6 Upwork Cover Letter Hacks to Win Your First Gig

Donald Ngonyo
10:05 pm
July 29, 2023
person using laptop computer beside aloe vera

If you’re new to the world of freelancing and looking to land your first gig on Upwork, a compelling cover letter is one of the most important tools at your disposal. A well-crafted cover letter can make all the difference in getting noticed by clients and securing that initial job opportunity. In this article, we will explore some top Upwork cover letter hacks that will help you stand out from the competition and increase your chances of winning your first gig.

1. Customize Each Cover Letter

While it might be tempting to use a generic cover letter template, it is crucial to customize your letter for each job application. Personalize your cover letter by addressing the client by name and referring to specific details in their job posting. This demonstrates your attention to detail and genuine interest in their project.

2. Highlight Relevant Skills and Experience

Show your relevant skills and experience that align with the job requirements. Clearly outline how your expertise can benefit the client and add value to their project. Provide specific examples of past work or achievements that demonstrate your abilities in the desired field.

3. Show Enthusiasm and Passion

Clients are not just looking for someone with the right skills; they want someone passionate about their work. Let your enthusiasm shine through in your cover letter. Express why you are interested in the project, how it aligns with your professional goals, and why you are the perfect fit for the job.

4. Demonstrate Understanding of the Client’s Needs

Take the time to thoroughly read the job description and understand the client’s requirements. Use this knowledge to address their specific needs in your cover letter. Show the client that you understand their project goals and how you can contribute to achieving them. This will help build trust and confidence in your abilities.

5. Keep it Concise and Professional

While showcasing your skills and passion is important, it’s equally important to keep your cover letter concise and professional. Avoid lengthy paragraphs and stick to the main points. Use a professional tone and language, and proofread your letter for grammatical or spelling errors.

6. Include a Call to Action

Always conclude your cover letter with a strong call to action. Invite the client to take the next step, such as scheduling an interview or discussing the project further. This shows your proactive approach and eagerness to move the conversation forward.


Crafting an effective cover letter is crucial in winning your first gig on Upwork. By customizing each letter, highlighting your relevant skills, demonstrating enthusiasm, understanding the client’s needs, maintaining a professional tone, and including a call to action, you can significantly increase your chances of standing out from the competition and securing your first freelance project.

Remember, practice makes perfect, so don’t be discouraged by initial rejections, and keep refining your cover letter with each application.

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