Main regrets: - Starting with multiple delegation from Self; we migrated to Traits a la Squeak and Perl6 but it was pretty late in the project. - Hewing too closely to Smalltalk syntax, instead of ditching the lexical awkwardness for keyword syntax and more conventional but unambiguous lexical patterns. - Image-based bootstrapping was useful, but too monolithic. I wanted to make it have a symbolic graph linker to stitch together images from modules. That would have kept the project flexible enough to keep going.
As it is, I'm disillusioned with the open source and software research fields, and working on startups to accumulate my own funds to run a project like this without being subject to the rhetorical whims of a diseased culture. Hah!
You may as well AMA.