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FULL PRODUCT VERSION : java version " 1.7.0_09 " Java(TM) SE Runtime Environment (build 1.7.0_09-b05) Java HotSpot(TM) Client VM (build 23.5-b02, mixed mode, sharing) ADDITIONAL OS VERSION INFORMATION : Microsoft Windows [Version 6.1.7601] EXTRA RELEVANT SYSTEM CONFIGURATION : also present in the beta of 1.7.0 update 10 A DESCRIPTION OF THE PROBLEM : signature verification fails on ~4m (uncompressed) jar file after running pack200 compression. STEPS TO FOLLOW TO REPRODUCE THE PROBLEM : create 4-5 MB jar. Sign it . verify signature compress with pack200 -effort=9 verify signature EXPECTED VERSUS ACTUAL BEHAVIOR : EXPECTED - signature verification should be successful ACTUAL - verification fails ERROR MESSAGES/STACK TRACES THAT OCCUR : something with SHA-256 signature .. REPRODUCIBILITY : This bug can be reproduced always. CUSTOMER SUBMITTED WORKAROUND : workaround is to use --segment-limit=-1