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Quick Actionable Tips from 20+ Years of Cold Calling Success

December 10, 20243 min read

Master Cold Calling: Lead with Value, Not Desperation

Cold calling works when you approach it the right way—with confidence, curiosity, and respect for your prospect's time. If you sound desperate, they’ll pick up on it immediately and shut down. But when you lead with genuine value and a desire to help, you become someone worth listening to.


1. Lead with Value, Not Your Agenda

People are busy. They’re not waiting for your call. Make it clear from the start that you’re here to help, not waste their time.

  • What do you have? A clear value proposition tailored to their role.

  • How can it help? Show them how it solves a problem they care about.

  • If now isn’t the right time, no problem. Respect that and ask permission to stay in touch.

Example:
“Hey [Name], I work with [industry role] like you to [solve pain point]. If now isn’t the time, totally fine, but I’d love to stay in touch and share insights as they come up—I’m constantly talking to others in your shoes.”


2. Stay Curious and Genuine

Your job isn’t to sell—it’s to understand. Approach every call with curiosity:

  • “What’s the biggest challenge you’re facing with [specific topic] right now?”

  • “How are you currently handling [specific issue]?”

These open-ended questions show you care about their priorities, not just your pitch.


3. Respect Their Time

Don’t ramble. Get to the point quickly and show you value their time:

  • “I know you’re busy, so I’ll keep this short. We’ve been helping [people like them] with [specific solution], and I think it could be valuable for you.”

  • If they’re not interested, that’s okay. Let them go with grace:
    “Completely understand! If you’re open to it, I’d love to share occasional updates when I come across something that might help.”

Why this works:
Letting them go with grace doesn’t mean the door is closed. It means you’ve left it open to come back later with more value. Remember, some people take multiple touchpoints to warm up to you. It could even be as simple as them having a bad day. Always remember: people are people.


4. Don’t Overstay Your Welcome

The goal isn’t to close on the first call—it’s to build trust and keep the door open for future conversations.

  • Keep it Short: No one wants a 20-minute cold call.

  • Be Respectful: “I’ll let you go, but before I do, can we grab 15 minutes next week to dive deeper? If it’s not relevant, no harm done.”


5. Position Yourself as an Expert

Show them you’re not just another salesperson—you’re a resource they can rely on:

  • “I work with [role/industry] every day and see these challenges come up constantly. Let me know if I can share what’s working for others.”

  • This positions you as a partner, not a pusher, and makes it easier for them to say yes.


6. Ask for Permission to Stay in Touch

If they’re not ready to engage, that’s fine. Build trust by staying on their radar:

  • “Totally get it if now’s not the time. Can I keep you in the loop with updates or insights I think could be valuable?”

When you handle this respectfully, you’ll be top of mind when they’re ready to engage.


Final Thoughts
Cold calling isn’t about hard sells or desperate pitches. It’s about leading with value, being genuinely curious, and positioning yourself as an expert who understands their challenges. If you focus on helping instead of selling, you’ll turn cold calls into warm opportunities.

Mustapha Capital

Mustapha is an entrepreneur with over 20 years of experience in sales, private equity, and financial services, including nearly seven years at Salesforce. As the founder of Raise Rapidly, he’s passionate about technology, personal finance, and helping businesses streamline processes to raise capital efficiently. When he’s not working, Mustapha enjoys golf, travel, and exploring new opportunities.

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