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Frame from Upgrading From Windows 1.0 to Windows 8 On Actual Hardware Plays via YouTube's privacy-enhanced embed

Upgrading From Windows 1.0 to Windows 8 On Actual Hardware

Jacob Aaronson
Demos
YouTube
Cited on HN 3 times, 2015–2020, never outright recommended score 0
Years with an HN recommendation, 2007–2026

HN cites it as the example proving Windows has an unbroken upgrade path from 1.0 to 8.

A 74-minute video of upgrading Windows 1.0 through every release up to Windows 8 on a real netbook rather than in a virtual machine.

3 citations · Demos

3 Hacker News comments

From the HN archive; up to 20 kept per video, favoring different commenters. Recommendations first.

@mkautzm Jan 2015 Cites it
on HN thread Apple has lost the functional high ground
Read more
You are the person I'm talking about when I say that people that blame Windows for problems are their own worst enemy, and it's way worse when Dunning-Kruger is in full effect as well... > Inexperience with a computer doesn't cause ntdll to break. Inexperience with a computer doesn't cause Windows activation to break. Inexperience with a computer doesn't cause shutdowns to take hours instead of seconds. Inexperience with a computer doesn't cause suspend to spontaneously bork. Inexperience causes all these things. Listen, my experience goes way, way beyond 'anecdotal' when it comes to managing end users running Windows. Never, ever, ever with the exception of a small handful of updates, does Windows fundamentally break itself. When you see a bluescreen, 100% of the time it is your fault or it's your hardware's fault. 100% of the time. Sometimes it might look like it's not your fault. Sometimes it's McAfee removing important files that break the OS because it's being stupid, but that's not a Window's problem. If shutdowns are taking awhile, something is broken. Your inability to diagnose that isn't the fault of the OS. Ever. If your computer 'suddenly borks', then your hardware failed, or you are bad at computer. 100% of the time. If you can't manage to upgrade Windows, than I can't help you. Someone did it from 1.0 to 6.2 in a straight shot: [this video] When stuff like this happens: > According to jjoonathan, the ntdll segfaults started happening after an update It usually means t
Someone upgraded Windows 1.0 through 8 in one run.
@UweSchmidt Apr 2015 Cites it
on HN thread Introducing PackageManagement in Windows 10
These upgrade-shortcuts could introduce a significant increase in testing complexity if you want ensure that you can go from any system version to the current version. On the other hand, with the current system people upgrade from Windows 1.0 to 8 (e.g. [this video] ).
Example of upgrading from Windows 1.0 to 8.
@trimbo Aug 2020 Cites it
on HN thread Ubuntu from 2004 to 20.04 LTS
I was hoping for an upgrade video, like people have done for Windows Here's one that goes from Windows 1.0 -> Windows 8: [this video]
Windows 1.0 to 8 upgrade demonstration.

Video list and Hacker News comment labels from HackerTube (prompted by @karpathy), released under ODC-By 1.0, built on the open-index/hacker-news archive. Hacker News data is provided by Y Combinator; comments remain the work of their authors. Video titles, channel names and thumbnails belong to their creators and are shown via YouTube. HackerTube Watch is an unofficial edition. Data export of 2026-10-31.

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