Good idea: Here's the log. Same problem with MC 11.1.91 BTW: dropped file is recognized, error is generated upon transfer attempt.
0177750: Handheld: CHHManager::HandleDrop: Start
0177750: Handheld: CHHManager::HandleDrop: Finish (0 ms)
0177750: Handheld: CHHManager::HandleDrop: Start
0177750: Handheld: CHHManager::HandleDrop: Finish (0 ms)
0177750: Handheld: CHHManager::HandleDrop: Start
0177750: Handheld: CHHManager::HandleDrop: Finish (0 ms)
0177765: Handheld: CHHManager::HandleDrop: Start
0177765: Handheld: CHHManager::HandleDrop: Finish (0 ms)
0177765: Handheld: CHHManager::HandleDrop: Start
0177781: Handheld: CHHManager::HandleDrop: Finish (16 ms)
0177781: Handheld: CHHManager::HandleDrop: Start
0177781: Handheld: CHHManager::HandleDrop: Finish (0 ms)
0177812: Handheld: CHHManager::HandleDrop: Start
0177812: Handheld: CHHManager::HandleDrop: Finish (0 ms)
0177843: Handheld: CHHManager::HandleDrop: Start
0177843: Handheld: CHHManager::HandleDrop: Finish (0 ms)
0177859: Handheld: CHHManager::HandleDrop: Start
0177859: Handheld: CHHManager::HandleDrop: Finish (0 ms)
0177859: Handheld: CHHManager::HandleDrop: Start
0177859: Handheld: CHHManager::HandleDrop: Finish (0 ms)
0177921: Handheld: CHHManager::HandleDrop: Start
0177921: Handheld: CHHManager::HandleDrop: Finish (0 ms)
0177953: Handheld: CHHManager::HandleDrop: Start
0177953: Handheld: CHHManager::HandleDrop: Finish (0 ms)
0177984: Handheld: CHHManager::HandleDrop: Start
0177984: Handheld: CHHManager::HandleDrop: Finish (0 ms)
0178015: Handheld: CHHManager::HandleDrop: Start
0178015: Handheld: CHHManager::HandleDrop: Finish (0 ms)
0178031: Handheld: CHHManager::HandleDrop: Start
0178031: Handheld: CHHManager::HandleDrop: Finish (0 ms)
0178031: Handheld: CHHManager::HandleDrop: Start
0178046: Handheld: CHHManager::HandleDrop: Finish (15 ms)
0178062: Handheld: CHHManager::HandleDrop: Start
0178062: Handheld: CHHManager::HandleDrop: Finish (0 ms)
0178109: Handheld: CHHManager::HandleDrop: Start
0178109: Handheld: CHHManager::HandleDrop: Finish (0 ms)
0178171: Handheld: CHHManager::HandleDrop: Start
0178171: Handheld: CHHManager::HandleDrop: Finish (0 ms)
0178234: Handheld: CHHManager::HandleDrop: Start
0178234: Handheld: CHHManager::HandleDrop: Finish (0 ms)
0178296: Handheld: CHHManager::HandleDrop: Start
0178296: Handheld: CHHManager::HandleDrop: Finish (0 ms)
0178359: Handheld: CHHManager::HandleDrop: Start
0178359: Handheld: CHHManager::HandleDrop: Finish (0 ms)
0178359: Handheld: CHHManager::HandleDrop: Start
0178359: Handheld: CHHManager::HandleDrop: Finish (0 ms)
0178359: Handheld: CHHManager::HandleDrop: Start
0178359: Handheld: CHHManager::HandleDrop: Finish (0 ms)
0178359: Handheld: CHHManager::HandleDrop: Start
0178359: Handheld: CMCServicesCore::RemoveUnsupportedUploadFiles: Start
0178359: Handheld: CMCServicesCore::RemoveUnsupportedUploadFiles: hhmanager=3b5a98, device janus=0, account janus=0
0178359: Database: MEDIAFILE_IO_LOAD::Load: Loading: C:\Documents and Settings\Wilcox\Application Data\J River\Media Center 11\Library\field (service_ name).jmd
0178359: Handheld: CMCServicesCore::RemoveUnsupportedUploadFiles: Finish (0 ms)
0178359: Handheld: CHHManager::GetFilesFromDevice: Start
0178359: Handheld: CHHManager::GetFilesFromDevice: Finish (0 ms)
0178375: Handheld: CHHManager::GetConversionEncoderPlugin: Start
0178375: Handheld: CHHManager::GetConversionEncoderPlugin: Creating encoder plugin: 'Ogg Vorbis'(Handheld\$$?$storage#removablemedia#7&1bfdd6be&0&rm#{53f5630d-b6bf-11d0-94f2-00a0c91efb8b}$0)...
0178375: Handheld: CHHManager::GetConversionEncoderPlugin: Finish (0 ms)
0178375: Handheld: CHHManager::HandleDrop: Finish (16 ms)
0178890: Playback: CTransferStatusChecker::AnalyzeFile: Start
0178890: Playback: CTransferStatusChecker::AnalyzeFile: Finish (0 ms)
0179093: Database: MEDIAFILE_IO_LOAD::Load: Loading: C:\Documents and Settings\Wilcox\Application Data\J River\Media Center 11\Library\field (service_ id).jmd
0179093: Playback: CTransferStatusChecker::GetStatus: Start
0179093: Playback: CTransferStatusChecker::GetStatus: Finish (0 ms)
0180093: Handheld: CHHManager::Upload: Start
0180093: Handheld: CHHManager::Upload: Finish (0 ms)
0180109: Handheld: CHHManager::Upload: Start
0180109: Handheld: CHHUploadHelper::UploadFiles: Start
0180109: Handheld: CHHUploadHelper::UploadFiles: Finish (0 ms)
0180109: Handheld: CHHManager::Upload: Finish (0 ms)
0180250: Handheld: CHHUploadHelper::VerifyTransferContinue: Start
0180250: Playback: CTransferStatusChecker::FinalSubmit: Start
0180250: Playback: CTransferStatusChecker::FinalSubmit: running old style burn-rights check
0180250: Playback: CTransferStatusChecker::FinalSubmit: Block until finished...
0180250: Playback: CTransferStatusChecker::FinalSubmit: checking the need for upgrading v9 to v10, bFirstPass=1
0180250: Playback: CTransferStatusChecker::FinalSubmit: upgrade didn't work or was not needed
0180250: Playback: CTransferStatusChecker::FinalSubmit: Finish (0 ms)
0180250: Playback: CTransferStatusChecker::GetStatus: Start
0180250: Playback: CTransferStatusChecker::GetStatus: Finish (0 ms)
0181281: General: CPodcastMain::Update: Start
0181281: General: CPodcastMain::Update: Finish (0 ms)
0182375: Database: MCDB::Save: Start
0182375: Database: MCDB::Save: Saving (bCleanDB: 0, bForce: 0)
0182375: Database: MCDB::Save: Finish (0 ms)
0184109: Handheld: CHHUploadHelper::VerifyTransferContinue: Finish (3859 ms)
0184140: Database: MEDIAFILE_IO_LOAD::Load: Loading: C:\Documents and Settings\Wilcox\Application Data\J River\Media Center 11\Library\Cache\File List Sort\Cache (7).dat
0184171: Database: MEDIAFILE_IO_LOAD::Load: Loading: C:\Documents and Settings\Wilcox\Application Data\J River\Media Center 11\Library\Cache\File List Sort\Cache (6).dat
0188109: SDK: CMJAutomation::CMJAutomation: Global Count: 4, Main 0, 43c51c8
0188109: SDK: CMJAutomation::OnFinalRelease: All objects released
0188109: SDK: CMJAutomation::~CMJAutomation: Global Count: 3
0188140: General: CNSOptionsPageInfo::GetDialog: Start
0188140: General: CNSOptionsPageInfo::GetDialog: Options page: File Location (0)
0188140: General: CNSOptionsPageInfo::GetDialog: Creating options page object
0188156: General: CNSOptionsPageInfo::GetDialog: Creating window
0188187: General: CNSOptionsPageInfo::GetDialog: Updating window
0188187: General: CNSOptionsPageInfo::GetDialog: Subclassing window
0188187: General: CNSOptionsPageInfo::GetDialog: Finish (47 ms)
0191203: General: CNSOptionsPageInfo::OnClose: Start
0191203: General: CNSOptionsPageInfo::OnClose: Command: 2
0191203: General: CNSOptionsPageInfo::OnClose: Ending modal loop
0191203: General: CNSOptionsPageInfo::OnClose: Finish (0 ms)