I'll be honest I have no idea about Winona, my ears are only loosely connected to this world of true electronic music. I'm more of a hip-hop guy with some IDM in my back pocket. Your blog is helping me to boost my knowledge on this stuff now :-D
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Yeah, a wave of artists came through - lofi house. Communities built up on YouTube. Winona was the big hit, over 3m views now I think. Usually dusty, pastel house music, saturated with tape hiss, a wry nostalgic sense of humour.
DJ Seinfeld, Ross From Friends and DJ Windows XP have also been doing fine stuff.
https://playmoss.com/en/simon-whight/playlist/spotlight-lofi-favourites