So I’m new to the whole FreeNAS stuff. Just recently finished building my own NAS and getting FreeNAS up and running.
I’ve searched around for several guides and found some but they seem outdated and was hoping there was a newer guide supporting newer versions of FreeNAS to accomplish this.
I am wanting to use CouchPotato and transmission while having transmission use OpenVPN. Every thing I’ve tried has ended up with an error or OpenVPN once started isn’t doing what it should. I still end up with my public IP from my ISP. Does anyone know of a reputable guide on this? Is interweaving all these plugins possible?
Thank you!
This is a popular tutorial. I’d recommend you use Sonarr instead of CouchPotato. Make sure that a tun interface is created in the jail for transmission by checking ifconfig .
Post the error your getting and check if openvpn is running service openvpn status
Thank you! I am currently looking into this. I figured I would setup the vpn through my router but sadly my flash of DD-WRT is all wacky 
I also thought about getting myself a PI to do this but didn’t know if that would work well. I was really hoping I could do something through FreeNAS itself.
Thanks for your reply!
I have tried this tutorial a few times but get stuck on this part:" iocage fstab -a transmission /mnt/tank1/apps/transmission /config nullfs rw 0 0 "
It says the “Source: /mnt/tank1/apps/transmission does not exist!”. Now I know that tank1 is probably the pool ID. I created the directories myself but in the end it didn’t work so I figured by creating those directories maybe it wasn’t pointing to someting it needed, or maybe I was missing something beforehand that I should of had already.
tank1 should be replaced with your pool name. mkdir -p /mnt/tank1/apps/transmission
Thank you!I actually found a super helpful guide herehttps://hendroff.wordpress.com/2020/02/14/freenas-11-3-transmission-openvpn-airvpn-ipfw-killswitch/
I actually got through all the steps but when I start openvpn it asks for a username and password. I enter my PIA creds and check my ip and it’s still the same. Idk. I think I’m just going to get a new router that jives with vpns.Thank you for your time and thoughts, I appreciate it!
post the output of ifconfig and service openvpn status
I FINALLY did it 
I installed OpenVPN inside the same Jail as transmission.
Now my next goal is to get radarr/Sonarrr/CouchPotato (maybe?) To send torrents to transmission then once downloaded be available in my Plex jail. Now is that possible or do all of these plugins need to be installed into the same Jail to work with one another?
I apologize. I’m learning a lot but I’m no pro at this kind of thing.
I have mine in separate jails but all with the same user “media” so they work together
Perfect!
I need to figure out how to do that. I have a user for Radarr, Sonarrr and Transmission. Is there a way to pass privileges to another account.
Just an update, I have everything working except Sabnzbd which I’m currently working on.
I added a trakt.tv custom list in radarr and forgot to change it to custom list and left it at popular…which then started downloading like 50 movies. I went through and stopped all of them one by one. Took a good amount of time. In the future if I mess up like that is there a kill all button to stop all of them from being passed to transmission besides shutting down the NAS of course. I thought about stopping the jail but was afraid of corruption.