GLEACHER & COMPANY, INC.

election_required = True...tendered shares on the basis set forth below: •first, we will purchase all shares tendered by all holders of "odd lots" (as defined below) who: (1)tender all shares owned beneficially or of record (partial tenders will not qualify for this preference); and (2)complete the section entitled "Odd Lots" in the Letter of Transmittal and, if applicable, in the Notice of Guaranteed Delivery; •second, subject to the conditional tender provisions described in Section 6, we will purchase all other shares tendered on a pro rata basis with appropriate adjustments to avoid purchases of fractional shares, as described below; and •third, only if necessary to permit us to purc...

expiry = 2011-11-02...R & COMPANY, INC. of Up to 10 million Shares of its Common Stock At a Purchase Price Not Less Than $1.30 and Not More Than $1.55 Per Share THE TENDER OFFER, THE PRORATION PERIOD AND WITHDRAWAL RIGHTS WILL EXPIRE AT 5:00 P.M., NEW YORK CITY TIME, ON NOVEMBER 2, 2011, UNLESS THE TENDER OFFER IS EXTENDED OR WITHDRAWN. Gleacher & Company, Inc., a Delaware corporation ("we," "us" or the "Company"), invites its stockholders to tender up to 10 million shares of its common stock, $0.01 par value per share (t...

expiry = 2011-11-22..., INC. of Up to 6 million shares of its Common Stock, par value $0.01, at a Purchase Price not more than $1.35 and not less than $1.25 THE TENDER OFFER, THE PRORATION PERIOD AND WITHDRAWAL RIGHTS NOW EXPIRE AT 12:00 MIDNIGHT, NEW YORK CITY TIME, ON NOVEMBER 22, 2011, UNLESS THE TENDER OFFER IS FURTHER EXTENDED OR WITHDRAWN. The Depositary for the Tender Offer is: THE AMERICAN STOCK TRANSFER & TRUST COMPANY, LLC By Registered, Certified Mail or First Class Mail: By Overnight Courier: By Hand: The Ameri...

listed = True...ock subject to applicable legal and regulatory requirements. See Section 1. THE TENDER OFFER IS NOT CONDITIONED ON ANY MINIMUM NUMBER OF SHARES BEING TENDERED. THE TENDER OFFER IS, HOWEVER, SUBJECT TO OTHER CONDITIONS. SEE SECTION 7. Our shares are listed and traded on the NASDAQ Global Select Market under the trading symbol "GLCH." On September 12, 2011, the last reported sale price of the shares was $1.04 per share. You are urged to obtain current market quotations for the shares. See Section 8. OUR BOARD OF DIRECTORS HAS APPROVED THE TENDER OFFER. HOWEVER, NONE OF THE COMPANY, OUR BOARD OF DIRECTORS OR THE DEA...

mechanism = DUTCH...where you will find a more complete discussion. Who is offering to purchase my shares? We (Gleacher & Company, Inc.) are offering to purchase your shares. See Section 1. What will the purchase price for the shares be? We are conducting an offer by means of a modified "Dutch auction" to purchase for cash, upon the terms and subject to the conditions of the tender offer, up to 10 million shares of our common stock pursuant to auction tenders at prices specified by the tendering stockholders of not less than $1.30 nor more than $1.55 per share, less any applicable withholding taxes and without interest, for each share...

must_tender_all = True...at least 3 business days prior to the expiration of the tender offer. See Section 3 and Section 4. In what order will you purchase the tendered shares? We will purchase shares: •first, from all stockholders of "odd lots" (persons who own less than 100 shares) who properly tender all of their shares and do not properly withdraw them before the expiration of the tender offer; •second, subject to the conditional tender provisions described in Section 6, on a pro rata basis from all other stockholders who properly tender shares and do not properly withdraw them before the expiration of the tender offer; and •third, only if necessary to...

must_tender_all = True...s: shares. If, because of proration, the minimum number of shares designated will not be purchased, the Company may accept conditional tenders by random lot, if necessary. However, to be eligible for purchase by random lot, the tendering stockholder must have tendered all of his or her shares and checked the box below: oThe tendered shares represent all shares held by the undersigned. 5 SPECIAL PAYMENT INSTRUCTIONS (See Instructions 1, 7, 8 and 9) To be completed ONLY if the check for the purchase price of shares purchased (less the amount of any U.S. federal income or backup withholding tax required to be withheld) and/or ce...

no_priority = True...TTER OF TRANSMITTAL MAY BE SUBJECT TO U.S. FEDERAL INCOME TAX BACKUP WITHHOLDING ON THE GROSS PROCEEDS PAID TO THE STOCKHOLDER OR OTHER PAYEE PURSUANT TO THE TENDER OFFER. SEE SECTION 3. 6. Conditional Tender of Shares. Subject to the exception for holders of odd lots, in the event of an oversubscription of the tender offer, shares tendered prior to the Expiration Date will be subject to proration. See Section 1. As discussed in Section 13, the 20 number of shares to be purchased from a particular stockholder may affect the U.S. federal income tax treatment of the purchase to the stockholder and the stockholder's decision whether to tender. Accordingly, a stockholder may tender shares subject to the condition that a specified mini...

no_priority = True...before the Expiration Date, the shares purchased first will consist of all shares tendered by any stockholder who owns, beneficially or of record, an aggregate of fewer than 100 shares and who tenders all of such shares. Even if you otherwise qualify for the "odd lot" preferential treatment, you will not receive such preferential treatment unless you complete the box captioned "Odd Lots." 7. Signatures on Amended Letter of Transmittal; Stock Powers and Endorsements. (a) Exact Signatures. If this Amended Letter of Transmittal is signed by the registered holder(s) of the shares tendered hereby, the signature(s) must correspond with the name(s) as written on the fac...

price = USD 1.3-1.55...rapidly navigate through this document Exhibit (a)(1)(A) Offer to Purchase for Cash by GLEACHER & COMPANY, INC. of Up to 10 million Shares of its Common Stock At a Purchase Price Not Less Than $1.30 and Not More Than $1.55 Per Share THE TENDER OFFER, THE PRORATION PERIOD AND WITHDRAWAL RIGHTS WILL EXPIRE AT 5:00 P.M., NEW YORK CITY TIME, ON NOVEMBER 2, 2011, UNLESS THE TENDER OFFER IS EXTENDED OR WITHDRAWN. Gleacher & Company, Inc., a Del...

priority_conflicting = True...the Expiration Date, more than 10 million shares (or such greater number of shares as we may elect to purchase, subject to applicable law and regulation) are properly tendered and not properly withdrawn, we will buy shares in the following order of priority: •first, from all holders of "odd lots" (holders of fewer than 100 shares) who properly tender all their shares and do not properly withdraw them before the Expiration Date; •second, on a pro rata basis from all other stockholders who properly tender shares, other than stockholders who tender conditionally and whose conditions are not satisfied; and •third, only if necessary to permit us to purchase 10...

threshold = 100...low the Purchase Price and not properly withdrawn. The 10 million shares represent 7.84% of our outstanding common stock as of August 31, 2011. If more than 10 million shares are tendered, all shares tendered will be purchased on a pro rata basis, except for "odd lots" (lots held by owners of fewer than 100 shares), which will be purchased on a priority basis. The tender offer is not conditioned on any minimum number of shares being tendered, but it is subject to other conditions. See Section 7. We also expressly reserve the right, in our sole discretion, to purchase additional shares subject to applicable legal and regulatory requirements. See Se...

threshold = 100...OMPANYING INSTRUCTIONS CAREFULLY ODD LOTS (See Instruction 6) To be completed only if shares are being tendered by or on behalf of a person owning, beneficially or of record, an aggregate of fewer than 100 shares. The undersigned: ois the beneficial or record owner of an aggregate of fewer than 100 shares, all of which are being tendered. CONDITIONAL TENDER (See Instruction 14) A tendering stockholder may condition his or her tender of shares upon the Company purchasing a specified minimum number of the shares tendered, all as described in Section 6 of the Offer to Purchase. Unless at least the minimum number of shares that you indicate b...

txn_type = TENDER_OFFEREX-99.(A)(1)(A) 2 a2205567zex-99_a1a.htm EX-99.(A)(1)(A) QuickLinks -- Click here to rapidly navigate through this document Exhibit (a)(1)(A) Offer to Purchase for Cash by GLEACHER & COMPANY, INC. of Up to 10 million Shares of its Common Stock At a Purchase Price Not Less Than $1.30 and Not More Than $1.55 Per Share THE TENDER OFFER, THE PRORATION PERIOD AND WITHDRAWAL RIGHTS WILL EXPIRE AT 5:00 P.M., NEW YORK CITY TIME, ON NOVEMBER 2, 2011, UNLESS THE TENDER OFFER IS EXTENDED OR WITHDRAWN. Gle...

txn_type = TENDER_OFFEREX-99.(A)(1)(I) 3 a2206183zex-99_a1i.htm EX-99.(A)(1)(I) QuickLinks -- Click here to rapidly navigate through this document Exhibit (a)(1)(I) AMENDED LETTER OF TRANSMITTAL To Tender Shares of Common Stock Pursuant to the Offer to Purchase Dated September 14, 2011, As Supplemented on November 8, 2011 by GLEACHER & COMPANY, INC. of Up to 6 million shares of its Common Stock, par value $0.01, at a Purchase Price not more than $1.35 and not less than $1.25 THE TENDER OFFER, THE PRORATION PERIOD AND WITHDRAWAL RIGHTS NOW EXPIRE AT 12:00 MIDNIGHT, NEW YORK CITY TIME, ON NOVEMBE...