"An error was encountered while updating the UPM. See the logs for more details."
What logs? How/where are they accessed? There is no further information given.
This is the tail of the log immediately after trying to update it a couple more times:
2019-09-27 10:26:40,993 plugin-transaction-0 INFO [c.a.jira.plugin.PluginTransactionListener] [plugin-transaction] numberStartEvents:147, numberEndEvents:147, numberSendEvents:114, numberEventsInTransactions:832
2019-09-27 10:31:40,993 plugin-transaction-0 INFO [c.a.jira.plugin.PluginTransactionListener] [plugin-transaction] numberStartEvents:147, numberEndEvents:147, numberSendEvents:114, numberEventsInTransactions:832
2019-09-27 10:33:19,776 Caesium-1-3 WARN ServiceRunner [c.a.j.p.dvcs.service.RepositorySyncServiceImpl] Repo list had updates when DB reconciled with bitbucket. [cache-token, barlist-token] repos deleted, [] new repos
2019-09-27 10:36:40,993 plugin-transaction-0 INFO [c.a.jira.plugin.PluginTransactionListener] [plugin-transaction] numberStartEvents:147, numberEndEvents:147, numberSendEvents:114, numberEventsInTransactions:832
2019-09-27 10:41:40,993 plugin-transaction-0 INFO [c.a.jira.plugin.PluginTransactionListener] [plugin-transaction] numberStartEvents:147, numberEndEvents:147, numberSendEvents:114, numberEventsInTransactions:832
2019-09-27 10:46:40,993 plugin-transaction-0 INFO [c.a.jira.plugin.PluginTransactionListener] [plugin-transaction] numberStartEvents:147, numberEndEvents:147, numberSendEvents:114, numberEventsInTransactions:832
2019-09-27 10:51:40,993 plugin-transaction-0 INFO [c.a.jira.plugin.PluginTransactionListener] [plugin-transaction] numberStartEvents:147, numberEndEvents:147, numberSendEvents:114, numberEventsInTransactions:832
2019-09-27 10:52:17,818 Caesium-1-1 INFO ServiceRunner [c.a.j.p.h.service.connect.InstallGlancesJobHandler] Running InstallGlancesJobHandler...
2019-09-27 10:52:17,818 Caesium-1-1 INFO ServiceRunner [c.a.j.p.h.service.connect.InstallGlancesJobHandler] There is no link to Hipchat, no need to install glances.
2019-09-27 10:52:20,878 Caesium-1-1 INFO ServiceRunner [c.a.j.p.h.service.ping.RefreshConnectionStatusJobHandler] Running RefreshConnectionStatusJobHandler...
2019-09-27 10:55:32,826 http-nio-8081-exec-1 WARN ted 655x3207x2 qxb748 66.96.193.16,162.158.165.234,127.0.0.1 /rest/plugins/1.0/installed-marketplace [c.a.upm.pac.PacClientImpl] The request to check for add-on updates may take longer than expected because 195 user-installed add-ons are installed. This may impact the performance of loading the Manage Add-ons page.
2019-09-27 10:56:40,993 plugin-transaction-0 INFO [c.a.jira.plugin.PluginTransactionListener] [plugin-transaction] numberStartEvents:147, numberEndEvents:147, numberSendEvents:114, numberEventsInTransactions:832
2019-09-27 10:56:41,555 UpmAsynchronousTaskManager:thread-2 INFO ted 787x683x1 16mjpew 66.96.193.16,172.69.135.172,127.0.0.1 /rest/plugins/1.0/ [c.a.plugin.loaders.ScanningPluginLoader] No plugins found to be installed
2019-09-27 10:56:41,781 UpmAsynchronousTaskManager:thread-2 INFO ted 787x683x1 16mjpew 66.96.193.16,172.69.135.172,127.0.0.1 /rest/plugins/1.0/ [c.a.plugin.manager.DefaultPluginManager] Updating plugin 'com.atlassian.upm.atlassian-universal-plugin-manager-selfupdate-plugin' from version '4.0.4' to version '4.0.4'
2019-09-27 10:56:41,801 UpmAsynchronousTaskManager:thread-2 INFO ted 787x683x1 16mjpew 66.96.193.16,172.69.135.172,127.0.0.1 /rest/plugins/1.0/ [c.a.plugin.loaders.ScanningPluginLoader] Removed plugin 'com.atlassian.upm.atlassian-universal-plugin-manager-selfupdate-plugin'
2019-09-27 10:56:56,985 UpmAsynchronousTaskManager:thread-3 INFO ted 794x1143x2 16mjpew 66.96.193.16,172.69.135.94,127.0.0.1 /rest/plugins/1.0/installed-marketplace [c.a.plugin.loaders.ScanningPluginLoader] No plugins found to be installed
2019-09-27 10:56:57,207 UpmAsynchronousTaskManager:thread-3 INFO ted 794x1143x2 16mjpew 66.96.193.16,172.69.135.94,127.0.0.1 /rest/plugins/1.0/installed-marketplace [c.a.plugin.manager.DefaultPluginManager] Updating plugin 'com.atlassian.upm.atlassian-universal-plugin-manager-selfupdate-plugin' from version '4.0.4' to version '4.0.4'
2019-09-27 10:56:57,230 UpmAsynchronousTaskManager:thread-3 INFO ted 794x1143x2 16mjpew 66.96.193.16,172.69.135.94,127.0.0.1 /rest/plugins/1.0/installed-marketplace [c.a.plugin.loaders.ScanningPluginLoader] Removed plugin 'com.atlassian.upm.atlassian-universal-plugin-manager-selfupdate-plugin'
2019-09-27 10:57:15,679 UpmAsynchronousTaskManager:thread-4 INFO ted 795x1179x1 16mjpew 66.96.193.16,172.69.135.94,127.0.0.1 /rest/plugins/1.0/ [c.a.plugin.loaders.ScanningPluginLoader] No plugins found to be installed
2019-09-27 10:57:15,921 UpmAsynchronousTaskManager:thread-4 INFO ted 795x1179x1 16mjpew 66.96.193.16,172.69.135.94,127.0.0.1 /rest/plugins/1.0/ [c.a.plugin.manager.DefaultPluginManager] Updating plugin 'com.atlassian.upm.atlassian-universal-plugin-manager-selfupdate-plugin' from version '4.0.4' to version '4.0.4'
2019-09-27 10:57:15,930 UpmAsynchronousTaskManager:thread-4 INFO ted 795x1179x1 16mjpew 66.96.193.16,172.69.135.94,127.0.0.1 /rest/plugins/1.0/ [c.a.plugin.loaders.ScanningPluginLoader] Removed plugin 'com.atlassian.upm.atlassian-universal-plugin-manager-selfupdate-plugin'
What about indexing? Did you try make full reindex or restart of application?
Yes I restarted the application. Reindexed. Rebooted server. Upgraded servers memory. Same error every time.
Which version of Jira are you running?
Can you try to upgrade to newest version?