number : 001-34042 MAIDEN HOLDINGS , LTD . ( Exact Name of Registrant As Specified in Its Charter ) ( State or Other Jurisdiction of Incorporation or Organization ) 94 Pitts Bay Road Pembroke HM 08 , Bermuda ( Address of Principal Executive Offices and Zip Code ) ( 441 ) 298-4900 ( Registrant's Telephone Number , Including Area Code ) 98-0570192 ( I.R.S. Employer Identification No. ) Securities registered pursuant to Section 12 ( b ) of the Act : Title of Each Class Common Shares , par value $ 0.01 per share Series A Preference Shares , par value $ 0.01 per share Series C Preference Shares , par value $ 0.01 per share Series D Preference Shares , par value $ 0.01 per share Trading symbol ( s ) MHLD МН.РА MH.PC MH.PD Name of Each Exchange on Which Registered NASDAQ Capital Market New York Stock Exchange New York Stock Exchange New York Stock Exchange Indicate by check mark if the registrant is a well - known seasoned issuer , as defined in Rule 405 of the Securities Act . Yes No ☑ Indicate by check mark if the registrant is not required to file reports pursuant to Section 13 or Section 15 ( d ) of the Act . Yes No Indicate by check mark whether the registrant ( 1 ) has filed all reports required to be filed by Section 13 or 15 ( d ) of the Securities Exchange Act of 1934 during the preceding 12 months ( or for such shorter period that the registrant was required to file such reports ) , and ( 2 ) has been subject to such filing requirements for the past 90 days . Yes > No ☐ Indicate by check mark whether the registrant has submitted electronically every Interactive Data File required to be submitted pursuant to Rule 405 of Regulation S - T during the preceding 12 months ( or for such shorter period that the registrant was required to submit such files ) . Yes > No ☐ Indicate by check mark whether the registrant is a large accelerated filer , an accelerated filer , a non - accelerated filer , a smaller reporting company , or an emerging growth company . See the definitions of “ large accelerated filer , " " accelerated filer , " " smaller reporting company " and " emerging growth company " in Rule 12b - 2 of the Exchange Act . Large Accelerated Filer Non - Accelerated Filer ☐ ☐ ☑ 凶 ☐ Accelerated Filer Smaller Reporting Company Emerging growth company If an emerging growth company , indicate by check mark if the registrant has elected not to use the extended transition period for complying with any new or revised financial accounting standards provided pursuant to Section 13 ( a ) of the Exchange Act . ☐ Indicate by check mark whether the registrant has filed a report on and attestation to its management's assessment of the effectiveness of its internal control over financial reporting under Section 404 ( b ) of the Sarbanes - Oxley Act ( 15 U.S.C. 7262 ( b ) ) by the registered public accounting firm that prepared or issued its audit report . ☑ Indicate by check mark whether the registrant is a shell company ( as defined in Rule 12b - 2 of the Act ) . Yes No ☑ Aggregate market value of voting and non - voting common shares held by non - affiliates of the registrant as of June 30 , 2020 ( the last business day of the registrant's most recently completed second fiscal quarter ) was approximately $ 85.9 million based on the closing sale price of the registrant's common shares on the NASDAQ Capital Market on that date . As of March 9 , 2021 , 86,132,060 common shares were outstanding . DOCUMENTS INCORPORATED BY REFERENCE Portions of the registrant's definitive proxy statement to be filed with the Securities and Exchange Commission pursuant to Regulation 14A with respect to the annual general meeting of the shareholders of the registrant scheduled to be held on May 6 , 2021 are incorporated by reference into Part III of this Annual Report on Form 10 - K .