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Author: Steven Alexander Young

Real Upwork Proposal Samples: $20/hour vs $200/hour proposals (+ pricing game)

Posted on December 7, 2022December 22, 2022 by Steven Alexander Young

So far I’ve published both my “GPA” Upwork proposal template and a breakdown of my “Moneyball” proposal writing strategy. But for as long as I could, I’ve avoided the #1 request: Some actual examples of Upwork proposals. The reason is simple… Without the right context, looking at proposal samples usually does more harm than good….

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How to break into Upwork when you’re already a pro (without dropping to beginner prices)

Posted on August 29, 2022September 16, 2022 by Steven Alexander Young

Author’s note: This post was originally an email sent to my newsletter. After last week’s Q&A, Daniel Throssell gave me some brutal feedback: “Some of the earlier questions were a bit dull. Too much factual info.​But what I didn’t like most is that you let one rambling dude ask FIVE QUESTIONS. It just subtly depreciates…

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My “GPA” Upwork proposal template (works for all experience levels)

Posted on June 21, 2022November 26, 2022 by Steven Alexander Young

There are 2 reasons it’s so tough to make a good Upwork proposal template: 1) Every job post is unique. Clients want to feel heard, so a generic one-size-fits-all message is going to fail most of the time no matter how well it’s written. 2) Every freelancer has different assets and experiences. “Insert super-relevant portfolio…

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How to write Upwork Proposals when everyone is better than you (The Moneyball Strategy)

Posted on June 21, 2022October 28, 2022 by Steven Alexander Young

In this post, I’m going to teach you the strategy I use for writing Upwork proposals – the exact same one that lands me jobs at $999/hr:  Most advice for Upwork proposals falls into one of two extremes: Compete on volume: Some people say Upwork is a numbers game, so just send more proposals –…

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5 types of prospective clients (and where to find them)

Posted on January 25, 2021September 16, 2022 by Steven Alexander Young

When debating the best methods to get clients, most people are primarily concerned with Competition. Less = better… end of story, right? But there’s another important lens that’s rarely (if ever) discussed: Awareness. And taking it into account may change how you decide to find clients. To explain, we’ll evaluate freelancing methods through a framework…

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