If you've noticed that some LinkedIn messages and emails are replying a little too fast, a little too often, and at hours no normal person is at their desk, you're not imagining it. A lot of outreach is now run by AI sequences and auto-responders, and once you know what to look for, it's very obvious.
This article covers three things: what's going on, how to stop it reaching you, and if you want to use AI on your own messages, how to do it without turning into the thing everyone's annoyed by.
Sales and recruitment tools now plug an AI model straight into LinkedIn and email. Someone uploads a list of names, writes a prompt along the lines of "get this person on a call", and the tool sends the first message, reads your reply, and writes the next one. Many run around the clock, which is why you get a cheerful answer at 2am on a Sunday.
The important bit is what they're told to do. Most are set up to treat anything you say, including "not interested", as an objection to work around. So the conversation never quite ends. Every reply finishes with another question, because the bot's whole job is to keep you talking until you book a meeting.
Some of these are fully automatic. Others are a real person clicking "send" on whatever the AI drafted without reading it properly. From your side it feels much the same.
One of these on its own proves nothing. Three or four together, and you can be fairly sure.
Here's the catch. Polite, vague replies like "maybe later" or "not right now" are exactly what these systems are built to handle. They read as a soft no, and soft nos get followed up. You need to be clear, not clever.
Short, friendly and impossible to misread as interest:
"Hi [Name], thanks, but this isn't something I need. Please remove me from your list and stop any further follow-ups. All the best."
Good tools recognise an opt-out like this and stop the sequence. If a real person is behind it, you've been perfectly polite.
If you suspect a human is leaning on AI and you'd like a real conversation:
"Hi [Name], these replies read as if they're automated. If you'd like to talk, I'm happy to, but I only reply to messages written by a person. Otherwise, please take me off your list."
If you're fed up and want to be blunt, this is a message I sent recently on LinkedIn:
"Are you using AI to generate messages automatically? I don't feel like I'm talking to a real person here. Since August 2026, the EU AI Act has required AI that talks directly to people to make it clear it's AI. You might want to stop doing this to people, it's blatantly unfair."
The AI Act has teeth. Breaking its transparency rules can mean fines of up to €15 million or 3% of a company's worldwide annual turnover, whichever is higher. Those fines are aimed at the companies building and running these tools rather than the person sending you the message, but it's a good reminder that the EU takes undisclosed bots seriously.
For cold LinkedIn messages, not replying is often the best use of your time. Most sequences stop after three or four unanswered steps. Don't react with a thumbs up either, some tools log any reaction as engagement and carry on.
There's nothing wrong with using AI to cope with a busy inbox. I use it every day. The problem isn't AI, it's letting it talk to people on your behalf without you reading it first. Here's how to get the time savings without becoming someone else's 2am bot.
The biggest win isn't AI writing your messages, it's AI sorting them. Have it read what comes in and label it, something like "needs me", "can wait", "newsletter" and "sales pitch", so you only spend your attention on the messages that need a human brain. I use Claude Cowork for this each morning as part of a daily triage routine, and it's saved me far more time than auto-replies ever could.
Most email apps and AI assistants can now write a reply for you. Use that, but keep yourself as the last step. Read it, cut the waffle, add one specific detail only you would know, then send it. That one detail is the difference between a message that sounds like you and one that sounds like everyone else's.
If a message replies too fast, too often, too cheerfully and never quite answers you, it's probably a bot. Tell it clearly to stop, report it if it doesn't, and don't waste your energy being polite to software. And if you're using AI yourself, let it sort and draft, but keep the sending, and the relationship, for yourself.
If you want more practical AI workflows like this one, join my newsletter below. I share what I'm really using and testing, not just the polished results.
Earn from your design skills
Create & sell patterns for fabric, wallpaper & murals — on Spoonflower & beyond. Client-free, commute-free, creative work you can do from anywhere.
See the book →A real look at how I use Claude Code, Claude Cowork, Figma and more to design, build and market TickLists, my websites and my Spoonflower patterns, solo.
Job seekers who keep running the old employment playbook are playing a game whose rules have already changed. Here's what's happening in the design job market, and why leverage, not talent, is what separates who's finding traction.
AI is replicating expertise faster than anyone expected. Here's the real research on what that means long-term — and the five human capabilities (EPOCH) that are becoming more valuable, not less, plus how to actually build and prove you have them.
Keep your design skills up to date with videos,
AI workflows, tutorials, ways to earn $$$ and free resources.
See past email newsletters.
Unsubscribe anytime.