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The problem is that DS-Digital is not a monospaced font.

I used the Webfont Generator of Font Squirrel. If you you upload the Digital-7 font you can download a new generated font file.

This works. I guess he realigned the font.

How do you plan to use Linux there are multiple ways like virtualbox, VMware, kvms etc. Well here are the link for some popular ones

Virtual Box https://www.virtualbox.org/

Qemu https://www.qemu.org/

I'm not an expert so these are the ones I know of

If you mean the configuration from scratch, then the git wiki pages of the appropriate bars, for example the tint2 configuration wiki can be found here: https://gitlab.com/o9000/tint2/blob/master/doc/tint2.md#configuration

What kind of icons do you mean? Actual images? That is not possible. But there are so called icon fonts, like Font Awesome that provide many icons in the form of regular characters. See the wiki for more information about those. You can copy those directly into the config but you also need to add the appropriate font in the bar section.