Airport fails to connect at login (only)

Using a MacBook with OSX 10.5, I am trying to connect to a WPA2 Enterprise network. All of the settings are correct, and the certificate is set on 'always trust'.. but on startup/login, Airport fails to connect (no error message, but IP address is self-assigned). If I turn airport off and back on, it properly connects instantly, with no prompts at all.
Does anyone know a reason why the machine would be unable to automatically connect to the network at login, but able to just fine if I manually turn the airport off and back on?

Hmm.. in retrospect this probably isn't the right sub-forum for this question.. it should maybe go in a sub-forum for OS X 10.5 instead (it's not related to the airport basestation). Please feel free to move this, if so.

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    I have a MacBook with OS X 10.5 here, trying to connect to a WPA2 wireless network. The connection is set to automatic, and all username and password settings are correct, plus the security certificate is set to 'always accept', however on login the laptop fails to get assigned an IP address (no error messages or anything, just the wireless card does not connect to the network). If I turn the wireless card off and back on manually, however, it immediately (automatically) connects to the network and receives an IP address with no prompts or messages of any kind. Does anyone happen to know how to fix this behavior on login?
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    Jul  7 12:56:59 MacBook-12710 com.apple.loginwindow[458]: System shutdown time has arrived^G^G
    Jul  7 12:56:59 MacBook-12710 shutdown[15627]: SHUTDOWN_TIME: 1310068619 544999
    Jul  7 12:56:59 MacBook-12710 com.apple.SystemStarter[20]: Stopping SymProtector
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    Jul  7 12:57:03 MacBook-12710 SystemStarter[20]:  - SystemStarter internal error
    Jul  7 12:57:03 MacBook-12710 SystemStarter[20]: /Library/StartupItems/SymAutoProtect
    Jul  7 12:57:03 MacBook-12710 SystemStarter[20]:  - SystemStarter internal error
    Jul  7 12:57:03 MacBook-12710 SystemStarter[20]: /Library/StartupItems/SymProtector
    Jul  7 12:57:03 MacBook-12710 SystemStarter[20]:  - execution of Startup script failed
    Jul  7 12:57:28 localhost kernel[0]: npvhash=4095
    Jul  7 12:57:26 localhost com.apple.launchctl.System[2]: /dev/disk0s2 on / (hfs, local, journaled)
    Jul  7 12:57:27 localhost com.apple.launchctl.System[2]: launchctl: Please convert the following to launchd: /etc/mach_init.d/dashboardadvisoryd.plist
    Jul  7 12:57:27 localhost com.apple.launchd[1] (com.apple.blued): Unknown key for boolean: EnableTransactions
    Jul  7 12:57:27 localhost com.apple.launchd[1] (com.apple.RemoteDesktop.PrivilegeProxy): Unknown key for boolean: EnableTransactions
    Jul  7 12:57:27 localhost com.apple.launchd[1] (com.apple.usbmuxd): Unknown key for boolean: EnableTransactions
    Jul  7 12:57:27 localhost com.apple.launchd[1] (org.cups.cupsd): Unknown key: SHAuthorizationRight
    Jul  7 12:57:27 localhost com.apple.launchd[1] (org.ntp.ntpd): Unknown key: SHAuthorizationRight
    Jul  7 12:57:27 localhost com.apple.launchd[1] (org.x.privileged_startx): Unknown key for boolean: EnableTransactions
    Jul  7 12:57:28 localhost kextd[12]: 430 cached, 0 uncached personalities to catalog
    Jul  7 12:57:28 localhost kernel[0]: hi mem tramps at 0xffe00000
    Jul  7 12:57:28 localhost kernel[0]: PAE enabled
    Jul  7 12:57:28 localhost kernel[0]: 64 bit mode enabled
    Jul  7 12:57:28 localhost kernel[0]: Darwin Kernel Version 9.8.0: Wed Jul 15 16:55:01 PDT 2009; root:xnu-1228.15.4~1/RELEASE_I386
    Jul  7 12:57:28 localhost kernel[0]: standard timeslicing quantum is 10000 us
    Jul  7 12:57:28 localhost kernel[0]: vm_page_bootstrap: 906107 free pages and 76933 wired pages
    Jul  7 12:57:28 localhost kernel[0]: mig_table_max_displ = 79
    Jul  7 12:57:28 localhost kernel[0]: 100 prelinked modules
    Jul  7 12:57:28 localhost kernel[0]: AppleACPICPU: ProcessorApicId=0 LocalApicId=0 Enabled
    Jul  7 12:57:28 localhost kernel[0]: AppleACPICPU: ProcessorApicId=1 LocalApicId=1 Enabled
    Jul  7 12:57:28 localhost kernel[0]: Loading security extension com.apple.security.TMSafetyNet
    Jul  7 12:57:28 localhost kernel[0]: calling mpo_policy_init for TMSafetyNet
    Jul  7 12:57:28 localhost kernel[0]: Security policy loaded: Safety net for Time Machine (TMSafetyNet)
    Jul  7 12:57:28 localhost kernel[0]: Loading security extension com.apple.nke.applicationfirewall
    Jul  7 12:57:28 localhost kernel[0]: Loading security extension com.apple.security.seatbelt
    Jul  7 12:57:28 localhost kernel[0]: calling mpo_policy_init for mb
    Jul  7 12:57:28 localhost kernel[0]: Seatbelt MACF policy initialized
    Jul  7 12:57:28 localhost kernel[0]: Security policy loaded: Seatbelt Policy (mb)
    Jul  7 12:57:28 localhost kernel[0]: Copyright (c) 1982, 1986, 1989, 1991, 1993
    Jul  7 12:57:29 localhost kernel[0]: The Regents of the University of California. All rights reserved.
    Jul  7 12:57:29 localhost kernel[0]: MAC Framework successfully initialized
    Jul  7 12:57:29 localhost kernel[0]: using 16384 buffer headers and 4096 cluster IO buffer headers
    Jul  7 12:57:29 localhost kernel[0]: IOAPIC: Version 0x11 Vectors 64:87
    Jul  7 12:57:29 localhost kernel[0]: ACPI: System State [S0 S3 S4 S5] (S3)
    Jul  7 12:57:29 localhost kernel[0]: mbinit: done
    Jul  7 12:57:29 localhost kernel[0]: Security auditing service present
    Jul  7 12:57:29 localhost kernel[0]: BSM auditing present
    Jul  7 12:57:29 localhost kernel[0]: rooting via boot-uuid from /chosen: 32DAF22D-D3A2-3E61-B285-570DB66C6991
    Jul  7 12:57:29 localhost kernel[0]: Waiting on <dict ID="0"><key>IOProviderClass</key><string ID="1">IOResources</string><key>IOResourceMatch</key><string ID="2">boot-uuid-media</string></dict>
    Jul  7 12:57:29 localhost kernel[0]: wl0: Broadcom BCM432b 802.11 Wireless Controller
    Jul  7 12:57:29 localhost kernel[0]: 5.10.91.21
    Jul  7 12:57:29 localhost kernel[0]: Got boot device = IOService:/AppleACPIPlatformExpert/PCI0@0/AppleACPIPCI/SATA@B/AppleMCP79AHCI/PR T0@0/IOAHCIDevice@0/AppleAHCIDiskDriver/IOAHCIBlockStorageDevice/IOBlockStorageD river/TOSHIBA MK1653GSX Media/IOGUIDPartitionScheme/Customer@2
    Jul  7 12:57:29 localhost kernel[0]: BSD root: disk0s2, major 14, minor 2
    Jul  7 12:57:29 localhost kernel[0]: Jettisoning kernel linker.
    Jul  7 12:57:29 localhost kernel[0]: Resetting IOCatalogue.
    Jul  7 12:57:29 localhost kernel[0]: IGPU: family specific matching fails
    Jul  7 12:57:29 localhost kernel[0]: Matching service count = 1
    Jul  7 12:57:29 localhost kernel[0]: Matching service count = 2
    Jul  7 12:57:29: --- last message repeated 4 times ---
    Jul  7 12:57:29 localhost kernel[0]: Matching service count = 3
    Jul  7 12:57:29 localhost kernel[0]: Previous Shutdown Cause: 5
    Jul  7 12:57:29 localhost kernel[0]: NVDANV50HAL loaded and registered.
    Jul  7 12:57:29 localhost kernel[0]: AppleIntelCPUPowerManagement: initialization complete
    Jul  7 12:57:29 localhost kernel[0]: AppleTyMCEDriver::probe(MacBook5,1)
    Jul  7 12:57:29 localhost kernel[0]: AppleTyMCEDriver::probe fails
    Jul  7 12:57:29 localhost kernel[0]: IGPU: family specific matching fails
    Jul  7 12:57:29: --- last message repeated 2 times ---
    Jul  7 12:57:29 localhost kernel[0]: Matching service count = 0
    Jul  7 12:57:30 localhost kernel[0]: [HCIController][configurePM] power parent ready after 1 tries
    Jul  7 12:57:32 localhost rpc.statd[22]: statd.notify - no notifications needed
    Jul  7 12:57:33 localhost bootlog[41]: BOOT_TIME: 1310068644 0
    Jul  7 12:57:37 localhost kernel[0]: NVEthernet: Ethernet address 00:25:4b:ba:00:32
    Jul  7 12:57:37 localhost fseventsd[32]: bumping event counter to: 0x3da0b8 (current 0x0) from log file '0000000000021c75'
    Jul  7 12:57:37 localhost kernel[0]: AirPort_Brcm43xx: Ethernet address 00:25:00:47:71:8a
    Jul  7 12:57:37 localhost DirectoryService[37]: Launched version 5.8.1 (v514.28)
    Jul  7 12:57:37 localhost /System/Library/CoreServices/loginwindow.app/Contents/MacOS/loginwindow[28]: Login Window Application Started -- Threaded auth
    Jul  7 12:57:37 localhost blued[50]: Apple Bluetooth daemon started.
    Jul  7 12:57:38 localhost mDNSResponder mDNSResponder-176.3 (Oct 16 2008 04:25:18)[27]: starting
    Jul  7 12:57:38 localhost com.apple.usbmuxd[18]: usbmuxd-211 built on Feb  8 2011 at 13:49:42 on Feb  8 2011 at 13:49:42, running 32 bit
    Jul  7 12:57:39 localhost kernel[0]: NVEthernet::setLinkStatus - Valid but not Active
    Jul  7 12:57:39 localhost kernel[0]: NVEthernet::mediaChanged - Link is down
    Jul  7 12:57:39 localhost kernel[0]: NVEthernet::setLinkStatus - Valid but not Active
    Jul  7 12:57:39 localhost kernel[0]: AirPort: Link Down on en1
    Jul  7 12:57:39 MacBook-12710 configd[39]: setting hostname to "MacBook-12710.local"
    Jul  7 12:57:40 MacBook-12710 /usr/sbin/ocspd[66]: starting
    Jul  7 12:57:44 MacBook-12710 org.ntp.ntpd[16]: Error : nodename nor servname provided, or not known
    Jul  7 12:57:44 MacBook-12710 ntpdate[74]: can't find host time.apple.com
    Jul  7 12:57:44 MacBook-12710 ntpdate[74]: no servers can be used, exiting
    Jul  7 12:57:46 MacBook-12710 kernel[0]: Auth result for: 00:1e:4a:90:53:80 MAC AUTH succeeded
    Jul  7 12:57:46 MacBook-12710 kernel[0]: AirPort: Link Up on en1
    Jul  7 12:57:46 MacBook-12710 kextd[12]: writing kernel link data to /var/run/mach.sym
    Jul  7 12:57:46 MacBook-12710 com.apple.SystemStarter[20]: Starting SymProtector
    Jul  7 12:57:49 MacBook-12710 ResponseHardwareService[82]: 3891612: (connectAndCheck) Untrusted apps are not allowed to connect to or launch Window Server before login.
    Jul  7 12:57:49 MacBook-12710 com.apple.SystemStarter[20]: Thu Jul  7 12:57:49 MacBook-12710.local ResponseHardwareService[82] <Warning>: 3891612: (connectAndCheck) Untrusted apps are not allowed to connect to or launch Window Server before login.
    Jul  7 12:57:49 MacBook-12710 /Applications/SMART Response/ResponseHardwareService.app/Contents/MacOS/ResponseHardwareService[82] : _RegisterApplication(), FAILED TO establish the default connection to the WindowServer, _CGSDefaultConnection() is NULL.
    Jul  7 12:57:49 MacBook-12710 com.apple.SystemStarter[20]: _RegisterApplication(), FAILED TO establish the default connection to the WindowServer, _CGSDefaultConnection() is NULL.
    Jul  7 12:57:50 MacBook-12710 loginwindow[28]: Login Window Started Security Agent
    Jul  7 12:57:52 MacBook-12710 mdworker[67]: CFPropertyListCreateFromXMLData(): Old-style plist parser: missing semicolon in dictionary.
    Jul  7 12:57:53 MacBook-12710 mdworker[100]: CFPropertyListCreateFromXMLData(): Old-style plist parser: missing semicolon in dictionary.
    Jul  7 12:58:23 MacBook-12710 kernel[0]: Auth result for: 00:1e:4a:90:53:80 MAC AUTH succeeded
    Jul  7 12:58:36 MacBook-12710 authorizationhost[98]: MechanismInvoke 0x127450 retainCount 2
    Jul  7 12:58:36 MacBook-12710 SecurityAgent[99]: MechanismInvoke 0x101660 retainCount 1
    Jul  7 12:58:36 MacBook-12710 SecurityAgent[99]: NSSecureTextFieldCell detected a field editor ((null)) that is not a NSTextView subclass designed to work with the cell. Ignoring...
    Jul  7 12:58:36 MacBook-12710 SecurityAgent[99]: MechanismDestroy 0x101660 retainCount 1
    Jul  7 12:58:36 MacBook-12710 authorizationhost[98]: MechanismDestroy 0x127450 retainCount 2
    Jul  7 12:58:36 MacBook-12710 loginwindow[28]: Login Window - Returned from Security Agent
    Jul  7 12:58:36 MacBook-12710 loginwindow[28]: USER_PROCESS: 28 console
    Jul  7 12:58:36 MacBook-12710 com.apple.launchd[1] (com.apple.UserEventAgent-LoginWindow[93]): Exited: Terminated
    Jul  7 12:58:36 MacBook-12710 com.apple.launchd[106] (com.apple.AirPortBaseStationAgent): Unknown key for boolean: EnableTransactions
    Jul  7 12:58:36 MacBook-12710 com.apple.launchd[106] (org.x.startx): Unknown key for boolean: EnableTransactions
    Jul  7 12:58:43 MacBook-12710 /System/Library/CoreServices/coreservicesd[51]: SFLSharePointsEntry::CreateDSRecord: dsCreateRecordAndOpen(Administrator's Public Folder) returned -14135
    Jul  7 12:58:43 MacBook-12710 /System/Library/CoreServices/coreservicesd[51]: SFLSharePointsEntry::CreateDSRecord: dsCreateRecordAndOpen(Shelley Smolnisky's Public Folder) returned -14135
    Jul  7 12:58:47 MacBook-12710 mdworker[67]: CFPropertyListCreateFromXMLData(): Old-style plist parser: missing semicolon in dictionary.
    Jul  7 12:58:50 MacBook-12710 com.apple.usbmuxd[18]: HandleUSBMuxDictionary client 0x20e3d0-iTunesHelper/com.apple.iTunesHelper using library usbmuxd-211 built on Jan 13 2011 at 04:19:31, running usbmuxd-211 built on Feb  8 2011 at 13:49:42
    Jul  7 12:58:53 MacBook-12710 /System/Library/CoreServices/SystemUIServer.app/Contents/MacOS/SystemUIServer[1 23]: CPSGetProcessInfo(): This call is deprecated and should not be called anymore.
    Jul  7 12:58:53 MacBook-12710 /System/Library/CoreServices/SystemUIServer.app/Contents/MacOS/SystemUIServer[1 23]: CPSPBGetProcessInfo(): This call is deprecated and should not be called anymore.
    Jul  7 12:58:58 MacBook-12710 kernel[0]: Auth result for: 00:1e:4a:90:53:80 MAC AUTH succeeded
    Jul  7 12:59:15 MacBook-12710 /System/Library/CoreServices/Finder.app/Contents/MacOS/Finder[124]: CPSGetProcessInfo(): This call is deprecated and should not be called anymore.
    Jul  7 12:59:15 MacBook-12710 /System/Library/CoreServices/Finder.app/Contents/MacOS/Finder[124]: CPSPBGetProcessInfo(): This call is deprecated and should not be called anymore.
    Jul  7 12:59:36 MacBook-12710 kernel[0]: Auth result for: 00:1e:4a:90:53:80 MAC AUTH succeeded
    Jul  7 13:00:09 MacBook-12710 loginwindow[28]: Unable to resolve startup item: status = -35, theURL == NULL = 1
    Jul  7 13:00:10 MacBook-12710 SmileboxTray[233]: 2011-07-07 13:00:10 Starting tray...
    Jul  7 13:00:11 MacBook-12710 kernel[0]: Auth result for: 00:1e:4a:90:53:80 MAC AUTH succeeded
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    Jul  7 13:00:23 MacBook-12710 My Day[234]: .sdef error: Operation could not be completed. (NSXMLParserErrorDomain error 1549.)
    Jul  7 13:00:23 MacBook-12710 My Day[234]: line number: 2
    Jul  7 13:00:23 MacBook-12710 My Day[234]: .sdef error: Operation could not be completed. (NSXMLParserErrorDomain error 1549.)
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    Jul  7 13:01:23 MacBook-12710 kernel[0]: Auth result for: 00:1e:4a:90:53:80 MAC AUTH succeeded
    Jul  7 13:01:58 MacBook-12710 kernel[0]: Auth result for: 00:1e:4a:90:53:80 MAC AUTH succeeded
    Jul  7 13:02:34 MacBook-12710 kernel[0]: Auth result for: 00:1e:4a:90:53:80 MAC AUTH succeeded
    Jul  7 13:03:09 MacBook-12710 kernel[0]: Auth result for: 00:1e:4a:90:53:80 MAC AUTH succeeded
    Jul  7 13:03:45 MacBook-12710 kernel[0]: Auth result for: 00:1e:4a:90:53:80 MAC AUTH succeeded
    Jul  7 13:04:20 MacBook-12710 kernel[0]: Auth result for: 00:1e:4a:90:53:80 MAC AUTH succeeded
    Jul  7 13:04:56 MacBook-12710 kernel[0]: Auth result for: 00:1e:4a:90:53:80 MAC AUTH succeeded
    Jul  7 13:05:32 MacBook-12710 kernel[0]: Auth result for: 00:1e:4a:90:53:80 MAC AUTH succeeded
    Jul  7 13:06:07 MacBook-12710 kernel[0]: Auth result for: 00:1e:4a:90:53:80 MAC AUTH succeeded
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    Here is the next part of the log, after I turn off the wireless card and turn it back on:
    Jul  7 13:07:06 MacBook-12710 kernel[0]: AirPort: Link Down on en1
    Jul  7 13:07:06 MacBook-12710 airportd[648]: AirPort off, bailing  - GetPower() = off (0)
    Jul  7 13:07:07 MacBook-12710 mdworker[677]: CFPropertyListCreateFromXMLData(): Old-style plist parser: missing semicolon in dictionary.
    Jul  7 13:07:08 MacBook-12710 mDNSResponder[27]: mDNSPlatformSendUDP sendto failed to send packet on InterfaceID 00815600   en1/4 to 224.0.0.251:5353 skt 7 error -1 errno 50 (Network is down) 933024856
    Jul  7 13:07:08 MacBook-12710 mDNSResponder[27]: mDNSPlatformSendUDP sendto failed to send packet on InterfaceID 00815600   en1/6 to FF02:0000:0000:0000:0000:0000:0000:00FB:5353 skt 8 error -1 errno 50 (Network is down) 933024856
    Jul  7 13:07:08 MacBook-12710 mDNSResponder[27]: mDNSPlatformSendUDP sendto failed to send packet on InterfaceID 00815600   en1/4 to 224.0.0.251:5353 skt 7 error -1 errno 50 (Network is down) 933025099
    Jul  7 13:07:08 MacBook-12710 mDNSResponder[27]: mDNSPlatformSendUDP sendto failed to send packet on InterfaceID 00815600   en1/6 to FF02:0000:0000:0000:0000:0000:0000:00FB:5353 skt 8 error -1 errno 50 (Network is down) 933025099
    Jul  7 13:07:08 MacBook-12710 mDNSResponder[27]: mDNSPlatformSendUDP sendto failed to send packet on InterfaceID 00815600   en1/4 to 224.0.0.251:5353 skt 7 error -1 errno 50 (Network is down) 933025349
    Jul  7 13:07:08 MacBook-12710 mDNSResponder[27]: mDNSPlatformSendUDP sendto failed to send packet on InterfaceID 00815600   en1/6 to FF02:0000:0000:0000:0000:0000:0000:00FB:5353 skt 8 error -1 errno 50 (Network is down) 933025349
    Jul  7 13:07:08 MacBook-12710 mDNSResponder[27]: mDNSPlatformSendUDP sendto failed to send packet on InterfaceID 00815600   en1/4 to 224.0.0.251:5353 skt 7 error -1 errno 50 (Network is down) 933025599
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    Jul  7 13:07:09 MacBook-12710 airportd[648]: Error: Apple80211Scan() error 16
    Jul  7 13:07:09 MacBook-12710 airportd[648]: Error: __performScan() EBUSY, try again in a sec
    Jul  7 13:07:10 MacBook-12710 airportd[648]: Error: Apple80211Scan() error 16
    Jul  7 13:07:10 MacBook-12710 airportd[648]: Error: __performScan() EBUSY, try again in a sec
    Jul  7 13:07:11 MacBook-12710 airportd[648]: Error: Apple80211Scan() error 16
    Jul  7 13:07:11 MacBook-12710 airportd[648]: Error: __performScan() EBUSY, try again in a sec
    Jul  7 13:07:12 MacBook-12710 kernel[0]: Auth result for: 00:1e:4a:90:53:80 MAC AUTH succeeded
    Jul  7 13:07:12 MacBook-12710 kernel[0]: AirPort: Link Up on en1
    Jul  7 13:07:13 MacBook-12710 eapolclient[686]: en1 START
    Jul  7 13:07:13 MacBook-12710 /usr/sbin/ocspd[688]: starting
    Jul  7 13:07:14 MacBook-12710 eapolclient[686]: eapmschapv2_success_request: successfully authenticated
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    Jul  7 13:07:18 MacBook-12710 SmileboxTray[233]: NSScanner: nil string argument
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