Menu

Contents

the email tool that makes email marketing simple

Sign Up FreeNo credit card required.
maildroppa-promo-notebookmaildroppa-promo-spaceship

10 Tips on How to Hire on Upwork

Published: · Last updated: · By

In brief

Hire the right freelancer on Upwork with a precise brief, paid test task, critical review checks, fair budget, availability criteria, and clear communication.

A laptop displaying the Upwork homepage where you can hire people for a startup.

Upwork can help a startup find freelancers for design, development, marketing, operations, and other focused work. The size of the marketplace is useful, but a strong result still depends on a precise brief, fair selection process, and clear working agreement.

Where should a startup look for people?

Use Upwork when you need a freelancer for a defined outcome and want profiles, proposals, contracts, and payment in one workflow. Referrals can be stronger when trust and domain knowledge matter most. LinkedIn and specialist communities can suit full-time or rare roles, while an agency may fit work that needs several coordinated disciplines.

Choose the channel after defining the role, budget, duration, required time overlap, and whether you need one contributor or an accountable team. The following tips focus on hiring an independent freelancer through Upwork.

1. Sell the Job, Not Just the Tasks

Let your potential hires know why this specific job might be interesting for them. Can they learn something new and niche? Can they develop new skills? If that’s the case, make sure that your job offer highlights that. The more freelancers you manage to get to apply, the higher the chances of getting someone that’s actually good. Try using words like “team” and “team-member” to make the offer more approachable. Approaching your job offer this way shows that you respect and appreciate their work and that you’re dedicated to creating a collaborative environment for them. If your job offer on Upwork makes it seem like you don’t really care about who you’re going to hire as long as they get the tasks done, chances are a lot of good freelancers will overlook your offer.

2. Add a Small Test Task to the Job Offer

Use a small, paid test task when a portfolio and interview are not enough to evaluate the required skill. Define the deliverable and payment in advance rather than asking applicants for speculative unpaid work. Make sure that you request to see what they can actually do before you schedule an interview. The task shouldn't be too time-consuming, but it should be substantial enough that you can get a rough idea of what the freelancer is capable of. Usually, you will have a lot of applicants, so it’s better to conduct lengthy interviews with the chosen few.

3. Check Who Actually Read Your Posting

Find a creative way to ensure that your applicants have read your job offer fully. You can put an additional request at the end of the job posting - for example, you can ask them to put the word “unicorn” at the beginning of their application to let you know that they have actually read the whole job posting. You want to hire people who actually care about the job, at least enough to read the whole offer. There are a lot of freelancers who apply to any and every available job, and they are usually not that professional. If the applicant forgets to put the special word in their application, you should not disqualify them immediately, but it could be one of the indicators that you are dealing with an irresponsible person.

4. Consider New Freelancers, Not Only Veterans

Sometimes hiring freelancers that are new to Upwork might be better than hiring seasoned professionals that have worked on the website for years. While this might be riskier since they don’t have a track record on the website, freelancers who are just getting started have way lower rates and are usually much more motivated to work and develop with you. Professional freelancers will have higher rates, they are also less likely to care about your project or be willing to change or improve their skills to match your vision.

5. Read Reviews Critically

Unfortunately, Upwork reviews don’t tell us much about the freelancer. Since clients want to avoid any complications, getting 5 stars for a job is not that difficult. Instead, what you should look for are comments that feel more personal, comments that the clients actually put some thought into. This should be considered in relation to how many hours the freelancer worked for the client - if they have worked together for a while, the review should be more reliable. But even then you should not choose your freelancer based on other people’s experiences alone. For example: If you are looking for a developer, their ratings will rarely be useful since a lot of clients don't know code. Their reviews will be based on the speed at which the developers added new features and this is not useful at all. So look for exceptionally good or exceptionally bad comments, but don't rely on the reviews alone to pick your first candidate.

6. Interview on Video for Important Roles

Always conduct an in-person video interview first when hiring for really important tasks. While communicating via messages is quite effective when doing the actual work, it's always good to see the real person and get to know their character before you hire them and that is best done during an in-person video interview. This will also help to weed out scammers and fake profiles. For tasks that are relatively simple, consider giving a paid assignment instead of doing the interview. You can ask them to do something more substantial for the bonus and then if their work is actually good, do an interview later. Paying the bonus for a minor task will be worth it in the end.

7. Hire Across Geographies

Hire across geographies when the skill, communication, availability, and time-zone overlap fit the work. Set a fair budget for the outcome instead of choosing a location only because labor appears cheaper.

8. Check Weekly Availability

It’s always good to check the number of hours that your candidates are available during the week. While this can often be negotiated during the interview, if they are strict about their working hours and you need more or less than what they can give you, it’s a waste of time.

9. Decide Between a Freelancer and an Agency

A direct freelancer relationship keeps communication simple for a focused role. An agency can be a better fit when the project needs several disciplines, backup capacity, or one party accountable for coordinating delivery. Confirm who will do the work and how directly you can communicate with them.

10. Write a Precise Brief for Rare Skills

For a rare skill, describe the actual environment, constraints, deliverable, and evidence of experience you need. A specific title and brief help qualified people recognize the fit. Search for relevant specialists directly and invite a small number with a personalized explanation instead of relying only on a broad job post. Our broader guide explains how to hire freelancers for a defined task.

Use these related resources to apply the topic or explore the next decision.

Ready to Send Better Emails?

Stop juggling bloated tools or overpriced plans. Maildroppa offers personal support, GDPR-level privacy, and powerful email marketing - starting free forever.

Sign Up For Free

No credit card required. No time limit.