You have a corrupt database.
Mar 13, 2020 00:11:09.778 [0x7f7e8927c700] INFO - Linux version: DSM 6.2.2.24922-4, language: en-US
Mar 13, 2020 00:11:09.779 [0x7f7e8927c700] INFO - Processor Intel(R) Celeron(R) CPU J3455 @ 1.50GHz
Mar 13, 2020 00:11:09.779 [0x7f7e8927c700] INFO - /var/packages/Plex Media Server/target/Plex Media Server
Mar 13, 2020 00:11:09.663 [0x7f7e938bd740] DEBUG - BPQ: [Idle] -> [Starting]
Mar 13, 2020 00:11:09.780 [0x7f7e938bd740] DEBUG - FeatureManager: Using cached data for features list
Mar 13, 2020 00:11:09.901 [0x7f7e938bd740] DEBUG - Opening 20 database sessions to library (com.plexapp.plugins.library), SQLite 3.26.0, threadsafe=1
Mar 13, 2020 00:11:10.642 [0x7f7e88ca0700] DEBUG - Job running: '/volume1/@appstore/Plex Media Server/CrashUploader' '--directory=/volume1/Plex/Library/Application Support/Plex Media Server/Crash Reports/1.18.8.2527-740d4c206' '--version=1.18.8.2527-740d4c206' '--platform=Linux' '--platformVersion=DSM 6.2.2.24922-4' '--serverUuid=2ef2130faffde7bdaab39d00290a6d090c404dc1' '--userId=derrickerr@gmail.com' '--sentryUrl=https://sentry.io/api/1233455/minidump' '--sentryKey=xxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxx' '--vendor=Synology' '--model=x86_64' '--device=DS718+'
Mar 13, 2020 00:11:10.749 [0x7f7e88ca0700] DEBUG - Jobs: Starting child process with pid 24403
Mar 13, 2020 00:11:16.635 [0x7f7e88f8e700] DEBUG - Jobs: '/volume1/@appstore/Plex Media Server/CrashUploader' exit code for process 24403 is 0 (success)
Mar 13, 2020 00:11:19.569 [0x7f7e88f8e700] DEBUG - Shutting down with signal 15 (Terminated)
Mar 13, 2020 00:11:19.569 [0x7f7e88f8e700] DEBUG - Ordered to stop server.
Mar 13, 2020 00:11:19.569 [0x7f7e88f8e700] WARN - Timed out waiting for server to finish.
Mar 13, 2020 00:11:25.635 [0x7f7e88f8e700] DEBUG - Server is already in shutdown mode, ignoring this signal...
Mar 13, 2020 00:11:30.229 [0x7f7e938bd740] INFO - SQLITE3:(nil), 283, recovered 873 frames from WAL file /volume1/Plex/Library/Application Support/Plex Media Server/Plug-in Support/Databases/com.plexapp.plugins.library.db-wal
Mar 13, 2020 00:11:36.191 [0x7f7e88f8e700] DEBUG - Server is already in shutdown mode, ignoring this signal...
Mar 13, 2020 00:11:37.682 [0x7f7e938bd740] DEBUG - Running migrations. (EPG 0)
Mar 13, 2020 00:11:37.683 [0x7f7e938bd740] DEBUG - Running forward migration 20200131193503.
Mar 13, 2020 00:11:37.683 [0x7f7e938bd740] DEBUG - Captured session 0.
Mar 13, 2020 00:11:37.683 [0x7f7e938bd740] DEBUG - Captured session 1.
Mar 13, 2020 00:11:37.683 [0x7f7e938bd740] DEBUG - Captured session 2.
Mar 13, 2020 00:11:37.683 [0x7f7e938bd740] DEBUG - Captured session 3.
Mar 13, 2020 00:11:37.683 [0x7f7e938bd740] DEBUG - Captured session 4.
Mar 13, 2020 00:11:37.683 [0x7f7e938bd740] DEBUG - Captured session 5.
Mar 13, 2020 00:11:37.683 [0x7f7e938bd740] DEBUG - Captured session 6.
Mar 13, 2020 00:11:37.683 [0x7f7e938bd740] DEBUG - Captured session 7.
Mar 13, 2020 00:11:37.683 [0x7f7e938bd740] DEBUG - Captured session 8.
Mar 13, 2020 00:11:37.683 [0x7f7e938bd740] DEBUG - Captured session 9.
Mar 13, 2020 00:11:37.683 [0x7f7e938bd740] DEBUG - Captured session 10.
Mar 13, 2020 00:11:37.683 [0x7f7e938bd740] DEBUG - Captured session 11.
Mar 13, 2020 00:11:37.683 [0x7f7e938bd740] DEBUG - Captured session 12.
Mar 13, 2020 00:11:37.683 [0x7f7e938bd740] DEBUG - Captured session 13.
Mar 13, 2020 00:11:37.683 [0x7f7e938bd740] DEBUG - Captured session 14.
Mar 13, 2020 00:11:37.683 [0x7f7e938bd740] DEBUG - Captured session 15.
Mar 13, 2020 00:11:37.683 [0x7f7e938bd740] DEBUG - Captured session 16.
Mar 13, 2020 00:11:37.683 [0x7f7e938bd740] DEBUG - Captured session 17.
Mar 13, 2020 00:11:37.683 [0x7f7e938bd740] DEBUG - Captured session 18.
Mar 13, 2020 00:11:37.683 [0x7f7e938bd740] DEBUG - Captured session 19.
Mar 13, 2020 00:12:01.190 [0x7f7e88f8e700] DEBUG - Server is already in shutdown mode, ignoring this signal...
Mar 13, 2020 00:12:06.809 [0x7f7e88f8e700] DEBUG - Server is already in shutdown mode, ignoring this signal...
Mar 13, 2020 00:12:12.095 [0x7f7e88f8e700] DEBUG - Server is already in shutdown mode, ignoring this signal...
Mar 13, 2020 00:12:24.082 [0x7f7e938bd740] ERROR - SQLITE3:(nil), 11, database corruption at line 64817 of [bf8c1b2b7a]
Mar 13, 2020 00:12:24.083 [0x7f7e938bd740] ERROR - SQLITE3:(nil), 11, statement aborts at 9: [UPDATE metadata_items SET extra_data = replace(extra_data, 'at%3AreadOnly=', 'pv%3AreadOnly=') WHERE extra_data LIKE '%at^%3AreadOnly=%' escape '^'] database disk image is malformed
Mar 13, 2020 00:12:49.079 [0x7f7e938bd740] ERROR - Exception inside transaction (inside=1) (../Library/DatabaseMigrations.cpp:209): sqlite3_statement_backend::loadOne: database disk image is malformed
Mar 13, 2020 00:12:49.110 [0x7f7e938bd740] ERROR - Exception thrown during migrations, aborting: sqlite3_statement_backend::loadOne: database disk image is malformed
Mar 13, 2020 00:12:56.274 [0x7f7e88f8e700] DEBUG - Server is already in shutdown mode, ignoring this signal...
Mar 13, 2020 00:13:01.509 [0x7f7e88f8e700] DEBUG - Server is already in shutdown mode, ignoring this signal...
Mar 13, 2020 00:13:06.566 [0x7f7e88f8e700] DEBUG - Server is already in shutdown mode, ignoring this signal...
Since that thread, I’ve captured a few steps