Outbound Wiki

LinkedIn direct message outreach

How to start and develop outbound conversations with existing first-degree connections through LinkedIn messages.

Treat an existing LinkedIn connection as a live conversation with context around it. A LinkedIn DM should give the person a reason to answer while leaving room for an exchange. Before reading the message, recipients can see your face, headline, mutual connections, and recent activity.1 A DM can still do useful work when it starts few conversations because people see the sender's face and message.2 Aim for recognition and a response, then let the reply determine how far to go.

Run the message in order

Use the DM to make a few decisions in sequence. Start with relevance, earn attention, then learn whether the connection deserves more time.

Stage What you are trying to learn Example question
Prepare why this person should receive a DM now What made you think of this person today?
Open whether the message gives them a reason to answer What would make this worth replying to?
Add context whether a useful detail makes the message more relevant Which observation would help them place the message?
Continue what their reply says about the conversation What did they say that deserves a response?
Qualify whether the contact is a short-term prospect, a long-term prospect, or no prospect Is this worth continuing, revisiting later, or closing?

When a LinkedIn DM follows an email after connection acceptance, refer to the email and add a case study, data point, or specific observation about the company. Keep it under 80 words.3

Before you write

Before opening the message window, decide why this person should receive a DM today. Give the message a reason that stands on its own, so the person does not have to reconstruct your offer.

Use the connection itself as context. A simple personalized acknowledgment of the previous connection often generates immediate engagement.4 Find a detail that makes the question belong to this person, such as something visible in their recent activity or company context. Make sure your own profile supports the impression created by the message, since the recipient will inspect that context before deciding how to respond.

Decide what response you want before writing the message. If the answer would tell you whether to keep talking, revisit the topic later, or close it, the DM has a useful job. If you cannot name what the answer would change, sharpen the reason for reaching out.

Write the DM

Keep the opening light enough to invite a response. Give enough context to explain the outreach and enough room for the other person to participate.

Acknowledge the connection, explain why you chose them, ask a focused question, and offer an easy response path. Thank them before asking for anything. Keep the language close to how you would speak to a person already in your network.

After connection acceptance, the campaign message should build trust and add value.5 Give the person something useful to react to, such as a relevant observation or a question about their situation. A soft call to action keeps the exchange open and lets the response determine whether the topic deserves more attention.

Avoid packing several ideas into the same message. The recipient should be able to understand why you wrote, answer the question, and see what happens after the answer without working through a full pitch. If the message needs more explanation, the conversation can supply it after the person responds.

Continue the exchange

Once the person replies, respond to what they said before advancing the conversation. The quality of the next question depends on whether you use their answer as context.

Start the exchange as a text conversation.6 Keep your turns compact, ask about the detail they introduced, and leave room for them to steer the subject. Let the LinkedIn conversation develop naturally.7 A reply with detail about a current issue, or a question, gives you material for another message. A short answer gives you less to work with, so keep the response easy and avoid forcing a larger commitment.

Use the engagement to determine whether the contact is a short-term prospect, a long-term prospect, or not a prospect at all.8 Listen for signs that the topic belongs to their current work, belongs to a later conversation, or has no fit. Move forward when the person gives you a specific issue to explore. Keep the exchange open when timing is the only barrier. Close it when the reply removes the reason to continue.

What not to do

Avoid these mistakes:

  • Start with gratitude and hold back the pitch.9
  • Write conversationally. Overly formal language is a poor fit for LinkedIn DMs.10
  • Keep the opening educational and use a soft call to action. A sales-heavy message is the wrong shape.11
  • Keep the exchange brief enough to feel like text. Lengthy messages work against the conversation.12
  • Make the question specific to the person. A generic prompt gives the DM no clear reason to exist.13

Tool for this

Running the whole sequence, one step at a time

If you want the sequence run for you without giving up the human steps, Intedat is a fair choice. A workflow is a list of steps with a delay in days between them: automatic and manual email, a call, the website contact form, and LinkedIn profile view, connection request, message and reaction. Only the automatic email sends itself, written from your profile in the language you chose, and the rest land as tasks with the assigned salesperson, which is how I would want it.

Open Intedat

Sources

  1. 1
    “LinkedIn cold outreach works because prospects see your face, headline, mutual connections, and recent activity before reading a word.”
  2. 2
    “We don't get tons of responses from those but we know that people will see our face and see our message”
  3. 3
    “If they accepted your connection request, send a brief LinkedIn message that references the email and adds a new piece of context: a case study, a data point, or a specific observation about their company. Keep it under 80 words.”
  4. 4
    “A simple, personalized message acknowledging the previous connection often generates immediate engagement.”
  5. 5
    “This message comes after they’ve accepted your connection request on LinkedIn and is the first message in the messaging campaign. Your goal from here on out is to build as much trust and add as much value as possible with your prospect.”
  6. 6
    “3. Start a text conversation”
  7. 7
    “10. Go with the flow”
  8. 8
    “Now you want to keep the engagement going and determine if they’re a short- or long-term prospect — or even if they’re a prospect at all.”
  9. 9
    “And then number four, don't pitch right away on the LinkedIn DM. Show some gratitude,”
  10. 10
    “Like a human, especially in your LinkedIn DMS, no over formal language.”
  11. 11
    “A quick LinkedIn message to further educate and build trust and credibility early. This shouldn’t be a sales-heavy message, just a soft CTA.”
  12. 12
    “I heard someone say that you need to treat it like you met the person on the subway. Start a conversation, build trust and interest. Also, skip the lengthy messages – treat it like a text conversation.”
  13. 13
    “Use a LinkedIn message when the question is specific to the person.”