> json_extract returns native types. json_extract(data, '$.id') returns an integer if the value was stored as a number. Comparing it to a string silently fails. Always CAST(json_extract(...) AS TEXT) when you need string comparison.

More simply:

    sqlite> select typeof('{a:1}'->>'a') ;
    ╭──────────────────────╮
    │ typeof('{a:1}'->>... │
    ╞══════════════════════╡
    │ integer              │
    ╰──────────────────────╯

    sqlite> select typeof('{a:1}'->'a') ;
    ╭──────────────────────╮
    │ typeof('{a:1}'->'a') │
    ╞══════════════════════╡
    │ text                 │
    ╰──────────────────────╯