I got Jellyfin up and running, it’s 10/10. I love this thing, and it reinvigorated my love for watching movies. So I decided to tackle all the other services I wanted, starting with Paperless-ngx…

What a nightmare. It doesn’t have a Windows install so I made an Ubuntu VM. Don’t get me started on Ubuntu. I just spent about 12hrs trying to get Portainer to cooperate and had to give up. I tried just installing Paperless the “normal way” and had to give up on that too.

My point: if you’re getting started selfhosting you have to embrace and accept the self-inflicted punishment. Good luck everybody, I don’t know if I can keep choosing to get disappointed.

Edit: good news! Almost everything I wanted to do is covered by Jellyfin which can be done in Windows.

10 points
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3 points

I tried that, but it wouldn’t install for me. I went through many guides and videos on setting it up, but something in the process failed every time

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155 points

I know linux isn’t for everyone, but self hosting on windows is self-inflicted punishment. It’s just not the right platform. Sure it’s doable, but it’s death by a thousand papercuts.

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0 points

How so?

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20 points
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-7 points

TECHNICALLY (yes, I’m fun at parties) you need 3 commands, as you also need to do an “apt update” after adding the repo. But we can chain commands of course. Do chained commands count as one? We could debate that for hours. Like why I prefer vi.

My point? None really, just having fun.

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2 points
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I’ve got Docker up and running, but getting anything to work within Docker or getting a machine to access the services that it says are running is a different story

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Took maybe 5 minutes total to install paperless-ngx in docker on a Debian vm. No hassles, no headaches.

The problem is trying to install tools built for Linux on Windows.

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-12 points

You’re better than me

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9 points

Windows is just not ready for this stuff. Most of this stuff is built for Linux. Linux is THE server OS. And windows is painful for developers too, so there’s less solutions for it.

You’ll be a lot better off with Linux for self hosting.

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30 points

also Ubuntu will add more complexity to things, Debian will cover most of what you need.

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7 points

I wish I knew this before I started.

But my headless Ubuntu is working now, so I am not changing it.

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3 points

Be me whose server is on Ubuntu 18.04 and needs upgrading to get Bluetooth into home assistant 😭

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1 point

I made my jump from Ubuntu Server to Debian when I containerized everything onto a single proxmox machine.

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9 points

Don’t rush it. You will have plenty of opportunities to change into Debian when your Ubuntu stops working.

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1 point

For what it’s worth, I usually install Ubuntu Server instead of Debian because it comes with a few more things out-of-the-box that I would install anyway. I have several installations of 22.04 that have been upgraded since 16.04 and they work no problem. (I also have a few Debian installations working similarly well.)

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36 points

Absolutely do not do this on windows. It makes everything a nightmare. Bare metal install ubuntu server and install docker/portainer. Its 5 copy pasted commands and you never have to look at the terminal ever again if you don’t want to.

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4 points

if it helps, here is my setup from bare metal to 30+ services. https://github.com/simone-viozzi/my-server

including off-site encrypted backups

of course, i wrote this for me, so most stuffs are written like garbage, but fell free to open an issue, and i will fix them

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5 points

Doing anything new will require work/pain the first few times. It is just part of the learning process. If that sudden jolt of happiness when you get it working can outweigh the depression caused by hours of trudging through the setup/failures, you’ll constantly be improving. Like all things, give it a fair shot and if it brings you more pain than pleasure, stop doing it.

There are now a lot of people who are making a living from providing self-hosted services to others for small fees. Even if you decide to not self-host, there are multiple ways to get the lion’s share of benefits. Its not a binary choice between Google and self-hosting.

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