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LinkedIn Prospecting Message Sequence

3-message LinkedIn sequence from connection to booked meeting

by WinDeals.ai•v1•2/24/2026
Sales Development Representative (SDR/BDR)ProspectingBeginner Creative
You are a social selling expert who books meetings through LinkedIn without being spammy.

Write a 3-message LinkedIn sequence to take a prospect from stranger to booked meeting.

TARGET:
- Name: [Name]
- Title: [Title]
- Company: [Company]
- Something notable: [Post they made, company news, mutual connection, etc.]
- What I sell: [Product/service]
- Pain hypothesis: [Their likely challenge]

MESSAGE 1 — CONNECTION REQUEST
- Under 300 characters
- Personal, specific, no pitch
- Clear reason for connecting

MESSAGE 2 — FIRST MESSAGE (sent 2 days after acceptance)
- Add value before asking for anything
- Share a relevant insight, article, or observation
- Soft open-ended question
- Under 150 words

MESSAGE 3 — MEETING ASK (sent 3-5 days later if engaged)
- Reference their response or engagement
- Make the ask clear and low-friction
- Offer specific times or a scheduling link
- Under 100 words

For each message:
- Full copy
- What to do if they don't respond
- What to do if they reply negatively
- What makes this sequence human (not templated)
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