It seems like a generation ago when I upgraded my first laptop to Windows 10. It was initially not easy, but now I am finding it more easy to recommend upgrading machines than leaving them with earlier versions of Windows.
At the time upgrading was free and with the right version of Windows kept all personal files and data, https://www.microsoft.com/en-US/windows/windows-10-specifications#reqs. However, it is highly recommended to back-up in case something goes wrong.
If you don’t use Windows 7, 8 or 8.1, upgrading to Windows 10 with earlier versions of Windows will lose data e.g. http://www.pcadvisor.co.uk/how-to/windows/how-upgrade-from-windows-xp-windows-10-video-3616106/
Although most upgrades completed smoothly one laptop needed recovering after the upgrade installed. It appeared the laptop must have gone to sleep during the download, so only part of it was installed over the old operating system. For the most part the laptop seemed to work well, but a few things that worked on other Windows 10 computers did not work on the upgraded machine.
A quick investigation determined that the size of the hidden c:\windows.~bt directory was way under the 6Gb it should have been (http://www.addictivetips.com/windows-tips/what-is-the-windows-bt-folder-on-my-hard-drive/) and subsequently, I found, downloaded and installed Windows 10 manually and re-entered the product key, which had to be located before upgrading.
Another issue that was avoided was with the user interface. I had learnt while migrating from Windows 7 to 8.1 to find out as much about new versions of Windows through social media before changing over e.g. https://youtu.be/RvJtPArPUAQ and https://youtu.be/aHvoblnEXJc. In this way, I was able to find common apps and be ready with new features when I started using Windows 10.
On the other hand, I still had to install both app and drivers. Some drivers did not work in the new Operating System and some apps needed updating or reinstalling to work.
Overall, the experience going to Windows 10 was relatively easy and getting productive after the upgrade did not seem to take too long.
If you haven’t upgraded what is your biggest concern with going to Windows 10? If you have upgraded, what memory do you have of the upgrade process?