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Your manang's thoughts & sojourns spewed into words.


We live in a rapidly changing world. Whether at home or work, technology has revolutionized a lot of things, including work. Believe it or not, work is now gradually shifting its landscape from corporate to gig-economy (time & location-independent type of jobs). Thanks to the internet, most work can now be done remotely. So if you're someone with relevant skills, someone extremely creative to not be boxed in a 9-5 job, someone who wants more flexibility, and someone who's not afraid to maneuver his career in his own hands, then you may want to take advantage of this rising industry - the freelance industry. And one great way to kick-off your career in the freelance industry is to penetrate one of the biggest freelance platforms in the world, UPWORK. is the biggest online platform where business owners and skilled freelance contractors connect and collaborate. But acing quality projects on UPWORK is a pain in the ass. Particularly if you're a beginner. With over a thousand of registered freelancers on the site, expect your applications to get rejected multiple times. And this is frustrating and disheartening most of the time. I know the feeling because years ago, I've been through that phase as well. Competition for projects on Upwork can be tough and you can just easily back down if you're not determined enough. But do not give up. If you could just invest time to MASTER how the PLATFORM WORKS, winning projects on Upwork shouldn't be that rough.

Armed with over 5 years of freelance experience, I have developed effective ways to winning contracts and retaining repeat clients online. These are SIMPLE and STRAIGHTFORWARD strategies that if done right, can work wonders in landing your future Upwork projects. You never know, you may be the next freelancer to receive project offers from Upwork enterprise clients.

Upwork Tips Effective Ways to Winning Jobs on Upwork


No client is impressed with an incomplete or mysterious profile. Clients are searching for trustworthy freelancers to work with, so complete your profile and make it look LEGIT. Make sure that it is 100% complete and authentic. Make it certain that the information you enter is true. Publish your true identity and be proud. How can a client trust you if you don't even have a decent photo? Upload your high-quality profile photo. Write a SIMPLE and PRECISE JOB TITLE, keep it to less than 10 words and make sure that it highlights your SKILLS. Take Upwork tests and aim to be in the TOP 10% of people who passed. Also, add a portfolio that is related to your niche. Improve your profile and ensure that it showcases your skills and expertise in the best way possible.

An impressive profile is important to landing jobs on Upwork. Having a 100% complete and well-written profile is critical as it represents YOU, your SKILLS, and what you can OFFER to prospective clients.


Refresh your job feed and apply to the newest job postings. When clients post jobs on Upwork, they will most likely see and notice the first few applicants. So try to be one of the first few people to apply. Jobs that have been posted for hours or days will most likely have 100+ applicants in it and the chance of getting your proposal read is weak.

You can still apply for jobs that have been posted for a while but check if it has a few number of applicants so your chance of getting seen is still high.


You only have a few moments to stand out from a pool of applicants so maximize it. 

Include the client’s name in your cover letter and you will have the client wondering how in the world had you known his name.

This attests that you paid attention to READ their JOB DESCRIPTION and researched even further. Also, addressing them by their name makes the proposal more PERSONAL.

So how do you get the client’s name?

Check the client’s Upwork history and read the reviews written about them. Other freelancers may have addressed them by their first name or company name in the feedback section. Use that. Sometimes the client's account will be used by multiple hiring managers. Still use a name that you can find. It will CATCH the reader’s ATTENTION.

I have gotten a lot of responses to my proposals due to this method. It's effective, use it.

Here's a sample of a client's work history and feedback which can be found at the bottom part of a job post.

5 Proven Ways to Winning Jobs on Upwork


Keep your proposals SHORT, on point and conversational.

Read and take advantage of detailed job descriptions and customize your cover letter accordingly. You can prepare a template cover letter and use it to save time, but make sure to TAILOR it to suit the client's job posting. Most clients will give you clear information on what they're looking for so let them know that you have the required SKILLS and AVAILABILITY to do the job. Echo the client's needs and let them know how you can help.

Also, look for filters. Some clients set specific request to be fulfilled during the application to help them FILTER "copy pasted" applications. If you’re asked to include a keyword or answer specific questions in your cover letter, make sure to include it, else your application will be ignored.

Proven Ways to Winning Jobs on Upwork


For me, getting the job is just the start. The final goal is to deliver quality results and offer a good working experience so they can partner with you again.

Once you land a job, make sure that you don't just work, but DELIVER A GREAT WORKING EXPERIENCE. Communicate, ask questions and adhere to the set deadlines. Be pro-active and responsive. This way, you can turn your clients into repeat customers who will keep coming back because you are so DAMN GREAT TO WORK WITH.

Once you've established yourself as someone who knows what he's doing, dependable, competent and easy to work with, clients will want to work with you more. They will likewise recommend you to others. Thus, CUTS the JOB HUNTING TIME TO HALF. You don't need to search for jobs over and over again.

upwork top rated freelancer profile
just celebrated another year top rated :)

Proven Ways to Winning Jobs on Upwork
upwork profile review
Proven Ways to Winning Jobs on Upwork
Proven Ways to Winning Jobs on Upwork
Winning jobs on Upwork, one of the biggest freelance platforms in the world, can be a STRUGGLE. But DON'T LOSE HOPE. Keep UPDATING YOUR SKILLS, keep IMPROVING YOUR PROFILE and keep applying to jobs. Try these strategies, mix it with your own methodologies and find what works for you. It is not going to be easy, but eventually, you will get better at landing jobs on Upwork.
25 comments on "5 Proven Ways to [WINNING JOBS ON UPWORK]"
  1. Great read! Thank you for sharing! Most of the proposals are actually canned. I would also want to add that it will be very powerful if you can add a profile video to talk about yourself. That would definitely catapult to get more attention from clients. Happy Freelancing!

  2. Yes, Danny! Adding a profile video is actually one great idea!

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