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18 contributions to Six-Figure Freelancers
⏱️ 2-Second Poll: Where do you want to aim next?
SIXers... Everything I’ve shown you so far—TARGETS, PAYLOAD, TIMING—I learned from starting on Upwork. But the three dials don’t care where you use them. These matter for the cold outreach I'm doing right now, too. They matter when I reach out to potential affiliate partners. They matter whenever you are communicating with anyone, to accomplish anything. Upwork is kinda like a "lukewarm, halfway in between cold and hot" outreach. It's why I always compare job boards to Tinder. But... Taking shots, looking for evidence instead of proxies, and keeping a floor work anywhere you’re trying to turn a stranger into a deal. So where should we aim next? Please vote below, and if you're feeling really extra credit, do us a BIG favor and say which SPECIFIC type of outreach channel you're interested in.
Poll
27 members have voted
1 like • Sep 28
I don't even know at this point 😅
🔥 AUCTION OVER! THE PROPOSAL THAT RETIRED ME FROM UPWORK
The auction has ended! Congratulations to @Gasper Crepinsek for taking home my very own "Upwork Retirement Proposal" and a big stack of bonuses for the very nice sum of 35,000 pennies! JUST IN CASE YOU MISSED IT, HERE'S WHAT WENT DOWN... Get the exact Upwork proposal template I used to land $159,000 in low-stress retainers while I work 15-hour weeks and travel the world. ⬇️⬇️⬇️ I don't freelance on Upwork anymore. Not because it stopped working. Because ONE proposal template worked so well it retired me. 👉 $159,000 in contracts. 👉 Clients who hired me over 50+ other applicants. 👉 Clients who APOLOGIZED for wasting my time when they couldn't afford me. 👉 $12k retainers from people who'd never met me. Now, I hire people to push the buttons while I look at graphs and tell jokes on Zoom calls. In May, when we go to Japan for 2.5 weeks, other people will keep my machine running while I eat raw fish next to Mt. Fuji. All from Upwork clients. The place everyone says has zero high-paying clients. 🙄 Here’s what we’re gonna do. Grab a walker. Amble on over to the cafeteria and snag a cup of prune juice. Then meet me in the day room and let’s reminisce about the good ol’ days when Upwork was still Elance… 🎉🎉 Welcome to the Upwork Retirement Auction! 🎉🎉 Winner gets the Upwork proposal template that retired me from Upwork—plus, I’ll show you how to “reverse engineer” it for any job your heart desires. Bids start at one cent. Bids can only go UP by one cent. AND... EVERYONE who bids at least one penny in the auction gets a free bonus: The Profile Rescue Kit, which'll fix everything wrong with your profile (that clients actually care about) so you can stop obsessing over which angle to take your next headshot pic. 🤯 But wait, there's more...lol. 🤯 IF... If we get a ton of action on the auction, we'll unlock truckloads of additional hot bonuses for you to stuff in your pockets. One more thing: You're getting the exact proposal structure that pulled six figures out of a platform I no longer compete on.
🔥 AUCTION OVER! THE PROPOSAL THAT RETIRED ME FROM UPWORK
1 like • Apr 3
Congrats! I completely missed this - my reg job was kicking my butt yesterday
What do you desire?
What else could I throw in to this auction to make it a complete NO-BRAINER for you to bid a penny? Quick recap: This penny auction is going down on Thursday. For a single cent, you could win the exact proposal template I used to land $159,000 (and still counting) worth of contracts from Upwork. Friggin' fantastic! But what ELSE do you want? Here's a few ideas I had, and feel free to drop a comment with whatever YOU'D love to get.
Poll
20 members have voted
What do you desire?
2 likes • Mar 31
I desire to close my freight brokerage at the end of 2027 and have a remote gig that pays my enormous health insurance premium with room to live. Continued work freedom without working to just pay insurance.
1 like • Mar 31
@Nick Bandy I think the only way to meet goals is to be concrete and specific. Wishy washy has not done me good 🤷‍♀️
WOULD YOU BID A 🤯 PENNY 🤯 FOR MY $147,000 PROPOSAL?
I don't freelance on Upwork anymore. Not because it stopped working. Because ONE proposal template worked so well it retired me. $147,000 in contracts (well, actually $159,000 now). From one basic structure that paid off over and over...so I rode that horse off into the sunset. Clients who hired me over 50+ other applicants. $12k retainers from people who'd never met me. Now, I hire people to push the buttons while I look at graphs and tell jokes on Zoom calls. In May, when we go to Japan for 2.5 weeks, other people will keep my machine running while I eat raw fish and nod at reports. This Friday, I'm sending over a proposal for another $5k to $15k retainer (depends) from an existing client--again, from Upwork--for 5 to 10 hours a week of extra work. All money from Upwork clients. Now... I've thought about how to sell this thing. I could bundle it into a course. Do a whole launch. But honestly? That sounds exhausting. And I realized most people don't WANT another course. So here's my dumb idea instead: A penny auction. Bids start at one cent. Bids can only go UP by one cent. If it sells for 31 cents, so be it. That's on all of you. Here's the thing though... I'm not doing this for just a handful of people. If I get enough PENNY comments below, we run it. If not, I'll find something else to do with my Tuesday. I'd rather go play on a plastic slide with my daughter than sit here like a sad sack waiting for comments to roll in. One more thing: The person who wins this isn't getting some dusty template from 2012. You're getting the exact proposal structure that pulled six figures out of a platform I no longer compete on. Which means ZERO competition from me using it. You're welcome. So here's what to do: You'd bid a penny? Drop PENNY below 👇 You think this is stupid? Drop BAN ME below 👇 Either way I wanna hear from you. Your acquaintance, Nick P.S. Is a penny auction stupid? We'll find out together.
WOULD YOU BID A 🤯 PENNY 🤯 FOR MY $147,000 PROPOSAL?
1 like • Mar 24
penny
What are you reading?
Any bookworms in the house? What are you reading right now? I'm finishing up "Start With No" by Jim Camp. What about you?
What are you reading?
0 likes • Feb 17
i am a huge reader - everything from the Bible and Christian reading to Nicholas Sparks and John Maxwell - no horror or smutty romance LOL
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Holly Williams
3
19 points to level up
@holly-williams-9647
Freight broker - rancher's wife - Amazon reviewer - Recommender on BeNable - Adrenaline Junkie

Active 9h ago
Joined Dec 5, 2025
Montana
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