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In this video tutorial, the speaker highlights the common reasons why 86% of Upwork users fail to earn any money despite submitting numerous proposals. Key failures include focusing on their own needs rather than the client's preferences, prioritizing the quantity of proposals over their quality, and sending proposals too hastily without personalization. The speaker emphasizes the importance of crafting proposals that address the client's requirements and using a customized cover letter template that has proven successful. By shifting the focus from self-interest to client needs and improving the quality and personalization of proposals, aspiring freelancers can enhance their chances of success on Upwork.