[DHMO]

I'm surprised that it was Windows 10 that made you switch. Windows 8 was my biggest disappointment.

Here's what I feel about each Windows release I've used much (1=low, 10=high):

    +-----------------+-------------+----------------+-----------+
    | Windows Version | Expectation | Disappointment | Usability |
    +-----------------+-------------+----------------+-----------+
    | 3.1             |           5 |              2 |         8 |
    | 3.11            |           7 |              3 |         6 |
    | NT 3.51         |           7 |              5 |         7 |
    | 95              |           6 |              3 |         7 |
    | NT 4.0          |           7 |              3 |         9 |
    | 98              |           7 |              2 |         8 |
    | ME              |           7 |              7 |         6 |
    | XP              |           8 |              3 |         8 |
    | Vista           |           5 |              5 |         4 |
    | 7               |           4 |              3 |         6 |
    | 8               |           6 |              8 |         2*|
    | 10              |           8 |              6 |         4 |
    +-----------------+-------------+----------------+-----------+

* - marred by experience w/Surface RT

[Esau]

From what I've observed, the biggest issues with Windows 10 are policy issues. Forced upgrades, forced telemetry, and deceptive/annoying attempts to get people to upgrade to it from Win7 and Win8.

[digi_owl]

You missed out on the joy that was Win2k. pretty much XP without the candy gloss. 9x interface, NT stability, and quite solid game support.

[jasonkostempski]

Most people skipped Windows 8 or tried it and quickly switched back to 7. And, because Windows 8 wasn't a hostile creature trying to take over your PC, it was pretty easy to choose not to use it. Windows 10 is pretty much just Window 8 excepted it's being forced on users.

[microcolonel]

NT 4.0 was gold, I wish they would release a version of W10 (Windows NT 9.0?) which has all the goodies and none of the dreck. That way I could test websites in their two entire web browsers without being marketed Office 365.

[bluejekyll]

What is interesting about your numbering system is that your expectation continue to go up (in general) yet your disappointment also kept going up.

I would have expected that expectation would have started going down after each disappointment.