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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:

(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:

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:

Sign up for exclusive updates, tips, and strategies

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:

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.

Here’s one of the answers I got:

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:

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.

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

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:

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.

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.

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:

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

Tips & Tricks For Making More Money Online

How To Write An Upwork Cover Letter: 5 Tips + Free Template

One of the reasons most freelancers struggle to land clients on Upwork is failing to write a convincing cover letter.

The cover letter is the main component of your job proposal and if you don’t write it well, you won’t be able to get the client’s attention.

Each client who posts a job on Upwork gets dozens and sometimes hundreds of proposals from freelancers. And the only way to grab their attention is to write a cover letter that addresses their needs and requirements.

So if you’re new to Upwork and trying to land a client, keep reading. This guide will help you write better, more focused, and well-optimized Upwork cover letters to get more responses from your clients.

What Is An Upwork Cover Letter?

The cover letter is an essential part of a resume or CV. Normally, when you’re applying for a job, you include a cover letter with your CV to let your potential employer know why you’re applying for the job, what kind of goals you have, and why they should hire you for the position.

Upwork cover letters use the same concept. Whenever you’re applying for a job on Upwork, you now have to fill out a section called Cover Letter.

Here, you can write a detailed yet concise message to clients explaining how you can help the client and why you’re the best person for the job.

As you can imagine, this is a crucial part of a job proposal that will determine whether you will get the job or not.

Before You Apply For Jobs..

Before you apply for jobs and start writing cover letters, make sure you complete the following steps. Because without these steps, clients will never hire you, even if you write the perfect cover letter.

1. Improve Your Communication Skills

Improving your communication skills is the first thing you should do before applying for jobs.

Learn to write better messages to clients and learn the proper etiquette for writing emails. You can follow this guide to learn more about it.

Also, I highly recommend that you take an online course on copywriting and business communication. Think of it as an investment in yourself.

And it will go a long way to help you write great proposals, cover letters, and communicate with clients like a professional.

If you’re interested, start with these Skillshare classes:

• Business Communication Skills: Write & Speak More Professionally
• Copywriting: Essential Skills For Writing Engaging Marketing Copy
• Professional English Emails: Write Clearly and Effectively

2. Optimize Your Upwork Profile

The next thing you need to do is optimize your Upwork profile.

When you apply for a job and send a proposal to a client, one of the first things they do is check your profile.

Now imagine doing all the work to find the perfect job and write a great cover letter while you have a terrible profile. It will only send those potential clients away. Don’t make that same mistake.

I wrote a complete guide on creating an effective Upwork profile. Give it a read and optimize your profile accordingly.

3. Gather Some Samples

Now, you can say all you want about your skills and abilities in your proposal but the client will never believe you if you don’t have hard evidence to back your claims.

So make sure you have some samples of your work to show the clients.

If you’re a writer, you can include links to your previously published articles.

If you’re a graphic designer, you can include a link to your portfolio.

If you don’t have any links to show, attach sample documents and files in the proposal.

4. Ask For The Right Price

When using Upwork to find jobs, asking for the ideal price is very important. Because it’s always going to be a bidding war between freelancers.

But the key to finding the right price is not to ask too low that clients think you’re desperate. Or ask too much that turns clients away.

To figure out the sweet spot between the two, you can check the Upwork services section.

Browse the category related to your work to see what other freelancers are charging for similar jobs.

Then come up with a price that fits your client’s budget and the regular rates at the same time.

5. Only Apply For The Right Jobs

There are some freelancers out there who apply to every job that comes up in their feed while copy-pasting the same cover letters and proposals.

This is a huge mistake that will get you nowhere.

Learn to pick the right jobs that fit your set of skills. Find jobs that have detailed descriptions that give you more information about the job. So that you can research the client and their industry to write better cover letters.

What To Include In Your Cover Letter

Once you complete all the initial steps to optimize your profile and writing skills, here are the most important points you need to cover in your cover letter.

• Address the client by their first name (eg: Hi John,)
• Mention that you’ve read the entire project description
• Do some research to understand what the client is asking for
• Provide solutions to the client’s pain points
• Mention why you’re the perfect person for the job with facts (eg: I have 5 years of experience in social media marketing and I worked for client X)
• Show examples of your previous work, portfolio, or client case studies
• In the end, mention that you have a strategy in mind for the client’s project and ask them to DM you for details
• Remember to keep it short, detailed, and concise

You’ll see how all these points come together in the example and the cover letter template below.

How To Write Cover Letter for UpWork

It’s best to write the cover letter on different software like Google Docs or MS Word and then copy it over to Upwork. You wouldn’t want to accidentally hit send while you’re writing the cover letter.

As I mentioned before, learning to write well is very important. Taking a copywriting class will not go to waste.

Take all the key points I mentioned in the previous section. Write in friendly and simple words to describe your proposal for the client.

Here’s a quick Upwork cover letter example to show you how it’s done:

Hi John, I read your entire job description and I think I’m the perfect person for the job. Here’s why: -I noticed that you’re looking to build an online store website. I think WordPress is the best platform to build your website and I have over 5 years of experience building WordPress sites -I’ve built WordPress websites for many clients including CocaCola and Pepsi -Here are just a few of the links to websites that I’ve recently built for other clients (include links here. Or attach your sample documents) -I have a really great concept idea for building your website that will make your brand look even better than your competitor (Do research to find the competitors and mention the name here). Send me a DM or respond to this proposal so we can discuss more details I’m really excited about this project and to work with you to build something amazing. Looking forward to your DM. -Your name

See how simple and concise that looks. And we covered all the key points in that 150-word cover letter. You can easily edit this message to include skills and experience related to your industry.

There are also great tools you can use for writing your cover letter online . They offer more professional-looking layouts that you can easily customize, which are ideal for applying for not just freelancing jobs but for any type of job application.

Free Upwork Cover Letter Template

I made a more beautifully formatted Upwork cover letter template that you can use when applying for jobs. You can download it below.

Make sure to edit and customize this template according to your needs.

10 Tips For Writing Professional Cover Letters

Follow these quick tips to make your cover letter look more professional.

1. Personalize Your Greeting

Avoid generic greetings like “Dear Sir/Madam” or “To Whom It May Concern.” Take the time to find out the client’s name and address them directly. A personalized greeting shows that you’ve done your homework and are genuinely interested in the job.

2. Start with a Strong Opening

Grab the client’s attention right from the start. Mention the job you’re applying for and briefly state why you’re excited about the opportunity. Highlight a key skill or experience that makes you a perfect fit.

3. Highlight Relevant Skills and Experience

Focus on the skills and experience that are most relevant to the job. Use bullet points to make this information easy to scan. Be specific about your accomplishments and how they align with the project’s requirements.

4. Show Enthusiasm and Interest

Clients appreciate freelancers who are genuinely interested in their projects. Express your enthusiasm and explain why you’re excited about the opportunity. A passionate approach can make you stand out from other candidates.

5. Address the Client’s Needs

Show that you understand the client’s needs by referencing details from the job posting. Explain how you plan to meet those needs and solve their problems. Tailoring your cover letter to the specific job demonstrates your attention to detail.

6. Include Samples or Links to Work

Provide links to your portfolio or attach samples that are relevant to the job. Seeing your work helps clients assess your skills and makes your application more compelling. Ensure the samples showcase your best work and are easy to access.

7. Keep It Concise and Focused

Clients are often busy and may not have time to read lengthy cover letters. Keep your letter concise and to the point, ideally no longer than one page. Focus on the most important information and avoid unnecessary details.

8. Proofread Carefully

Spelling and grammar mistakes can make a poor first impression. Proofread your cover letter carefully to ensure it’s error-free. Consider asking a friend or using a tool like Grammarly to help catch any mistakes.

9. End with a Call to Action

Conclude your cover letter by expressing your eagerness to discuss the project further. Invite the client to contact you for an interview or to ask any questions. A clear call to action can help move the process forward.

10. Follow Up if Necessary

If you haven’t heard back within a week or so, consider sending a polite follow-up message. Reiterate your interest in the project and ask if the client needs any additional information. Following up shows your persistence and commitment.

Images via Freepik.com

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