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Recently, I was featured on the JB Sales Live show to break down my LinkedIn strategy for booking high-quality meetings.
Today, I'm sharing the exact messages that landed me meetings with 2 enterprise accounts (1,000+ employees) and 1 mid-market company.
My LinkedIn approach is simple, I use Linkedin for:
Find the right signals: I look for compelling events, buying triggers, and real challenges the account is dealing with.
Sending relevant messages that address specific pain points
Let's analyze these 3 successful outreach examples and why they worked.
Let's get cooking!
Message 1: Enterprise Technical Buyer (7,000+ Employee Company)
The Message:
Why It Worked:
Used a specific trigger: Pulled directly from their LinkedIn job description: I referenced their recent Data Mesh Platform transition
Called out a real pain point: Tied their Data Mesh transition to a common struggle: data discovery. More data assets = more time wasted searching for the right data.
Made the impact clear: Showed how this problem isn’t just annoying, it costs time and money = cost of inaction.
Ended with a question: I asked if they even use a data catalog for this. Not every data team does, so it opened the door for a convo.
Message 2: Enterprise Technical Buyer (1,700+ Employee Company)
The message:
Hi Joel, heard Yarin Benado on the Data Engineering show
mention that Gong is integrating data from different sources.
This process can be a real headache.
Our data catalog simplifies it, so you spend less time on
integration and more time using your data.
Have you looked into a data catalog before?
Why it worked:
It was relevant: Mentioned their colleague’s podcast appearance
Called out a real pain point: Referenced a challenge their data team actually talked about, plus the impact.
Offered a solution: Connected their challenge directly to what we solve (our data catalog).
Ended with a question: I asked if they even use a data catalog. Not every data team does, so it opened the door for a convo.
Message 3: Mid-Market GTM Leader (100+ Employee Company)
The message:
Why it worked:
Trigger: I found a LinkedIn post from their colleague about hiring an SDR (178 applicants!). I took the time to review their job description and hiring process.
Relevant Pain Point: I called out a real challenge: standing out in a competitive SaaS market in NYC (against companies currently hiring like Aircall, Sigma, and Ramp). This shows I understand their world and can actually help.
Low-Friction Ask: Instead of pushing for a meeting right away, I offered a quick 2-minute video, an easy, no-pressure way to start the convo.
Subtle Social Proof: Mentioning well-known SaaS companies signals that I get high-growth hiring strategies, making my insights more valuable.
How to Copy This Recipe?
Do Your Homework: Before reaching out, find something real: a challenge, a compelling event in their company. Check LinkedIn, their content, or even external sources.
Analyze it & highlight a gap: meaning what's the impact of what you find on their business?
Use Social Proof (When It Makes Sense): reference similar customers, competitors or industry benchmarks for credibility.
Make It About Them: Nobody cares about your product. They care about their problems. Show them how you fix it.
Keep It Low-Effort: Offer a quick video, an insight, or ask a simple question to start a convo.
Keep the message natural & value-driven
This is how outbound should be done!
And by the way, these messages work for email too. Or even better? Use the research as a talking point in your cold calls.
What LinkedIn outreach strategies have worked for you? Would love to hear what’s been effective!
Let's get cooking!
See you in the next newsletter.
👨🍳 Elric
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