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How to Connect with Someone on LinkedIn: Proven Strategies for Real Engagement
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Linkedin

How to Connect with Someone on LinkedIn: Proven Strategies for Real Engagement

David Le

You've spotted someone you'd like to connect with on LinkedIn, maybe a potential client, a mentor, or a peer in your industry. But before you hit "Connect," a question lingers: What do I say, and will they accept?

Too often people treat LinkedIn like a numbers game, send dozens of requests, hope a few stick. But that leads to low acceptance, "I don't know this person" flags, and wasted effort. What if you could flip it; fewer requests, but more meaningful connections?

In this post, I'll walk you through why most LinkedIn connection attempts fail, then a structured, human forward method you can use immediately to approach anyone.

Cold Connection Requests That Fail

Most LinkedIn outreach struggles for a few common reasons:

  • Generic messages: "I'd like to add you to my network" doesn't explain who you are or why you're reaching out.
  • Lack of mutual context: The recipient sees no signal of relevance, no shared group, interest, or reason to care.
  • Too forward, too soon: Asking for favors (like a demo, introduction, or sales pitch) before building rapport turns people off.
  • Volume over quality: When you spray and pray, recipients treat you as spam. LinkedIn may even penalize accounts flagged as "I don't know this person."
  • Poor profile hygiene: If your own profile is underdeveloped or appears unprofessional, people don't trust accepting.

From LinkedIn:
“When you’re on someone’s profile you should see a blue button that says connect … if it’s not there, click ‘More’ … you have to wait for them to accept before messaging.”

All of that leads to low acceptance rates, wasted time, and frustrated outreach.

What’s the alternative? A system rooted in respect, relevance, and relationships.

How to Send Meaningful, Respectful Connection Requests

Before you ask to connect, shift the goal from "get them to accept" to "open a door for conversation". Here's how to shift your approach:

  1. Warm up first
    Don’t jump straight to the request. Follow them, engage with their posts, comment insightfully. This plants a subtle seed.

  2. Personalize with context
    In your connection note (within LinkedIn’s 300‑character limit), include:

    • A quick intro: who you are
    • How you discovered them (post, event, mutual contact, etc.)
    • Something you genuinely appreciate or resonate with
    • A gentle reason to connect (learn, share, collaborate)

    Example:

    “Hi John, I saw your post about scaling sales teams and was impressed by your insight. I’m building outreach systems in B2B SaaS and would love to connect and learn from you.”

  3. Frame the ask softly
    You’re not asking for much. You’re asking to connect. Later, you can nurture. Starting with a heavy ask (like “Do you want to speak?”) feels transactional too early.

  4. Offer value (even small)
    If you notice something in their content or profile you can help with; a resource, an intro, insight, mention it. Reciprocity is powerful.

  5. Follow after acceptance
    Once they accept, send a short thank you message (1 to 2 lines) referencing your earlier note. Then, over time, provide value, share relevant content, or ask permission to explore a topic.

Thus, the connection becomes not a cold throw but a thoughtful bridge.

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Send personalized DMs without the work. Our system understands the conversation, your profile, the prospect, and everything they've shared on LinkedIn.

The Process You Should Follow

Here's a step by step system you can adopt:

StepActionPurpose
1Identify your ideal connection (persona, industry, role)Target high-relevance profiles
2Warm up by engaging (comments, likes, shares)Opens visibility and rapport
3Send a personalized connection request noteIntroduces legitimate intent
4Wait for acceptance (don’t pester)Respect timing
5Send a short follow-up messageStart the conversation gently
6Continue adding value & build toward a deeper askEvolve the relationship

Tip: Keep your outreach rate conservative (e.g., 10–20 new requests/day) so you don’t trigger LinkedIn’s spam limits or “I don’t know” flags.

Examples of Real Use Cases & Templates

Example Scenarios

  • Prospect you saw post a challenge

    “Hi [Name], I saw your post about managing churn in SMB SaaS — totally hit home. I work with teams helping reduce churn via messaging strategies. Would love to connect and hear more about your approach.”

  • Alumni or mutual group member

    “Hello [Name], we both attended [University] and I noticed your work in product management at [Company]. I’m working in B2B SaaS marketing now — would enjoy your insights. Let’s connect?”

  • Someone you don’t know at all

    “Hi [Name], came across your profile through [Group/Article/Industry list]. Your trajectory in [industry] is impressive. I’m building systems in B2B SaaS outreach. Happy to connect and share learnings.”

Templates You Can Use

  1. “Hi [Name], I enjoyed your recent post on [Topic]. I’m in B2B SaaS outreach and would value connecting to exchange insights.”
  2. "Hello [Name], we share connections in [Mutual Person]. Your background caught my eye. I'd love to connect."
  3. “Hi [Name], I noticed your role at [Company]. I’ve been researching [related issue]. Mind if we connect?”
  4. “Hey [Name], I appreciated your comment in [Group/Post]. I work on outreach systems and would love to follow your work more closely.”
  5. “Hi [Name], your article on [topic] was insightful. I build messaging frameworks and would welcome connecting.”

Why these work: they’re short, human, and respectful. They don’t demand anything beyond a connection.

Technical Details You Should Know

  • Where to connect: On their profile click “Connect,” or via the “More” dropdown if the “Connect” button isn’t visible.
  • 300-character limit: LinkedIn limits personalized notes. Be concise.
  • First/Second/Third-degree connections:
    • First-degree: already connected
    • Second-degree: mutual connection
    • Third-degree: further out — you may have to answer “how you know them” before sending a request.
  • InMail: If they are out of your network (especially third degree), send a message via InMail. The number of InMails depends on your LinkedIn plan.
  • Connection limits & flags: LinkedIn monitors volume and rejection rates. Too many “I don’t know” responses can impact your outreach ability.
  • Fake accounts & caution: Always audit profiles. Some accounts are fraudulent or “phantom” profiles so be selective.

Turn Connection Requests into Real Relationships

Connecting on LinkedIn isn't about mass outreach. It's about opening a door one at a time with respect, curiosity, and relevance. When you personalize, warm up, and scale carefully, your acceptance rates and follow on conversations will improve dramatically. Start small, connect thoughtfully, and let your network grow through genuine relationships.


FAQs

Q: How to connect with someone on LinkedIn?

A: Use the “Connect” button (or via “More” > “Connect”), personalize your invite note (≤ 300 characters) with who you are, how you found them, and why you’d like to connect, ideally after engaging with their content first.

Q: What should I write in a LinkedIn connection request?

A: Keep it short: Intro + context (how you found them) + a note of shared interest + a soft reason to connect. Avoid hard asks up front.

Q: Can I connect with someone I don’t know?

A: Yes, but you’ll often need to explain how you found them (groups, mutual contacts, posts). Warm up with engagement first to increase acceptance.

Q: What’s the difference between a follow and a connection on LinkedIn?

A: “Follow” lets you see someone’s public posts without being connected. You can follow someone before requesting a connection. Without a connection, you can’t send a direct message (unless via InMail).

Send personalized messages without the research

Send personalized DMs without the work. Our system understands the conversation, your profile, the prospect, and everything they've shared on LinkedIn.