Hello I'm seeing a 100% reproducible issue with macOS keychain when dealing with items protected with kSecAccessControlApplicationPassword. Creating, accessing the item works fine unless the user is running on macOS 12 (Monterey) and the system has been sleeping for at least 15 minutes (based on testing). I've seen the exact same behavior on an iMac and a Macbook (both running on the latest Monterey version). After sleeping for at least 15 minutes, trying to get an existing keychain item will fail with .errSecAuthFailed. From the Console I can see various messages like this: default 12:03:11.395081+0100 KeychainAppPasswordDemo LAContext[3506:10] created new cid:88 default 12:03:11.395231+0100 coreauthd setCredential:5621 type:0 on ContextProxy[398:287:387] rid:829 default 12:03:11.395261+0100 coreauthd Replacing ACM passphrase credential with purpose 0 on ACMContext 387 default 12:03:11.395395+0100 KeychainAppPasswordDemo setCredential:5621 type:0 on LAContext[3506:10] cid:89 returned success default 12:03:11.395522+0100 coreauthd isCredentialSet:0 on ContextProxy[398:287:387] rid:830 default 12:03:11.395549+0100 coreauthd Checking ACM credential 2 on ACMContext 387 default 12:03:11.395668+0100 KeychainAppPasswordDemo isCredentialSet:0 on LAContext[3506:10] cid:90 returned YES default 12:03:11.395843+0100 coreauthd externalizedContextWithReply on ContextProxy[398:287:387] rid:831 default 12:03:11.396022+0100 coreauthd AgentProxy for coreauthd[456] (agent for user 501) has registered hash 7d18cdb (uuid 8ec80e7) => RemoteContext registration for Context[287:387] in coreauthd[456] (agent for user 501) default 12:03:11.396223+0100 KeychainAppPasswordDemo externalizedContext on LAContext[3506:10] cid:91 returned 7d18cdb default 12:03:11.397073+0100 secd Authentication is needed for genp,rowid=32577 (-25330): Error Domain=NSOSStatusErrorDomain Code=-25330 "(null)" UserInfo={-25330=( ( {length = 57, bytes = 0x3137300a 0c05626f 756e6401 0101300b ... 04646163 6c010101 }, od ) )} default 12:03:11.397169+0100 secd Authentication is needed KeychainAppPassw[3506]/1#6 LF=0 copy_matching Error Domain=NSOSStatusErrorDomain Code=-25330 "(null)" UserInfo={-25330=( ( {length = 57, bytes = 0x3137300a 0c05626f 756e6401 0101300b ... 04646163 6c010101 }, od ) )} default 12:03:11.397239+0100 KeychainAppPasswordDemo Creating LAContext with externalized context 7d18cdb cid:92 default 12:03:11.397635+0100 coreauthd ContextProxy[399:287:387] created for Context[287:387] pid:3506 uid:501 default 12:03:11.397749+0100 KeychainAppPasswordDemo LAContext[3506:11] created with externalized context 7d18cdb cid:92 default 12:03:11.397789+0100 KeychainAppPasswordDemo evaluateAccessControl:<SecAccessControlRef: aku;prp(true);dacl(true)> operation:od options:(null) on LAContext[3506:11] (sync) cid:93 default 12:03:11.397902+0100 coreauthd evaluateACL:c683961 operation:od options:(null), uiDelegate:0 on ContextProxy[399:287:387] rid:832 default 12:03:11.398142+0100 coreauthd Determined path for PID 3506: /Users/pfandrade/Library/Developer/Xcode/DerivedData/KeychainAppPasswordDemo-hbjazmbzffpzybgdfkjdykftompn/Build/Products/Debug/KeychainAppPasswordDemo.app/Contents/MacOS/KeychainAppPasswordDemo default 12:03:11.398686+0100 coreauthd Determined localized name for bundle com.outercorner.KeychainAppPasswordDemo: `KeychainAppPasswordDemo` default 12:03:11.398709+0100 coreauthd Determined name KeychainAppPasswordDemo and bundle ID com.outercorner.KeychainAppPasswordDemo for pid 3506 default 12:03:11.398768+0100 coreauthd <ContextPluginACM: 0x7f8690104a60> evaluates operation: od default 12:03:11.398865+0100 coreauthd Checking ACM credential 2 on ACMContext 387 default 12:03:11.399015+0100 KeychainAppPasswordDemo evaluateAccessControl on LAContext[3506:11] cid:93 returned { } default 12:03:11.399871+0100 KeychainAppPasswordDemo evaluateAccessControl:<SecAccessControlRef: aku;prp(true);dacl(true)> operation:od options:(null) on LAContext[3506:11] (sync) cid:94 default 12:03:11.399705+0100 secd Authentication is needed for genp,rowid=32577 (-25330): Error Domain=NSOSStatusErrorDomain Code=-25330 "(null)" UserInfo={-25330=( ( {length = 57, bytes = 0x3137300a 0c05626f 756e6401 0101300b ... 04646163 6c010101 }, od ) )} This pattern loops until it gives up with: default 12:03:11.433438+0100 KeychainAppPasswordDemo Simulating crash, reason: Reached maximum count of authentication attempts operation: od acl:3137300A0C05626F756E64010101300B0C0470726F740C03616B75301C0C0361636C311530080C0370727001010130090C046461636C010101 , code=53c00006 And the call to SecItemCopyMatching returns with .errSecAuthFailed Simply logging the user out and back in of macOS doesn't do anything. But restarting the Mac always fixes it. I'm baffled by this and have no clue what I could try to do on my app to avoid this. Help!

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