How to Actually Enjoy Cold Calling (And Get Results)

Nobody wakes up excited to cold call. The sweaty palms, the robotic scripts, the inevitable hang-ups. But here’s the truth: cold calling works when you stop treating it like a numbers game and start treating it like helping someone.

I’ve seen reps turn $0 pipelines into six-figure deals just by changing how they pick up the phone. Here’s how they do it.

Stop “Selling” and Start Solving

The second you sound like a salesperson, you’re dead. Instead, think like a doctor diagnosing a problem:

  • *”Hey [Name], I was looking at [their company website/social post/news] and noticed [specific observation]. We’ve helped similar companies with [specific result]—would it make sense to chat for 5 minutes about whether this could apply to you?”*

Example:

  • Bad: “We’re the leading CRM solution with AI-powered—” [click]
  • Good: “Saw your team’s hiring 10 new reps—we helped [Similar Company] cut new hire ramp time in half. Worth a quick chat?”

The 10-Minute Prep That Makes You Sound Like an Insider

Spending 2 hours researching every prospect is unsustainable. Do this instead:

  1. LinkedIn stalk (the good kind):
    • Did they recently post about a promotion? “Congrats on the new role—how’s the transition going?”
    • Shared an article? “Your post on [topic] resonated—we’re seeing that with [their industry] too.”
  2. Check their website’s “News” section:
    • “Noticed your expansion to Miami—we helped [Competitor] streamline logistics there.”
  3. Crunchbase alert:
    • Just raised funding? “With your recent Series B, you’re probably scaling X—we’ve helped companies like Y do Z.”

The Opening Line That Beats “How Are You?”

Ditch the small talk. Lead with something that proves you’re not a bot:

  • “Is this a terrible time?” (Works because it’s disarmingly honest)
  • “I’ll keep this brief—you’re probably mid-sandwich.” (For lunchtime calls)
  • “This is a cold call, so feel free to hang up… but [one-sentence value prop].”

Pro tip: Say their name once max. Overdoing it feels like a hostage negotiation.

When They Hit You With “Not Interested”

Most reps panic here. Top performers lean into it:

  • “Totally get it—I wouldn’t be interested either if I thought this was [generic pitch]. What if I could show you how [Competitor] saw [result] in [timeframe]?”
  • “That’s fair. Quick question: is it a timing thing, or does this just not sound like a fit?” (Now you’re diagnosing, not pitching)

The Magic of the “Soft Close”

Instead of begging for a meeting:

  • “If I could show you how to [solve pain point], would you give me 10 minutes?” → If yes: “Perfect—tomorrow or Thursday better?”
  • If maybe: *”No pressure—can I send you a 2-minute Loom video instead?”*

How to Sound Like a Human (Not a Script)

  • Pause often – Let them interrupt. Silence makes them engage.
  • Smile – It changes your vocal tone. Try it.
  • Stand up – You’ll sound more energetic.

The Post-Call Ritual That Wins Long-Term

Whether they booked or bounced:

  1. Send a LinkedIn connection request with a note: “Great chat earlier—here’s that [resource] I mentioned.”
  2. Add them to a “Nurture” list with notes: “Loves golf—send Augusta meme in April.”
  3. Follow up creatively:
    • Tag them in a relevant article
    • Send a case study with a sticky note: “Made me think of our convo!”

Cold Calling Horror Story → Success

My worst call ever: I accidentally called a prospect’s personal cell at 6 AM (time zones are hard). Instead of hanging up, I said: “Wow, I owe you coffee AND an apology.” He laughed, we rescheduled, and he became my biggest client.

Moral: The more human you are, the less “cold” the call feels.

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