How to Interview a Freelancer


Hiring a freelancer to complete a project is often the best choice for a business that wants quality work while keeping the budget easy on the bottom-line. You may have already decided to hire a freelancer, put out an ad and received some great proposals, but how do you find the best person for the job?

The purpose of an interview is to get a clear picture of how the freelancer manages their time and workload, to see if they will be a good fit for your project. Before you trust someone with your important task, you want to assess their attitude, skillset and workstyle. Interviews via video conference can help you get a better idea of what it might be like to work with a person because it allows you to see body language and facial expression. Always opt for video conference interviews when possible.

During the interview listen to how a candidate answers your questions. What areas of work do they speak most enthusiastically about? You can get a sense of where they really shine by where their enthusiasm lies. Take note of any times they hesitate to answer any of your questions or fail to answer them. Being wishy-washy about commiting to a timeline or trying to avoid answering certain questions should raise a red flag. Pay attention to how they describe their past working relationships. If they have had any difficulties working with clients, do they understand why and how the issues could have been fixed? If they demonstrate that they learned from a poor experience, it is a good sign. If they avoid talking about past relationships with clients or if they speak ill of them, they may be difficult to work with. Always be ready to ask: “why?” or “can you expand on that?” in order to probe the interviewee beyond simple surface answers, challenge them to give more information or go more in depth on their answer.

Here are sample interview questions divided into categories. You may want to ask just one question from each category or several, depending on your needs:


  • Why do you freelance?
  • How did you become a freelance (writer/designer/translator/etc.) ?
  • Has a client ever suddenly terminated their work with you? Why?
  • What are you passionate about outside of work?
  • What tools do you use?


  • Can you stick to the timeline for this project?
  • Is this timeline realistic?
  • When can you get started?
  • Are you able to meet the deadline?
  • If you are hired for this project, what will you do first?
  • Do you have time to take on additional work?
  • What timezone are you in?
  • What outside commitments do you have?


  • What skills do you have that are most relevant to this project?
  • What are the core skills needed for this project?
  • What experience do you have in this industry?
  • What types of projects have you worked on?
  • Can I see your portfolio or samples of your work?
  • Rate your skills on a scale of 1-5 in these areas…(set of skills relevant to the project)


  • How do you charge clients?
  • How much would you like to be paid for this project?
  • What is included in your rate?
  • What is included in the package?


  • How do you best foster working relationships when working remotely?
  • What would you do if you missed a deadline?
  • What is your preferred communication method?
  • How quickly do you respond to emails?
  • Will you be able to take phone calls?
  • Between what hours can I contact you?


  • How long have you been freelancing?
  • What feedback have you received from former clients?
  • Why do people like working with you?
  • Can you provide references?
  • What project the you have worked on, are you most proud of? What would you have changed about that project?
  • How do you measure your results?

Their Questions:

  • Do you have any questions about this project?
  • Do you have any questions about our organization?
  • What questions do you have for me?

Once you settle on the questions you want to ask, make sure you have a good idea of the answers you want to hear from the freelancer. The freelancer whose answers most line up with your expectations, while demonstrating professionalism and enthusiasm for the project, is most likely the right person for the job.

Authour: S.Suzuyama

Posted in Business Tips on May 20, 2019

Follow Sagegroupy

    Recent Posts

  • 10 Reasons Why Remote Work is Ideal for the Creative Process

    Posted in Freelancing Tips on Nov 11, 2019

    More and more people are finding that remote work suites their work style more than spending weekdays between 9am and 5pm at the office, and this may be especially true for creatives. Here are ten reasons why remote work is ideal for the creative process.

  • How to Raise Your Rates

    Posted in Freelancing Tips on Nov 04, 2019

    If you find yourself working hard and putting in long hours, yet not making the money you need, or if your schedule is so full that you’re turning away clients, it is time to raise your rates. Here’s how to do it.

  • The Best Social Media Platforms for Photographers

    Posted in Freelancing Tips on Oct 25, 2019

    There are so many social media platforms out there these days that it can be overwhelming trying to figure out which ones to use to showcase your talents. If you are a freelance photographer, this article will tell you the platforms that will help you build your brand and reach clients.

  • Hiring a Freelancer vs. Hiring In House

    Posted in Business Tips on Oct 18, 2019

    There are times when it makes sense to hire a freelancer and there are other times when you should hire in-house, here is a run down of the reasons for both options.

  • 3 Things to Think about when Setting-up your Workspace at Home

    Posted in Freelancing Tips on Oct 11, 2019

    Depending on how much work you intend to do remotely and the basic requirements needed to do your job, you might be able to get by with nothing more than a laptop and a good internet connection. However, some jobs require more equipment and more space in order to ensure success when working from home full-time. Here are are three things to consider when getting ready to set-up your new workspace.

  • Can you be a Freelancer without a Niche?

    Posted in Freelancing For Beginners, Freelancing Tips on Oct 04, 2019

    Is it possible to be a successful solopreneur and remain a generalist? If you want to dabble in a few areas and not be tied down to a niche, this article is for you.

  • The Best Freelance Platforms for Writers

    Posted in Resources, Freelancing Tips on Sep 27, 2019

    There are a lot of freelance platforms out there and when you are a busy freelancer you need to know which ones are worth investing your time in to make a profile that shines. In our continued effort to connect freelancers with clients, we hope that this list helps writers to find clients soon, so they can spend less time marketing and more time writing.

  • 6 Times You Should Fire a Freelancer

    Posted in Business Tips on Sep 20, 2019

    The vast majority of times freelancers deliver great products on time and everyone walks away from the experience happy. However, occasionally things do not go as planned and clients are left wondering: is it time I fired this freelancer? Read this to find out 6 times you shouldn't hesitate to fire a freelancer.

  • Collaboration Tools for Remote Teamwork

    Posted in Resources on Sep 13, 2019

    Whether team members are sharing a quiet office space, working from home in a nearby neighbourhood, or from an office on the other side of the globe, thanks to technology collaboration has never been easier. Here a few collaboration tools to help make remote teamwork easier.

  • All About Forming an Agency

    Posted in Freelancing Tips, Business Tips on Sep 06, 2019

    Are you ready to move away from working alone as a freelancer and toward being part of a team? Once you have been a solopreneur for a few years and your business is thriving, you may wonder whether or not it might be time to scale up and form your own agency. Here are a few things to consider before taking the plunge.



Please sign in to comment!