Certain message cannot be sent in chat

It is trying to insert into the chat table and the column is limited to 1000 chars.

Maybe try this in data explorer:

SELECT 
    column_name, 
    data_type, 
    character_maximum_length
FROM 
    information_schema.columns
WHERE 
    table_name = 'chat_messages'
    AND column_name IN ('cooked', 'message')

Is there a max length defined somehow on your schema?

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