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Updated: November 19, 2023

38 Comments

4 Proven Upwork Cover Letters To Save You Time And Win More Jobs

This article is about writing effective Upwork cover letters / proposals, so you can spend less time looking for clients and more time doing paid work.

Readers have gotten results like this:

“Not a week later I have now secured not one but TWO long term contracts due to these templates getting me through the door and my work being up to par! Many many thanks!”

Upwork is the largest freelance marketplace online, with thousands of jobs posted every day.

Getting started as a freelancer on Upwork can be tough, because you’re often competing with dozens of other freelancers for a single job, and many of them are well established on the platform, with lots of great ratings and reviews.

So, how can you compete?

Well, it helps to submit A LOT of proposals.

In the words of Wayne Gretzky…

You miss 100% of the shots you don’t take.

And it follows that the more shots you do take, the more likely you are to score.

But you should also ensure that you’re submitting QUALITY proposals, proposals that will help you stand out from the crowd and give you a solid chance of winning the job.

So, QUALITY and QUANTITY.

That’s what you should be aiming for.

And that’s where the following list of Upwork sample cover letters can help. They will enable you to apply for more jobs without resorting to obvious copy-and-paste tactics.

Each sample below is derived from a real cover letter that won a real job on Upwork.

I’ve included screenshots of the original job postings and cover letters so you can see exactly what the job was and how it was won.

Below each sample you’ll find a corresponding template you can use to quickly craft your own proposal for ANY job on Upwork.

There are 4 templates in total:

  1. The Short And Sweet
  2. The Screencast Standout
  3. The Honest Newbie
  4. The Quick Lister

Note that each sample you’re about to see was submitted by a member of our private Freedom Business Builder community. Two of them were responses to job invites, and two were cold pitches.

Alright, here are the cover letter templates…

The Short And Sweet

This first proposal sample comes from Justin, a freelance web designer and digital marketer.

The Job Description

Upwork Cover Letter: Justin Job Description

The Cover Letter

Upwork Cover Letter: Justin Proposal

The Result

Justin was hired for the job at $50/hour.

Upwork Cover Letter: Justin Job Secured

The Template

Justin explains:

I typically use the same model for Upwork proposals: I ask about 3-4 relevant questions about the job in the first paragraph, and I qualify myself in the second paragraph.

So the template is as follows:

Hello [Client Name],

[If applicable: Thanks for the job invite.] It’s a pleasure to meet you. [Ask 3-4 short but relevant questions about the job here. This shows that you’ve read the description and know your stuff, and also invites the client to begin a conversation with you.]

[Qualify yourself briefly here. 1-2 lines that communicate why you’d be a good fit for this job.]

Best regards,
[Your Name]

Notes

  • Justin addressed the client by name at the beginning of his cover letter, even though the client never mentioned their name in the job description. Often you can find the client’s name mentioned in the reviews section of their profile. Going to the effort of finding their name and including it in your proposal will help you stand out from the crowd.
  • Keep in mind that Justin was invited to this job, which gave him a much better chance of being hired. I asked Justin about this and he believes the key to getting hired is his strong profile and track record on Upwork.
  • Justin taught himself web design in a two-month period, then started on Upwork at $9/hour. A little more than a year later he’d also taught himself digital marketing and was earning $45-55/hour consistently. Read more about his journey to Upwork success here.

The Screencast Standout

This next proposal sample comes from Natalia, a freelance copywriter.

The Job Description

Upwork Cover Letter: Natalia Job Description

The Cover Letter

Upwork Cover Letter: Natalia Proposal

See Natalia’s screencast here:

Natalia explained to me via email:

This was my very first proposal screencast. It saves time to make a screencast to review a client’s website rather than writing endlessly to explain what you mean.

This proposal was an answer to an invite to apply, but he invited a few people so I wanted to stand out.

The Result

The client was impressed:

Upwork Cover Letter: Natalia Client Response

Natalia ended up getting paid $350 for this job, but that wasn’t the end of it:

I’m still working for this client, and he is constantly thinking up new jobs I can do for the campaign because he is always happy with my work.

Upwork Cover Letter: Natalia Result

The Template

First, a warning:

  • You should be selective including screencasts as part of you cover letter. They are are not always appropriate. Use them if you find yourself trying to explain something to a client in writing that would be more easily explained on screen.

The template is as follows:

Hello [Client’s Name],

[If applicable: Thank you for your invitation.]

[Share a link to your screencast and briefly explain what it contains. You want to give the client a compelling reason to click the link and watch. Tell them what benefit they will get from it and note that it will only take up a few minutes of their time.]

[1 paragraph explaining why the job appeals to you. Bonus points if you can share why the goals of the client resonate with you personally.]

[1 paragraph sharing an example of your work, ideally closely related to the job you’re applying for.]

If you want to collaborate with me let’s discuss it in more detail over the chat.

Kind regards,
[Your Name]

The Honest Newbie

This next proposal sample comes from Gray, a freelance graphic designer.

The Job Description

Upwork Cover Letter: Gray Job Description

The Cover Letter

Upwork Cover Letter: Gray Proposal

The Result

Gray was hired to do the job at a 10% discount, but that was only the beginning. As he explained to me via email:

This also led to ongoing work and was for the guys who I am pricing up that $8,000 job for. Its looking like it is going to be a bit more than that btw. Its for a complete game, and Im currently going through the spec with them bit by bit.

The Template

Gray explains:

I came at it with an honest approach and said basically ‘look, I have a lot of experience, but none on upwork, help me out and Ill do it for a 10% discount. Win win.’

The template is as follows:

Hello [Client’s Name],

I’d really like to work with you on this one if possible!

I do have a couple of questions, but first I’d like to make you an offer and some background so you can check my work out.

[Short paragraph explaining your work experience relevant to the job.]

However, I am new to Upwork and looking to get a few clients that I can build upon. If you take a look at my work and feel that I could help you, I’ll do it for a 10% discount.

You’ll get all the expected stuff like a great professional service and a fast turn around, at a bit less, and I get a bit more exposure.

[If applicable, include a link to your portfolio website here, or invite the client to check out the work samples you’ve attached to your proposal.]

[Ask 1-2 short but relevant questions about the job here. This shows that you’ve read the description and know your stuff, and also invites the client to begin a conversation with you.]

If the above offer sounds like something you would be interested in, I’d love to hear from you.

Regards,
[Your Name]

Note that the template above doesn’t contain the word TOKYO, which was included at the top of Gray’s cover letter. Gray added that as a response to the client’s request at the bottom of the job description. Many clients use this trick to quickly determine if you’ve actually read the job description.

So… make sure you actually read the job description!

The Quick Lister

This next proposal sample comes from Susan, a freelance editor and proofreader.

The Job Description

Upwork Cover Letter: Susan Job Description

The Cover Letter

Upwork Cover Letter: Susan Proposal

The Result

Susan explained to me via email:

I bid $125, and it was accepted immediately. This job took me 90 minutes to complete and 30 minutes to double check. As this was a legal document, I was careful to edit in a way that did not change the meaning of any of the sentences. This Swiss lawyer had English that was near perfect.

I delivered the files within 2 hours and the client added a $40 bonus to my payment and left me 5-star feedback. $165 for 2 hours is a pretty good rate.

Upwork Cover Letter: Susan Review

The Template

Hi [Client’s Name],

I would be happy to work on your [document/job/whatever] immediately.

[Numbered list covering the most important requirements mentioned in the job description, and how you plan to meet them. This shows that you fully understand what’s needed and have a plan for making it happen.]

[1-2 paragraphs detailing your background/expertise, as relevant to the job at hand.]

What you’ll receive:
[Short list that paints a clear picture of what you will deliver (and by when) should the client hire you to do the job.]

Send me a quick message and we can figure out if we are a good fit to work together!

[Your Name]

Notes

  • Not included in the template: the “Code 833” at the top of Susan’s proposal. This was a response to the client’s request hidden within the job description. Many clients use this trick to quickly determine if you’ve read it thoroughly.
  • Want to know how Susan earned €1,226 in just her second full month working online? Check out an interview with her here.

What To Do Now

Five things:

  • Pick your favorite template above, jump on over to Upwork, find some jobs you like, and use that template to quickly craft and submit effective proposals. (Make sure each proposal counts by learning how to avoid scams and find the best jobs on Upwork.)
  • Report back and share in the comments below what kind of response you receive.
  • If you’re not getting any response at all, screenshot one of the jobs you’ve applied for, and your cover letter, upload both screenshots to imgur, and post the links in the comments below. We’ll take a look and suggest some changes to help you get more responses and win more jobs.
  • Join 21,773 subscribers and sign up for our weekly newsletter below. You’ll receive an email every Friday packed with tips and insights to build your online business.

Get more Upwork success tips

This article is part of an 8-part series:

About The Author
Niall Doherty – Founder and Lead Editor of eBiz Facts Born and raised in Ireland, Niall has been making a living from his laptop since quitting his office job in 2010. He's fond of basketball, once spent 44 months traveling around the world without flying, and has been featured in such publications as The Irish Times and Huffington Post. Read more...

38 thoughts on “4 Proven Upwork Cover Letters To Save You Time And Win More Jobs”

  1. Hi,
    I have been an Upworker for the past several years. But of late, only very few clients are contacting me for jobs, and I could not figure out the reason. After going through community discussions, I figured out that rewriting proposals can help a bit. So I am trying to do that. This blog post is really interesting, and I could get some ideas from this. Thanks a lot for sharing.

    Reply
  2. Hey, Thank you so much! I read your blog post the previous night and sent a proposal according to your first 1. The short and sweet. I applied it and tomorrow morning I saw a reply from that client. Thank you so much. It is crazy. I am going to subscribe you to get more and more beneficial posts.

    Reply
  3. Hi Nail,
    I read this writeup and some other posts (the profile remodeling and scam flags) and I have to say, I was really pumped and I put them to work. A few days later, I got my first gig. I finished in record time and got an excellent review. It’s just that after that, I’ve got nothing else. After a lot of proposals using the techniques above, I get a few responses but nothing serious. Any advice?
    Thanks for the tips and the first job, tho’ and thanks in advance for any tips.
    David

    Reply
    • Hey David,

      It could be a number of things, hard to know just from what you’ve written. But ultimately pitching for jobs on Upwork is a numbers game. You have to keep pitching as much as you can and perhaps even lower your rate to get the first few jobs and reviews. Once you have more reviews it becomes easier to get jobs.

      Reply
  4. Thanks for the helpful tips. I’ve already had some successful contracts on upWork, and do use some of the ideas (such as addressing by name.) I’d like to increase my percentage of contracts won, and hope to do so by following some of your other tips. I’ll report back next week, after I’ve tried a few.
    Cheers!

    Reply
  5. I cannot thank you enough for sharing this information! I used a mix of a The Honest Newbie & The Quick Lister for my very first proposal on UpWork. I got a contract back later that day!

    Thank you!

    Reply
  6. Hi Niall,
    I have been trying to freelance on Upwork for the last few months, but am getting little interest from potential clients. I am an architectural designer with 13 years experience, but have no college degree. I write cover letters offering to help with the problem the clients listed about design or construction, list the services I can give them, attach samples of my previous work, and tell that I am ready to start if they are interested. So far nobody is. It is discouraging to keep submitting offers for work that are ignored, when I try to be friendly, professional, and interested. What am I doing wrong do you think?

    Reply
    • Hi Amber,

      It’s hard to know what the issue is based only on what you’ve shared here. But first thing I’d say is that if you’ve submitted less than 20 proposals, you should keep trying. You can keep tweaking and experimenting with your proposals, but ultimately Upwork is a numbers game. Even the best freelancers on there probably win no more than 30% of the jobs they pitch for. And starting out it’s probably more like 5-10%.

      Secondly, it might be worth lowering your rate for a while, if you haven’t already. Do that in combination with the Honest Newbie template above and see how you get on.

      Reply
  7. Thank you Nial.

    I combined your two templates No.4 + No. 3 in order to write my proposal yesterday.
    And I got the first job out of 5 proposals.

    I really appreciated it!!!.

    Reply
  8. THANK YOU SO MUCH FOR THIS! I was able to get my first job within my first round of sending out only 6 proposals because of these templates! As a student this was such a great feeling.

    Reply
  9. Hi Niall Doherty.
    My name is Jay and Thank you for sharing your great experience Knowledge here.
    I has just start on upwork. and this will be big help for me.
    If i says honestly then i was completely tired because there is no activity acting on my profile. i have tried many things to get clients but i just got only one client in a month which is not good. and was looking for guidance and it’s my pleasure that i meet you here on your home(website).
    I have just read your most of articles and i would like to follow your steps. I am very exciting to leave a screenshot of my next success here on your site by following your words.
    do you like to give me any suggestions!!
    great regards,
    Jay R.

    Reply
  10. This article really gave a boost to my aspirations. I believe you have just jump started my career on Upwork. Thank you.

    Reply
  11. So, Susan, in her linked interview, mentions a specific course she took with you, Niall (or perhaps it’s one you made?). She mentions that this course was what she believed helped her in her 30-day experiment with Upwork. I’ve clicked around and can find nothing but the Facebook group. What is the course she’s referring to, and are you still offering it?

    Reply
    • Hi Sarah,

      Yes, I had a course (originally called “3 Months -> $1k” … later rebranded as “Freedom Business Builder”) that was available for almost 3 years but I closed it at the end of November 2018. The Facebook group for the course is still active and our Patreon supporters get access to it.

      Are you looking to do similar work to Susan?

      Reply
      • Thanks for replying, Niall!
        Yes I am looking to do the same line of work. I’ve landed a few jobs and would love some tips about how to really take off on Upwork.

        Reply
  12. Thank you so much for this, i find very helpful. I will definitely make use of these templates especially the 1st and 4th ones. Thanks once again

    Reply

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