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How to Write a Winning Upwork Cover Letter (+Sample)

Crafting an Upwork cover letter that wins you the job is one of the two things that drive new Upworkers crazy (the other being how to get approved on Upwork ).

This drove me crazy too when I started out. In fact, I must have spent countless hours and sent so many proposals before I started getting replies.

I almost purchased a $300 course just to get access to their community’s Upwork proposal vault.

If you’re in a similar position, you have come to the right place.

In this article, let’s discuss how to write an effective Upwork proposal cover letter that will win you the job.

Let’s get this started!

From Zero to Hero

When I started using Upwork, it was a while until I was able to land a contract.

When I did manage to land my first contract, I thought I had cracked the code and all I had to do was submit the same cover letter again and again.

Here’s what that (cringy and embarrassing) cover letter looks like:

Canned cover letter I used in the early days

(Good thing it happened before Upwork started banning accounts who submit way too many proposals without getting an offer.)

Using that stinky cover letter above, I still receive a few replies. But that’s it — no new offers or whatsoever.

Two realizations hit me:

I knew then that I didn’t crack the code.
Canned, word for word cover letters don’t work.

After three years, here’s my marketing effectiveness:

The graph shows I was hired more often than my interview rate.

Stick until the end and I will show you an example of an Upwork cover letter I used to land a premium deal with a client.

Now, here’s how to make your cover letters better:

Answer the Additional Questions First

Many job postings will require you to answer additional questions besides submitting a cover letter.

Here’s a good example:

An Upwork job post with additional questions

As you can see, the cover letter comes first followed by the additional questions you have to answer.

Naturally, you may spend most of your energy trying to make that cover letter flawless and then, answer the additional questions with a one-line sentence only, like an afterthought.

What you may not know is that when the client reviews your proposal, he will see the additional questions first.

I discovered this when I posted a job on Upwork.

A sample Upwork job post looking for a writer

Here’s one of the answers I got:

An Upwork proposal with one-liner answers

As you can see, clients will see the answers to the questions first. The cover letter will be the last element. That’s why when you see questions in the job posts, focus your energy first on the questions.

In a way, additional questions are more important than the cover letter itself.

Address the Client by Name

Whether it’s an Upwork cover letter, a cold email, or a private message on Facebook, addressing the client by name has a great impact.

After all, names are the sweetest and most important sound in any language according to Dale Carnegie’s How to Win Friends and Influence People book.

But does it really increase the effectiveness of your Upwork proposal?

Well, calling the client by name is just the first part of making your cover letter more personal.

It shows that you have done your research and most likely, the content of your cover letter isn’t canned.

As an example, let’s say that you’re the client and you need someone to write new articles on your website.

One of the proposals you received is this:

A canned cover without any personalization

Would you hire him? Exactly!

The question is, where will you get the name of the client?

How to Find the Client’s Name

It’s easy enough when the job post has the client’s name.

Unfortunately, only around 1 of 10 posts has the client’s name.

If this is the case, scroll down to the client’s recent history and find reviews from past contractors that mentioned the client’s name.

For example, this job post doesn’t contain any clue about who the client is.

An Upwork job post without the client’s name

But on the client’s recent history, you will find two mentions of his name there.

Finding the client’s name on his recent history

Sometimes, you may find different names on the client’s history. Some may have addressed the client as Darren, Karen, or John.

To make matters easier, use the name mentioned in a review from a freelancer with similar services as you.

Let’s say that you’re a content writer. A past content writer left a review and addressed the client as John. In this case, use John in your cover letter.

There may also be instances when the client, together with his name, wrote the name of his company. There’s a lot of gold in here simply because you can make even more research.

One of my clients, when he posted the job, only displayed the company name. There was no clue about the recent history of his name. But since the company name was there, I was able to dig deeper.

Here’s a portion of the cover letter I sent that I’m quite sure caught his attention:

Gave a hint to my client that I've read their about me page

This has led to an active partnership. (I can also confirm that working with his particular client’s team is fun and exciting!)

Show Interest

By that, I don’t mean writing a line that says “I’m interested in your job post.”

There are usually two ways to do this:

Make a suggestion
Or ask a question

Let’s use this job post I found about a client looking for a content writer for his travel website:

Just because the job description was short, it doesn’t mean you have to put in the same effort and make your cover letter short.

This is often a mistake I see new freelancers do.

But how will you add value to a post as short as this?

If I were to submit a cover letter to do this job post, here’s what I would do:

Explain to the client what an awesome about us page is and what it contains. (If you’re not aware, the about us page, in addition to telling your story, is an excellent waypoint to different pages or content on your website.)
Include links to show him what I mean.
Suggest how I can do the same.
Ask him for a link to his website.

You can also show interest by mentioning something that only someone who dug deeper will be able to know. An example of this is the cover letter I showed in the earlier section where I mentioned something about the client’s team.

The Rate Matters

This part isn’t much about the cover letter itself but on what job post you submit your cover letter.

One of the things I have learned over the years is that there could be a mismatch between your rate and how much your client can afford or is willing to spend.

For example, no matter how good your cover letter is, it’s impossible for you to ask a high rate for this project.

How did I know this? Looking at the client’s recent history, he paid someone a measly $25 for an educational blog.

Recent job history of a low rate project

From the client’s recent history, you can be certain that he’s only looking for freelancers with (super) low rates.

One more thing: Avoid low-ballers .

These clients will not pay you for what you’re worth. You will only be wasting six connects which you could have used to submit a proposal to a premium project.

Further reading : There are a few job posts that have a high budget but will actually pay you peanuts — they lure freelancers by posting big budgets. This is one of the things I shared in my tips for Upworkers article . It’s perfect for those who are still starting out in Upwork.

Mention Your Experience

I have read numerous posts from “freelance gurus” that you don’t need experience to land premium contracts.

Although there’s truth to it, it’s not the whole truth.

As a client myself, I would like to make sure that the freelancer has the capability to do the tasks and that he’s willing to learn if he doesn’t have the skills yet.

However, freelancers who have previous similar experience and can prove it will most likely win the contract.

Why? Because it’s more certain that they will be able to do the job better and faster, which is a win for clients who go into hourly contracts with freelancers.

In addition to experience, include samples of related work or outcomes that you know the client will love.

For example, after including relevant samples of my work, this client has responded well to my cover letter and we ended up working together.

How the client responded to my samples in the cover letter

If you don’t have any relevant samples, just create one, and show it to the client.

Include a Call to Action

At the end of your cover letter, invite the client to do something. It’s proven that they will likely do something if you tell them exactly what to do.

It’s tempting to say “Hope to hear from you soon” or “Hoping for your kind consideration”. But it doesn’t really invite the client to do something.

Here are good examples of effective CTA (call to action):

Hit that reply button over there to continue our conversation. (Favorite)
How about we hop on a five-minute call to discuss your business needs?
If you want to collaborate, let’s discuss it more over the chat.

I have been working with different combinations and so far, the first one has worked best for me. However, I don’t think there’s much difference as long as you keep your call to action, clear, specific, and easy to commit to.

Keep a Swipe File of Upwork Cover Letters

If you’re not familiar with what a swipe file is, it’s basically a folder where you keep all awesome ideas, copies, content, and ideas you have encountered.

In this case, keep a swipe file of Upwork cover letters that worked. Then, reverse engineer them and see why they work.

This is actually how I started improving my cover letter. I found and saved the winning cover letters I found online and try to understand why they worked.

I usually have three places where I store them:

OneNote (favorite)
Google drive
Local drive

A piece of advice: save your cover letters that worked.

Here’s mine:

A collection of my own Upwork cover letters that worked.

Since I have a record of what works and what doesn’t, I regularly update and optimize my cover letter to reflect what I recently learned.

That’s how I knew which call to action I thought worked best.

In addition, you may want to include links to your best work too. This makes it easier for you to swap out the samples you want to mention in the cover letter to make sure you only mention the most relevant work samples.

Example of a Winning Upwork Cover Letter

As promised, here is a cover letter I used to land a premium deal with a client.

Note that you can use the pattern I set but make sure you don’t use exact words. This cover letter was designed solely for the certain job post to this cover letter was submitted to.

In a gist, here’s how I did it:

Hey [name] , I’m sure you’ve got a lot of pitches to deal with so I’ll keep this short. I help [your target industry] [the outcome your client would like to get from your service] . In the past, I helped [a previous client you worked with] [the outcome you helped your previous client achieve – should be similar to the outcome the client would like to get] . Here are links to some of my work: – [link 1] – [link 2] – [link 3] [Ask a question or suggest something] Simply hit that “Reply” button over there so we could continue our conversation. Regards, [Your name]

Feel free to use this template.

Win Premium Clients With a Personalized Cover Letter

Writing a winning cover letter is easier than you think. But it will need a lot of practice and trial and error to finally get it right.

As I said, it took me so much time and proposals before I got a reply. From there, I continued optimizing it and seeing what works for my target clients and industry.

I’m definitely positive that as you practice and write more proposal cover letters, you will get better and win jobs.

And if you get lost, try the template I provided above.

Now it’s your turn. Here’s what to do now:

Go back to Upwork and apply what you have learned from this article.
Use the template and check my sample for inspiration.
Get back here and let us know how it went.

And as always, let me know your thoughts by sharing your comment down below.

Alan is the founder of Work Pajama and other sites by Content Growers. When he's not writing here, he's busy helping clients generate more qualified leads and increase sales by educating readers with strategic content and writing blogs.

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25 comments.

I am new and wanted to have virtual work ASAP. Thank you for this blog, will surely help me with my application. Wish me luck!

Stay safe always.

Hey Genera! Glad you find this article helpful to you. I know you can do it! I was able to do it even without experience (or skills) at that time so there’s no way you can’t do it.

Keep it up!

Hi sir I just want to ask in upwork sometimes it offer milestone in specific job how can i break the budget into milestone and what will a put in the description of each milestone ? Thanks God bless

Thanks Alan. Let me go back and re-strategize

Thank you so much for sharing this very informative article. I’m about to start my GVA career… your blog post truly help me a lot. I hope I could make it in this industry.

Good luck on your journey!

I am inspired by your post and I made some notes out of it. I believe it will go a long way to help. Am a newbie in upwork; am good in data entry, typing and I can handle Microsoft Office. But I do not have any past experience in any company or works done before except personal. How do I start, my first cover letter was rejected. Please help out, I will appreciate it. Thanks

My most regards, Hilary

That is tricky since the skills you have are the same skills that 99% of Upworkers have. If I were you, better learn a better skill and try again. For every job post that needs basic stuff, the client probably gets 100+ proposals, so your chance of even being seen is super low. Hope this helps!

thanks so much for this awesome reply of you Alan. We’ve same issue with Hilary. I think your reply here will surely help. Better learn a better skill!

Good to know. Thanks for dropping by!

Thank you for this Allan. This is very useful specially for people like me, just starting careen on being a Virtual Assitant.

Happy to help!

Wow, great tips on writing an effective Upwork cover letter! I completely agree with you on the importance of mentioning your experience.

Including samples of related work or outcomes is also a fantastic idea. It provides concrete evidence of your skills and expertise, and it gives the client a glimpse of what they can expect from you. If you don’t have relevant samples, creating one specifically for the client is a brilliant approach to showcase your abilities.

I also appreciate the emphasis on including a clear call to action (CTA) in the cover letter. It’s true that clients are more likely to respond when you tell them exactly what to do. Your examples of effective CTAs are spot on, and it’s important to make them clear, specific, and easy to commit to.

Overall, these tips are insightful and practical. Thank you for sharing your expertise and experience in writing Upwork cover letters. I will definitely implement them in my future proposals and strive for better results. Keep up the great work!

Your style is so unique compared to other people I have read stuff from. Thank you for posting when you’ve got the opportunity, Guess I will just bookmark this site.

Thanks Eileen!

That’s quite an interesting read. Of late I figured out that it is very difficult to get new jobs in Upwork, though clients are viewing my proposal. So I feel the best way is to rewrite the proposals. Thanks a lot for your input.

Hi Alan, this was very very helpful and am looking forward to learn more from you. I would hope that a Q&A platform will be provided in place for people like us who would wanna feed from your brilliant experience. Thanks!

Thanks, Alin!

Just discovered your content through Google search. Awesome and unique content. Just about to start freelancing on Upwork and I can tell it is of a great help to me. I believe I’ve just find a good teacher here.☺️

Thank you Allan and God bless you.

Hey Patrick!

Appreciate the compliment. I wish you a good fortune on your journey.

Thank you Alan! hope it works. Good luck for everyone.

Hey Alan! Best inspiration tip, Thanks alot.

Excellent information. This article offers practical tips and a clear structure for crafting effective Upwork cover letters. It’s a valuable resource for freelancers looking to stand out and secure projects on the platform.

Thank you for this fantastic guide on writing a winning Upwork cover letter! The tips and sample you’ve shared are incredibly helpful for both beginners and experienced freelancers like myself.

The sample cover letter is a valuable resource. It not only demonstrates the principles you’ve outlined but also serves as an excellent template for crafting our own personalized letters.

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Last Updated on September 6, 2023 by Alan Anthony Catantan

12 Upwork Cover Letter Samples and Examples for Beginners

Ready to kick off your freelance adventure with Upwork? The key to pulling off that first gig is crafting a killer, eye-catching cover letter. Navigating Upwork cover letters as a rookie might seem a bit mind-boggling, but no worries; there is no need to break a sweat.

Crafting the Perfect Upwork Cover Letter

A good cover letter perfectly combines professionalism with personality. It starts with a personal greeting. It should briefly introduce your expertise and connect to the client’s needs. It should also highlight relevant experience and accomplishments and demonstrate enthusiasm for the project. Conclude with a call to action, inviting further discussion. Keep it concise, engaging, and tailored to each unique opportunity. Here are 12 effective sample cover letters for Upwork.

#1. The Engaging Introduction

Hello [Client’s Name],

My name is [Your Name]. I’m excited to join hands with you on [Project Name]. It would be an honor for me to offer my skills and unwavering commitment to ensuring exceptional results. The joy of working on this project with you gives me the commitment to provide quality work.

I can’t wait to contribute my best effort to make your project a great success. Your business aligns with my desire to learn, grow, and show my abilities well. I’m eager for the chance to chat about how I can bring some serious value to your business and be a positive force in its success.

Image source: Pinterest

#2. The Skills Showcase

Dear [Client’s Name],

I am beyond excited to have the opportunity to support your amazing work. Because I have a strong background in [your job], I am very confident that I am good at [specific job skills]. In addition to technical skills, my commitment to excellence is fueled by genuine passion. Your work matches my skills and aspirations perfectly. I love to instill creativity, dedication, and commitment to exceed expectations.

I am ready to dive in and collaborate and I am determined to ensure your project is a huge success. Bringing a unique blend of skills and passion, I am poised to make a significant impact. Let’s start this journey together and create not only success but outstanding experiences and projects.

#3. The Project Understanding

Hi [Client’s Name],

Having meticulously examined the details of [Project Name] in your project description, I am assured of my capability not only to meet but to surpass your expectations. I understand the importance of taking a personalized approach to delivering results that align with your vision. My dedication, paired with my openness to change and learning, paints me as a committed player in your business success. I’m geared up to dive into this journey, ensuring I not only meet your needs but blow past your expectations every step of the way.

#4. The Experience Highlight

With [number] years of dedicated experience as [your profession], I have fine-tuned my skills in [include some specific skills]. Over the years, I have honed my craft, navigated various challenges, and changed alongside the dynamic landscape of [your work]. This adaptability in my career journey positions me as a versatile contributor who can seamlessly integrate into your project. I bring not only a wealth of experience but also a promise to be fast and meet the unique requirements of each endeavor. Let’s work together, and we can bring unparalleled knowledge and change to your business.

#5. The Enthusiastic Pitch

The prospect of contributing to your work excites me. I’m stoked about teaming up and turning your vision into reality. My enthusiasm for the project goes beyond just finishing it – it’s about bringing it to life in a big way. Let’s start this journey together, pooling our efforts and creativity to make your project a great success. I am ready to invest my energy, skills, and commitment to ensure that our industry is not just a project but a celebrated achievement. We’ll work hand in hand to turn your vision into reality.

#6. Attention to Detail

Your work caught my attention, mainly because of [the specifics from the project description]. I understand the importance of tailoring specific aspects that make your event unique. This attention to detail, which is evident in my work, ensures that every aspect of the project is handled with precision and accuracy. I do not consider the intricacies of your work as challenges. If anything, they are opportunities to demonstrate my accuracy and commitment.

I’m pumped to dive deep into your project, making sure the outcome doesn’t just meet but blows past your expectations. Let’s team up and ride this road together—who knows where it’ll take us!

#7. The Results-Driven Approach

I thrive on challenges and am naturally results-oriented. I view challenges as chances to showcase my problem-solving skills and tenacity. It’s not just about ticking off tasks for me; it’s about embracing the opportunity to overcome hurdles. We should raise the bar and go beyond the initial goals. Your project suits my results-driven philosophy, and I’m excited about the prospect of working together to turn challenges into successes. We can combine our efforts to create a success story that reflects more than just our individual commitment to excellence. I’m an asset that will surely turn your business into a huge success.

#8. The Personal Touch

I believe that effective communication is the pillar of a successful collaboration. Clear and transparent communication is a commitment I bring to every partnership. I’m all about keeping the vibe positive in our cooperation. With consistent updates and an open-door policy for chats, I want our work relationship to be not just efficient but also enjoyable. Skill-wise, I’ve got the task covered, and my commitment is all about building trust and transparency in our partnership. Let’s start this journey together, where communication is not just a tool but the foundation of our success.

#9. The Data Entry Specialist

I am excited to contribute my data entry skills to your project. I am well-equipped for data entry positions and proficient in [related software], which in turn underscores my unwavering commitment to accuracy and efficiency. I understand that data entry plays a vital role in the success of any business. My dedication to ensuring that information is handled effectively and efficiently is reflected in my work ethic. I am ready to participate in your business, bringing a blend of technical expertise to a knowledgeable and careful approach to data management. Let’s streamline the process, increase accuracy, and ensure your project benefits from the accuracy I’m committed to providing.

#10. The Project-Specific Example

Your project seamlessly aligns with my expertise in [your field]. I go beyond stating my qualifications. I have provided a concrete example of a similar project I successfully managed. This specific illustration serves to showcase not just my theoretical understanding but also my practical ability to handle tasks identical to those required for your project. I’m a firm believer in actions doing the talking. By throwing out these real-world examples, my goal is to not just tell but show you that I’m not just competent but entirely capable of the task at hand.

I look forward to bringing my craft to your work and showing how my proven work can contribute so much to its success. Let’s collaborate to turn your project into another success story.

#11. The Learning Attitude

I’m reaching out with genuine excitement about the chance to learn and grow through your project. Every project, to me, is a unique opportunity. Not only is it an opportunity to contribute, but also gain valuable insight and knowledge. I’m not just giving lip service to personal and professional growth—it’s evident in my eagerness to take on projects that stretch my abilities. Your project, with its distinctive challenges, is like a playground for me to absorb, adjust, and flourish. I’m eager not just to contribute but also to use it as a stepping stone in my journey of continuous improvement and success.

upwork cover letter sample for beginners

#12. The Future Collaboration

I see our teamwork on [project name] as the beginning of something great. Beyond ticking off tasks, I’m committed to nurturing a lasting partnership that flourishes over time. My dedication goes beyond short-term successes. I aim to go on a joint journey where we both motivate each other to succeed. I believe your project should be more than just a job. We have the opportunity to lay the foundation for lasting unity. I’m thrilled about not just working on [project name] but also co-creating success in our long-term journey ahead.

Final Takeaway

Navigating Upwork as a beginner is all about flaunting your skills, enthusiasm, and dedication. Let these Upwork cover letter samples be your muse. Craft a pitch that screams “you” in the freelancing arena. Stand out by being authentically you—your true passion for the craft is your magic wand on Upwork. Let your uniqueness shine, and watch the competitive freelancing world take notice! After all, at Upwork, authenticity is your secret weapon, and passion is your superpower.