My name is Jamie. I’m a B2B freelance writer and blogger. And I'm here to help you take the guesswork out of content marketing and blogging. Thanks for stopping by!

How to Land High-Paying Clients on Upwork

How to Land High-Paying Clients on Upwork

I have been a freelance writer since 2016 and I’ve found many clients on Upwork. I usually avoid telling other freelancers that because I tend to get the side-eye when I do. 

More seasoned freelancers can’t wait to tell me how Upwork is for bottom-feeders and clients who only want to pay $5 an hour.

Or some freelancers think Upwork is a place for “freelancers who don’t respect their work.” (Someone actually said this to me in a Facebook group once.)

Why I Freelance on Upwork

On some level, I understand the Upwork hate because, in all honesty, there are plenty of low-paying clients on Upwork. I have certainly encountered my share of them. 

But I have found a lot of good clients on Upwork too. Clients that pay well and that I still work with to this day. 

I like Upwork for the same reason that many freelancers probably hate it — because it’s a level playing field. 

On Upwork, it’s doesn’t matter if you have a Master’s degree in Journalism. It doesn’t matter whether you were an English teacher for 10 years or if you spent the past decade as a stay-at-home mom, like me.

We all pitch the same clients and we all get to set our own pricing.

How to Find Great Clients on Upwork

And that’s what is so funny to me about the complaints about Upwork. You get to set your own pricing and pick who you work with!

I don’t know that Upwork is the best solution for everyone. And you do need to learn how to build a pipeline of leads and figure out other ways to find clients. 

But it always surprises me when I see other freelancers who can barely find clients and are unwilling to give Upwork a try. 

I started thinking about my experience with Upwork and why it has been so much more positive than the experience most people have. And I think it comes down to a few key things.

Expect to Find Good Clients

I hate to break it to you but if go on Upwork only expecting to be paid pennies for your work, that’s probably all you’re going to get. You have to approach Upwork believing that there are good clients there and if you do the work, you’ll find them. 

Of course, this is easier than it sounds. Beliefs aren’t simple things to change, especially since we aren’t always aware of them. This is where it can be really helpful to get feedback from other freelancers who are a few steps ahead of you. 

For over a year, I charged a per-word price for blog posts. I thought that was a pretty good rate and I was easily able to find work. But over time, I became frustrated because I could never seem to break past a certain level of income. 

I tried several times to raise my rates but I always seemed to scare away prospective clients when I did. 

Finally, I had a phone call with another freelancer and I explained to him my problem. He told me that my rates were incredibly fair and I could charge a lot more than what I was currently charging. 

Shortly after our conversation, I received an email from someone who was looking for weekly 500-word blog posts. He asked me what my rates were. I quoted him a price that was five times higher than what I normally charge. 

I’m not exaggerating when I say I felt kind of sick quoting him that price. Really? Who did I think I was charging that much? Surely he would laugh and never speak to me again.

His response? 

“Sounds great. When do you think you can have the first draft finished by?” 

Don’t limit yourself to what you think is possible. If you think that the best you can find on Upwork (or anywhere) is clients that pay $10 per blog post, you may need a different perspective. And if you can’t summon the belief on your own, borrow someone else’s.

Learn How to Spot Difficult Clients

I think most freelancers could save themselves a ton of frustration if they just learned to spot difficult clients from the start. Every time you interact with a potential client, they give you very clear signals about what they will be like to work with. 

And freelancers on Upwork have a huge advantage. You can really learn everything you want to learn about a client just by reading their job description. Here are a few warning signs I look for:

They mention that they need someone “affordable.”

You will never have a successful freelancing career by trying to be the most affordable option. And the irony is, these are usually the pickiest clients. 

They will expect limitless revisions and will make you jump through serious hoops trying to earn the scraps they are paying you. Avoid them at all costs.

They make a demeaning comment about freelancers.

So in all fairness, I get that there are a lot of flaky freelancers out there. And anyone who has hired on Upwork quite a bit has probably been burned by a freelancer at some point.

But I’m not referring to clients who are just looking to fit the right fit. I’m talking about someone who makes comments like: 

  • “Do ‘x, y, and z’ so I know that you can actually read and follow directions.”  

  • “I’m not looking for someone who will just write to a word count or plagiarize an entire article.”

Look, I have been burned by clients before. I have had clients that didn’t pay me but that doesn’t mean I assume every client is like that.

So personally, I don’t want to work with someone who goes into the working relationship assuming I’m an idiot, do crappy work, or resort to plagiarism.  

They ask for free work.

Okay, you may be thinking, “Duh, Jamie. I know not to give away free work!” Bear with me because this one can be more nuanced than it sounds.

This will often look like a client asking you to write a short paragraph about bass fishing so they can figure out if they like your writing. 

Or asking you to send them an outline of the blog post you plan to write before they decide to hire you.

Or asking you to give them 10 blog post ideas about a particular subject. Or sometimes, they will just straight up ask for a “test article.” 

And this type of person will always dangle some sort of carrot in front of your nose to try to tempt you to say yes. 

“We pay up to $250 per blog post!” (After the 2,000-word “test article” they have no intention of paying you for.)

“We can give you a lot of ongoing work!” (Yes, endless blog posts at 1 cent per word.)

I have given in to these requests before and I can tell you from personal experience, this type of client never follows through. So always let them know that you don’t do free work but they are free to check out your portfolio.

They consistently give freelancers bad ratings.

Most people like to look at how potential clients have been rated by previous freelancers. While this can be helpful, I find it much more revealing to look at how clients have rated the freelancers they’ve worked with.  

I’m always wary of clients who consistently give freelancers poor ratings. I’m not saying everyone deserves five stars but in my opinion, rarely does anyone deserve a one-star rating either.

Don’t Act Out of Desperation

When I first started freelancing, I got tons of work right off the bat. Then I hit my first inevitable slump in my business. 

It started with me losing one or two clients. That in itself if jarring but then I noticed that nobody was responding to my proposals. No one was offering me new work.

And I got desperate. I just needed to find something. So I took a really low-paying job writing a product review about different types of gaming systems. It was better than nothing, right?

No matter how consistent and talented you are, slumps will happen. And it’s easy to get really desperate and worry that you’ll run out of money, be unable to pay your mortgage, and have to move in with your parents.

The problem is, desperation causes most of us to make bad choices. It causes us to choose to work with frustrating clients who don’t value our work. And in the long run, it will cause more cash flow problems, not less.


There are great clients out there, both on and off Upwork. If you can’t find them, other people can help you get the perspective you need.

And often, the best way to deal with difficult clients is to spot them and refuse to work with them in the first place.  

I enjoy connecting with other freelancers so if you have any questions about Upwork, or freelancing in general, feel free to email me at

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