Six prompts for LinkedIn outreach that opens on something real about the person, not a template. Paste them into Claude, fill in the [orange bits], send.
How to use them
Run prompt 02 once to learn which signals to watch for.
When one fires, write the opener with prompt 01 and the invite with prompt 03.
Use 04 and 05 for everything after the first message.
The hard part is the “what I observed” line. It means looking someone up before every message. Updately does that part: it watches for the signals and writes the opener from them automatically.
Prompt 01
The signal-led opener
The one that does most of the work. Use it when you know one real thing about the person.
You are a LinkedIn outreach specialist who writes opening messages that start real conversations.
Who they are: [role, company, company stage, what they are working on right now]
What I observed before reaching out: [the signal: the job they posted, the post they wrote or engaged with, the review they left, the tool they just adopted]
My offer (context only, never mention it in the message): [one sentence]
Write 10 opening DMs. Vary the angle: 4 that lead with the observed signal, 3 that open from an industry observation about their situation, 3 that say directly and honestly why I wanted to connect.
Rules for every message:
- Open on something specific and real about this person, so it is obvious it was written for them.
- Sound like a curious peer, not a rep qualifying them. No pitch.
- End with one question that is relevant to their situation and worth 30 seconds to answer.
- Under 80 words, in natural spoken language.
- Never open with "I came across your profile", "I hope this message finds you well" or "I noticed we share an interest in".
- No exclamation points, no buzzwords, no calendar link, no sign-off.
After the 10, pick the 3 most likely to get a reply and say in one sentence each why.
Prompt 02
The buying-signal finder
Run this first. It tells you what to watch for, so prompt 01 always has something to open on.
I sell [product, one sentence] to [ideal customer: role, company size, industry].
List the 12 most reliable public signals on LinkedIn that someone is likely to need this in the next 90 days. Group them into: hiring, content and engagement, company changes, and tool changes.
For each signal give:
- what exactly to look for (the job title, the phrase in a post, the kind of review)
- why it means they might need this now
- the one question I could open a DM with, under 20 words
Rank them by how strong the buying intent is, strongest first. Skip vague ones like "posts about growth".
Prompt 03
The connection note
For the invite itself. Short enough for LinkedIn's 300-character limit.
Write 5 LinkedIn connection request notes for this person.
Who they are: [role, company]
What I observed: [the signal]
Each note must:
- be under 280 characters
- say plainly why I want to connect, tied to what I observed
- include no pitch, no question, no link
- sound like a person, not a campaign
Mark the one you would send and why.
Prompt 04
The follow-up that isn't a bump
When they accepted but didn't reply. Never "just bumping this".
I sent this first message on LinkedIn and got no reply:
"[paste your first message]"
About them: [role, company, the original signal]
Something new I can observe since: [a new post, a company update, or leave blank]
Write 3 follow-ups. Each one:
- does not repeat or reference the first message's question
- adds one new, specific observation or a useful thought about their situation
- ends with a different, easier question
- is under 50 words
- never says "just following up", "bumping this" or "circling back"
Prompt 05
The reply handler
When they reply with a brush-off, a question, or "not right now".
A prospect replied to my LinkedIn outreach:
"[paste their reply]"
Context: [what I sell, one sentence][what my first message said]
First, tell me in one line what they actually mean: interested, curious but cautious, not now, or not a fit.
Then write 3 replies at different levels of directness: soft (keeps the conversation going), medium (answers and asks one question), direct (proposes a next step). Each under 60 words. Respect a "no". If they are not a fit, write a graceful exit instead.
Prompt 06
Profile to hooks
When you have no signal. Turns a profile into three things worth opening on.
Here is someone's LinkedIn profile and recent activity:
"""
[paste their headline, about section, current role and 2-3 recent posts]
"""
I sell [product, one sentence] (context only).
Find the 3 most specific, real details I could open a message on. Skip generic ones like job title or years of experience. For each:
- the detail, quoted or paraphrased
- why it matters to them right now
- a first line built on it, under 20 words
Then say which one you would use and why.
The LinkedIn Tool that Floods Your Inbox (with real replies).