🧠The AI assistant who remembers you – is that a dream come true or a blind spot in the making?

If you're using ChatGPT Pro with memory + browsing turned on, you’re no longer just typing prompts into a tool.
You’re working with an assistant who knows you –
remembers your habits, your preferences, your style.
For me?
This is the update I’ve been waiting for.
No more re-explaining the same context.
No more rewriting the same brief over and over.
ChatGPT finally remembers what I’m trying to build – and that’s a massive boost to productivity.
But here’s the catch.
The same memory that makes work easier also changes what you see.
It might skip sources you wouldn’t like.
It might rewrite your questions behind the scenes.
It might offer answers that feel right – not because they’re the best, but because they’re familiar.
And unless you check your memory settings regularly, you’ll never know what got filtered out.
For everyday tasks, that might be fine.
But what about when you’re making decisions for a client?
Writing a strategy?
Delivering work that needs to challenge assumptions?
That’s when I pause.
Not because the tool is wrong – but because it’s quietly aligning with me in ways I didn’t ask for.
And the question becomes:
Am I getting the best possible answer?
Or just the one that fits who I was last week?
Curious to hear how others are navigating this.
Do you see it as frictionless UX — or a personalization trap we won’t notice until it’s too late?
đź§ How ChatGPT's Memory Personalizes Your Web Search Reality
đź§ How ChatGPT's Memory Personalizes Your Web Search Reality -đź§ Freedom of Choice
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