[oreo] Updater: Improve UX for users taking version upgrades

Description

[oreo] Updater: Improve UX for users taking version upgrades

Issue(s)

https://gitlab.e.foundation/e/backlog/-/issues/3834

Test environment

Test procedures

Technical details

Screenshots

Check list

• Self review
• Test procedure explained
• Tested on fresh install
• Tested applied as an update
• License
• Internal documentation
• User documentation