The language is a bit loose.
Agreed. Well, now he has a few options.
If you just want to do the logic in the exact order you posted, so you'd end up with 2900 tracks, then you can absolutely do that just as MrC illustrated. You can add as many stacked filters as you want, reducing the list further and further, and you can have more than one sort order defined in a list (so sort, limit, sort, limit, repeat). If you wanted something a bit more... Nuanced, then my method shows you a good way to go.
I'd also like to point out to the OP that... You may want to reconsider using [Skip Count], at least by itself, as a filter for "bad stuff". I've gone down that road before and it doesn't really work on its own. Because tracks can end up with lots of skip counts due to a variety of factors. If you look at my copy of the Most Skipped List I posted above, it actually reads like a list of some of my favorite tracks. Look at my ratings:
The very top song in my list, and many of the others there, are also among my
most played ever tracks. If you think about this, of course this correlates! If you've played a track 3200 times, you've had many, many more opportunities to skip it than a brand new track (or a bad one) that hasn't had very many plays yet. You may "skip" a song that you like quite often for a variety of reasons. It comes on and, while you love the song, you're just not in the mood for it, or maybe that Genre, right now. Maybe you're using the track for some purpose, which ends up making you skip it over and over. DARE in my example list above, actually has MORE skips than it does total plays, and I know why... Because I used it in a finely-tuned playlist I made for an event a while back, and I played and skipped it over-and-over-and-over trying to find the song that would "fit best" next in the list.
Other things sneak into the list too, for reasons entirely unrelated to the "quality" of the track. The #2 track in my list, from good old 2 Live Crew? That's up there in that spot because, for a very, very long time, that song happened to sort to the very top of my "all music" View in MC (starting as the [Artist] tag does with a numeric and solitary "2"). So, if I was testing something in MC, making sure I had a good volume level or making sure playback worked, or whatever, I'd use that song all the time. Based on the luck of position, right at the top. It too has far more "skips" than it actually does "plays" (I mostly have that track for novelty value at parties, after all). I wouldn't say I hate the song, and I certainly don't love it, but does it deserve to be "filtered" in this way?
[Skip Count] can be a valuable indicator of quality, but what you really want to look at may be this combined with other indicators, which is a big part of why I think making the separate "bad song" filtering list may work out best in the end (coming back and tweaking it). For example, maybe what you really want is the ratio of Skips to Plays (which you can calculate using MC's math() functions), excluding obvious outliers (like those above) and also excluding any track where Rating is 4 or better.
It gives you way more flexibility, without making an search expression that makes your head explode and that only MrC can love.