Upwork Tips: Essential Tips for Upwork and Other Freelance Job Boards

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The subject of Upwork and other freelance job boards comes up a lot when I talk to HomeWorkingClub members. As such, producing this Upwork tips article was a bit of a “no brainer.” (If you want to sign up to HomeWorkingClub for free, there’s a box on your right, or below this article if you’re reading on your phone!) 

When I used Upwork a lot to find freelance work (which isn’t the case right now), I used to land around one in four jobs I applied for on the platform. I just asked my wife (who still uses it sometimes), what her hit rate is, and she similarly replied “maybe one in three or one in four.”

Despite this, I constantly hear of people applying for dozens of jobs and getting nothing at all. If you’re struggling with this, then these Upwork tips (which are equally valid for other job boards) will help you experience more success.

Looking for some alternatives to Upwork? You’ll find some here.


As discussed in detail in my recent freelancing for beginners article, everyone has to “pay their dues” on the freelance job boards. I won’t repeat myself too much here, but it does take time to get those first jobs while you build up positive feedback. Until you are proven, a lot of clients will dismiss your application without giving it any thought at all – so it’s not unrealistic to expect to have to fire off vast numbers of well-crafted applications at the start

I do strongly suspect that a good proportion of the people who say it’s “impossible to get decent work on Upwork / Freelancer / PeoplePerHour” are those simply unwilling to go through those rather gruelling first weeks of doing low-paid work to build up their reputations.

Once you’re established, it’s not as hard as many people say to keep a stream of work coming in.

Before starting work on this Upwork tips article, I was conscious that people might say my view is invalid because my experience on the platform goes back a couple of years. So, before I started writing this, I spent a couple of hours on the the platform and applied for three writing jobs. Within 48 hours I was offered one of them (albeit at a slightly lower rate than I would have been happy with). I therefore remain confident that my “one in four” hit rate remains achievable – but only if you do things right.

So, without further ado, here are ten tips for Upwork and other freelance job boards. These are all things that have worked well over many years of using Upwork (and oDesk and eLance before that!)

(If you don’t yet know how the freelance job boards work, read the freelancing for beginners article first).

1. Master the search facilities

Upwork tips search features

With overall 100,000 freelance roles available at any one time on Upwork alone, finding the perfect match for your skills is always going to be a bit of a “needle in haystack” scenario – which is why gaining mastery of all the search features is essential.

Before even looking at the general listings of jobs in your preferred categories, it’s worth doing individual searches for words that are specific to your specialist knowledge. For example, if you are a cryptocurrency writer, or know all about Hong Kong, it’s well worth searching for those words and phrases specifically, before casting your net wider.

You can also use all the search options available to massively reduce the total number of jobs you need to flick through to find suitable options. It’s inevitable that you’re going to spend hours flicking through jobs on these platforms, so make sure you’re flicking through jobs you at least stand a chance of applying for and winning.

2. Only apply for jobs you are a good fit for

It’s undeniable that there is an element of “throw lots of s%&t at the wall and see what sticks” when it comes to applying for jobs on freelance job boards, but one of the most useful tips for Upwork is to be really discerning in the jobs you apply for.

There’s little point in applying to write about artificial intelligence, for example, if you’ve never written about it before. And this applies even if you’re an accomplished technical writer with tons of experience.

Why? Because you only need to search the freelancers on Upwork to find pages upon pages of people who have specific experience of artificial intelligence. And the same applies for pretty much anything you can think of. Those people will be ahead of you in the queue for related jobs, however good your application is.

Artificial Intelligence

Of course there are jobs that require far more general experience, especially at “entry level,” but this point does emphasise how useful it is to specialise in certain freelance niches.

Though it may seem so on the surface, being a “jack of all trades” won’t bring you big time success on freelance job boards.

There’s another side to this too; First off, it wastes “connects” or credits if you apply for jobs you’re never going to get. On Upwork specifically, there are also widespread reports of Upwork closing accounts down when people continually apply for jobs they don’t get.

3. Consider only applying for “expert” level jobs

Most freelance job boards have “experience levels” clients can request for jobs. In the case of Upwork, they’re described as “entry level,” “intermediate,” and “expert.”

Unless you are a complete beginner, I would strongly recommend only looking at expert-level jobs.

The reason for this is that it’s quite mind-blowing how little many Upwork clients are willing to pay the “experts” they hire online! Even when you solely browse “expert level” jobs, there are still people looking to pay a couple of bucks per hour to a virtual assistant or $5 for a 1000 word article.

If these are the potential levels of pay at the top level, the levels below are typically going to pay even less. Sure there may be the occasional “diamond in the rough” in the intermediate section, but it’s arguably only worth scraping that barrel once you’ve applied for everything good at the level where there’s at least some chance of the client paying decent money.

Freelance money

4. Write a proper application

In an environment where people are competing for freelance jobs against literally millions of other skilled and experienced individuals, you’d think nobody would be stupid enough to fire off crappy applications to jobs on Upwork.

You’d think…

I can tell you from first hand experience that this is not the case. I personally use Upwork to hire freelancers, and every time I do, at least half of the applications I receive include typos and spelling mistakes. They also often clearly demonstrate that the applicants haven’t properly read the job ad. Frequently it’s clear that all I’m seeing is a copy and pasted “boiler plate” application that the freelancer has fired off for dozens of different jobs.

It’s daft, it’s pointless, and it won’t get you any decent work.

It’s far better to spend half an hour crafting a perfect application for a single job than it is to send twenty rubbish ones. Upwork may be a “numbers game,” but not to that degree!

5. Read the advertisement and your response through before sending

Before submitting an application, it’s well worth reading the job ad again, and ensuring you’ve covered everything the client has requested. It’s also important to do a final proof read, as mistakes can and do creep in, especially if you’re doing a lot of applications in a short time and you’re getting tired.

Losing out on a great job because you’ve made a simple typo is an awful shame – but it’s easily done. So invest that extra five minutes on getting it perfect.

Proof read

6. Pay for premium memberships

As a general rule, freelance job boards offer a cheap or free plan, alongside some kind of premium plan that involves a monthly membership fee.

For example, Upwork’s free plan gives you 60 client “connects” per month, but locks down features such as the ability to see what other freelancers have bid. On Freelancer.com the 99 pence per month plan only gives you 15 job bids, whereas premium plans come with lots more functionality and up to 1500 monthly job bids.

If you are taking your freelance career seriously, you’ll want to pay for the premium options. If you can’t invest ten bucks a month in your career, something’s wrong somewhere. By all means use the cheap or free plans to start to learn your way around, but don’t lose out on the chance to bid for a perfect freelance gig because you’ve “run out” of monthly bids. This would be short-termism at its worst.

7. Learn to cope with rejection

One really depressing part of working on freelance job boards like Upwork is hearing absolutely nothing back from a perfectly crafted application for the job that appeared to “have your name all over it.”

But it happens, and it happens a LOT.

Failing to hear back about a job doesn’t mean you’ve done something wrong. Someone may have just jumped in in front of you and got hired before the client saw your application. Or, someone equal to you may have put in a far lower bid.

The important part is not to get downhearted. Even if you reach a point where you’re hearing back from one in four clients, that still means 75% of your applications are for jobs you’ll never hear of ever again once you’ve clicked “apply.” It’s all part of the game, so you MUST get used to it!

Upwork rejection

8. One of the most important Upwork Tips: Don’t accept bad money for the sake of getting something!

All freelancers have been there; That moment when the existential crisis kicks in after tons of job applications and nothing but “radio silence.”

Unless the bills are in danger of going unpaid, it’s best not to enter into a contract paying far less than the kind of rates you expect and deserve. It CAN be tempting, but it rarely ends well. You’ll probably end up with a client you’ll want rid of as soon as things pick up.

If the temptation gets too much, a possible compromise is to offer a client a special deal on a strictly one-off basis, with an agreement to renegotiate if they love your work. Try to limit any “barrel scraping” to agreements of this nature.

9. Keep up your marketing momentum

Of all the Upwork tips here, this is the one I’m personally most guilty of disobeying.

It’s all too easy to abandon all marketing efforts during the times when there’s plenty of work. But what then happens is that when the work dries up, it does so harshly and suddenly.

Unless you’re fully committed for months ahead, it’s worth constantly working to keep that pipeline flowing – this means maintaining a steady stream of applications for new work.

Work pipeline

Never neglect your pipeline!

10. Make full use of your profile and portfolio

Your profile section on Upwork or any other job board is – quite literally – your shop front for all potential new clients. As such it should be kept shiny, tidy, and up to date.

Of all the Upwork tips we have here, this is one of the easiest to ignore; Setting up your profile and building your portfolio is a laborious task, but it’s not a one-off job. Your profile should constantly evolve along with your skills and experience, and always display your best work. (See this article for more on building a great portfolio).

If you follow all of these tips for Upwork (and other freelance boards), you should increase your chance of success. If you have any Upwork tips to share, please use the comments below!

A Final Word!

These tips really do work! A month after publishing this article, I was delighted to receive this comment on the HomeWorkingClub private advice group (click to join).


I’m very glad to have helped this reader turn things around, and hope that the article does the same for many others.

Want more tips? There’s an enormous list of 50 freelancing tips here

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About Author


Founder of HomeWorkingClub.com - Ben is a long-established freelancer with a passion for helping other people take control of their destiny and break away from "working for the man." Prone to outbursts of bluntness and realism.

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