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1 contribution to Six-Figure Freelancers
Cold email won by a landslide
Not close, either. 15 votes for COLD OUTREACH. Organic inbound took 8. Ads and warm network got 2 apiece. So that's where we're going. Now — I said in that poll that I compare job boards to Tinder, and I want to finish that thought, because it explains this whole thing. On Upwork, somebody posted a job. They have a budget. They have a deadline. They have already decided they're hiring somebody. The only question left is WHO. That's Tinder. Everyone in the building is there for the same reason. You still have to not be weird about it, but the hand is already up. Cold outreach is the grocery store. Same you. Completely different odds. And the difference has nothing to do with how good you are at your job. Here's the good news though, and it's bigger than it sounds. You don't need a new system for this. 🎯 TARGETS. 💣 PAYLOAD. ⏰ TIMING. Same three dials. They don't care whether there's a job post involved. But two of them get harder — and one of them stops being a dial and becomes the entire machine. 🎯 TARGETS gets harder, because nobody filtered the list for you. On Upwork you can pull up a client's history and decide in thirty seconds. Cold, there is no history page. You're building the list yourself, which means you can aim literally anywhere. Which is exactly why most people aim at "businesses in my city" and then wonder why nothing lands. 💣 PAYLOAD gets harder, because there's no job description to respond to. On Upwork, they TOLD you what they want. Cold, you're guessing. Evidence still beats proxies. But now your evidence has to be about THEM — not about the job they posted, because they didn't post one. ⏰ And TIMING? TIMING becomes everything. Think about what a job post actually is for a second. It's a timestamp. It is somebody standing up and announcing "I need this NOW." That is the single most valuable piece of information in the entire transaction — and on Upwork they hand it to you for free, a few hundred times a day, with a budget attached.
Cold email won by a landslide
1 like • 18d
My best client probably hired me right after a wealth manager with half the skill and half the success stories got hired instead of them.
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Kevin Casey
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@kevin-casey-5955
Entrepreneur. Two Businesses. Recovered commission breath salesperson. Clean since 2013. Sell without selling out. (un)selling

Active 7d ago
Joined Sep 23, 2026
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