Filed Pursuant to Rule 424(b)(3) Registration No. 333-106997 PROSPECTUS SUPPLEMENT NO. 1 (TO PROSPECTUS DATED JULY 24, 2003) (Grey Wolf, Inc. Logo) $150,000,000 3.75% Contingent Convertible Senior Notes Due 2023 and Common Stock Issuable Upon Conversion of the Notes The document supplements our prospectus dated July 24, 2003 (the "prospectus"), relating to $150,000,000 aggregate principal amount of our 3.75% Contingent Convertible Senior Notes Due 2023 and the common stock issuable upon conversion of the notes. You should read this prospectus supplement in conjunction with the accompanying prospectus, which is to be delivered by selling securityholders to prospective purchasers along with this prospectus supplement. The following table has been prepared based upon information furnished to us by the selling securityholders and supplements the information under the caption "Selling Securityholders" in the prospectus. <Table> <Caption> Shares of Principal Common Amount of Stock Notes Beneficially Beneficially Percentage of Owned Shares of Owned that Notes Prior to Common Stock may be Sold Outstanding(1) Conversion Registered Hereby ------------ -------------- ------------ ----------------- Clinton Multistrategy Master Fund, Ltd...... $4,000,000 2.7% - 620,155 Clinton Riverside Convertible Portfolio Limited..................... 5,500,000 3.7% - 852,713 DBAG--London................................ 49,750,000 33.17% - 7,713,180 Deutsche Bank Securities Inc. .............. 4,700,000 3.13% - 728,682 Meadow IAM Limited.......................... 500,000 * - 77,519 </Table> - ---------- * Less than 1% (1) The percentage of notes outstanding is based on the $150,000,000 principal amount of notes originally outstanding. Beneficial ownership is determined in accordance with SEC rules and includes voting or investment power with respect to the securities. INVESTING IN THE NOTES AND OUR COMMON STOCK ISSUABLE UPON THEIR CONVERSION INVOLVES CERTAIN RISKS. SEE "RISK FACTORS" BEGINNING ON PAGE 5 OF THE ACCOMPANYING PROSPECTUS. NEITHER THE SECURITIES AND EXCHANGE COMMISSION NOR ANY STATE SECURITIES COMMISSION HAS APPROVED OR DISAPPROVED OF THE NOTES OR THE COMMON STOCK ISSUABLE UPON CONVERSION OF THE NOTES OR DETERMINED THAT THIS PROSPECTUS SUPPLEMENT OR THE ACCOMPANYING PROSPECTUS IS TRUTHFUL OR COMPLETE. ANY REPRESENTATION TO THE CONTRARY IS A CRIMINAL OFFENSE. The date of this prospectus supplement is August 5, 2003.