X0303 4 2009-05-14 0 0000814361 TIMBERLAND CO TBL 0001219437 DIERY IAN W 200 DOMAIN DRIVE STRATHAM NH 03885 1 0 0 0 Class A Common Stock 2009-05-14 4 M 0 10000 9.1725 A 10000 D Class A Common Stock 2009-05-14 4 S 0 10000 12.802 D 0 D Non-Qualified Stock Option (right to buy) 9.1725 2009-05-14 4 M 0 10000 0 D 2000-05-17 2009-05-17 Class A Common Stock 10000 0 D Non-Qualified Stock Option (right to buy) 17.83 2009-05-16 2018-05-16 Class A Common Stock 16876 16876 D Non-Qualified Stock Option (right to buy) 17.9063 2001-05-16 2010-05-16 Class A Common Stock 10000 10000 D Non-Qualified Stock Option (right to buy) 21.055 2003-05-16 2012-05-16 Class A Common Stock 5000 5000 D Non-Qualified Stock Option (right to buy) 24.38 2001-05-16 2011-05-16 Class A Common Stock 5000 5000 D Non-Qualified Stock Option (right to buy) 25.305 2004-05-16 2013-05-16 Class A Common Stock 5000 5000 D Non-Qualified Stock Option (right to buy) 26.36 2008-05-16 2017-05-16 Class A Common Stock 10849 10849 D Non-Qualified Stock Option (right to buy) 27.96 2007-05-16 2016-05-16 Class A Common Stock 10512 10512 D Non-Qualified Stock Option (right to buy) 29.32 2005-04-17 2014-04-17 Class A Common Stock 5000 5000 D Non-Qualified Stock Option (right to buy) 35.82 2006-05-16 2015-05-16 Class A Common Stock 8996 8996 D Details of these stock options have been previously reported. The execution price is an average price of all the executions for this transaction. These stock options become exercisable one (1) year after the date of grant. These options were granted pursuant to the Company's 2007 Stock Option Plan. These stock options become exercisable in four (4) equal installments, commencing one (1) year after the date of grant. These stock options were granted pursuant to the Company's 1991 Stock Option Plan for Non-Employee Directors. Grant to reporting person of a stock option pursuant to a plan which satisfies the requirements of old Rule 16b-3. These stock options become exercisable in four (4) equal installments, commencing one (1) year after the date of grant. These options become exercisable one (1) year after the date of grant. These stock options were granted pursuant to the Company's 2001 Stock Option Plan for Non-Employee Directors. By: Danette Wineberg, Attorney-in-Fact For: Ian W. Diery 2009-05-15