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I need to setup a Raspberry Pi 4 without a Monitor, I want to run a light version without GUI just to run some docker, I though Ubuntu Server was a good idea.

I try to add a SSH file on the microSD like I would with raspbian but that don't seems to work

PS is Pi the default user for Ubuntu Server Raspberry because that might be issue

How can I get SSH working without a monitor ?

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    Have you tried Raspbian Buster lite? It's basically Raspbian without the desktop. Things like enabling SSH / wifi credentials work the same as on the desktop version. – Dirk Nov 20 '19 at 16:26
  • Yes I had it before, just wanted to try Ubuntu server, but guess can go back to it, work just fine alright – Kevin Nov 20 '19 at 16:47
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I ran into the same situation today

Although it is already 7 months from @Kevin's question this is how I solved it.

Once you have your Ubuntu (20.04 in my case) installation ready in your USB, edit the user-data file

enter image description here

Under the section ## Install additional packages on first boot, Uncomment packages, and add a new entry for the openssh-server package.

For example:

## Install additional packages on first boot
packages:
- openssh-server

Five minutes (more or less) after my Raspberry Pi 2B boot I was able to connect to my Pi 2 through ssh :)

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