The matrix has some great information. The upgrade path part is very useful.
I was impressed that the Kiwi Ears Quartet falls into your warm-neutral, Harman-neutral, neutral-Harman, and Bassy-Dark. That set has been on my radar, but I wasn’t sure.
I saw that @VIVIDICI_111 mentioned they fit like the OG Tea, which is the best fitting IEM I own. The two things combined make me think they are likely worth the $100, and his review ( IEM discussion thread (Part 1) - #7787 by VIVIDICI_111 ) did nothing to dissuade me.