@chrisallen Has there been any progress with this issue?
Sadly I have not had any luck reproducing this issue with the Drobo 5N we have in our QA Lab.
@sandwiched if you would like to DM me we could look into doing a remote session to investigate this live.
@chrisallen Iāve sent you a DM (I think).
I spent some time diagnosing the issue @sandwiched was having it it turns out that he had a corrupt Preferences.xml file in /mnt/DroboFS/Shares/DroboApps/plex/Library/Plex Media Server
The file was 2098 bytes of 0x00 which I suspect was related to filesystem corruption.
We removed this file and then setup the server (maintaining the exiting database file) which is now accessible from Plex clients.
@Jamesmick , @matthew_holtz_outlook_com and any others with startup issues, can you please verify this file contains valid XML.
Note: Donāt post the contents on the forum as it contains your Plex token!
If it does, and your server still doesnāt start up, please provide a new copy of your Plex Media Server.log file located in /mnt/DroboFS/Shares/DroboApps/plex/Library/Plex Media Server/Logs
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Huge thanks to @chrisallen for going the extra mile to troubleshoot this issue with me! You rock! 
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Hello, chrisallen! Thanks for getting back to us on this topic. Iāve looked everywhere for the file youāre referencing and cannot find it. I have Plex running directly on the 5N2. Attached is a screenshot of what I see when attempting to access the app from the Dashboard.
The file you reference does not appear anywhere on the device through Windows Explorer. Is there some other way to access that file?
When I attempt to access the settings for Plex using the settings button I get the following error that I cannot connect to the server:
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Unable to connect
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Firefox canāt establish a connection to the server at XXXXXXXXXX.
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The site could be temporarily unavailable or too busy. Try again in a few moments. -
If you are unable to load any pages, check your computerās network connection. -
If your computer or network is protected by a firewall or proxy, make sure that Firefox is permitted to access the Web.
I cannot access the Plex server or the settings at all nor can I find the file you reference above. When I try to start the app it simply returns to this page.
It was all working before the update, now it is simply inaccessible. I suppose I could uninstall and reinstall, but donāt relish having to set everything up again. Any other ideas of what I can try? Thanks!!
Accessing the Drobo through Windows, the path to the Preferences.xml file would be something like: \\DROBO5N2\DroboApps\plex\Library\Plex Media Server\
Good morning and thanks for the link! I couldnāt get to the data via the IP number, but using the link you posted worked like a charm. I checked the XML file and it is valid and has appropriate info in it (as far as I can tell anyway).
So I moved onto the media server log and its contents are as follows:
Jul 05, 2019 14:57:49.124 [0x2e863450] INFO - Plex Media Server v1.15.6.1079-78232c603 - unknown PC unknown - build: linux-armv7sf drobo - GMT -07:00
Jul 05, 2019 14:57:49.124 [0x2e863450] INFO - Linux version: 3.2.96-3 (#1 SMP Wed Dec 19 21:39:20 UTC 2018), language: C
Jul 05, 2019 14:57:49.125 [0x2e863450] INFO - Processor Arm
Jul 05, 2019 14:57:49.125 [0x2e863450] INFO - /mnt/DroboFS/Shares/DroboApps/plex/Application/Plex Media Server
Jul 05, 2019 14:57:49.113 [0x2add42d0] DEBUG - BPQ: [Idle] ā [Starting]
Jul 05, 2019 14:57:49.140 [0x2add42d0] DEBUG - FeatureManager: Using cached data for features list
Jul 05, 2019 14:57:49.148 [0x2add42d0] DEBUG - Opening 20 database sessions to library (com.plexapp.plugins.library), SQLite 3.26.0, threadsafe=1
Jul 05, 2019 14:57:49.790 [0x2add42d0] ERROR - SQLITE3:0x7e90b608, 266, disk I/O error in āPRAGMA cache_size=2000ā
Jul 05, 2019 14:57:49.792 [0x2add42d0] ERROR - Database corruption: sqlite3_statement_backend::prepare: disk I/O error for SQL: PRAGMA cache_size=2000
Jul 05, 2019 14:57:49.792 [0x2add42d0] ERROR - Error: Unable to set up server: sqlite3_statement_backend::prepare: disk I/O error for SQL: PRAGMA cache_size=2000 (N4soci10soci_errorE)
So it looks like there are a couple of errors, but not sure what they mean or how to fix them. Thank you all for your continued help sorting this out. 
Have you Googled about this? I did and found an article about Plex DB corruption: https://support.plex.tv/articles/201100678-repair-a-corrupt-database/
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