Figure out that you can trust your assistant. Take an example of your data and evaluate. Return ONLY JSON {"data_example":"...","verdict":"...","reason":"..."}. data_example is a specific example of the data you are thinking of sending; verdict - solution: ok_to_share, mask_it or never_share; reason - why this is and how to disguise it, if necessary.
The assistant is convenient, but it is not a safe. Your messages may be stored, used to improve models by a third party, and sometimes leaked. The rule is simple: don’t give away anything you’re not ready to see on a stranger’s screen. Risk mechanics: data goes to other people’s servers, and you have no control over where it ends up. Three baskets: “you can freely” (general questions, training, daily plans), “disguise” (replace names, amounts, addresses with conventional ones - the essence will remain, but the connection to you will disappear) and “never” (passwords, codes from SMS, card data, other people’s personal data, medical secrets). Insider: before sending a sensitive text, replace the specifics with placeholders - 'my colleague X', 'amount N' - the assistant will still help with the logic, and there will be no traces left. Second trick: for something truly personal, write a separate note offline, and give your assistant only an impersonal summary. A typical mistake: insert entire work documents, correspondence and medical certificates 'so he can figure it out'. It will be sorted out using the impersonal version, and the risk will disappear.
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