"Minus 100 points", an article on deciding how to add features C#, remains one of the best introduction to PL design principles I've seen: https://docs.microsoft.com/en-us/archive/blogs/ericgu/minus-100-points
(Design is hard, combinatorial complexity grows easily, saying "no" needs to be a default.)
miniblog.
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Short and very accessible introduction to implementing unification, including Python sample code:
https://www.youtube.com/watch?v=0DLdQ6yb7h8 is a really accessible introduction to programming workflows with Sly for Common Lisp.
The notion of 'stickers' is novel to me: you mark places in the code where you want to remember values (essentially tracing) or pop to a debugger (breakpoints).