OK, so this has been a consistent problem for me over the course of the last dozen builds, I just keep forgetting to bring it up. So, when loading a playlist (doesn't matter how many times, as long as you click on another one in the list), and it requires the vertical scrollbar, if you go to use the scrollbar before scrolling with the mouse wheel, it doesn't load any past the current window's height worth, even though it knows that there will be more tracks after (hence having the scrollbar). If you then release the scrollbar and use the mouse wheel, MM will then scroll all the way back to the top from wherever you are (not remembering position) and then proceed to load the rest of the tracks, making the scrollbar usable.
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Reproduced, thanks, we will look at it.
Will be fixed in the next release, thanks for reporting.