A Comprehensive Guide To Hiring Freelancers And Managing Remote Teams

Last Updated: 

October 15, 2025

Whether you're looking to expand your team, have a big project with a tight deadline, or simply need more coverage, freelancers are the best option available because they provide the expertise and skills you might need to get the job done.

Small businesses especially benefit from hiring freelancers as they can get access to top talent for a lower cost. Regardless of local labor market conditions, hiring remote employees can help you find the best talent, especially if there is a shortage of certain profiles in your area.

However, supervising and monitoring a remote employee can be somewhat of a challenge since you cannot walk up to their desk and check if they’re doing their job. So, you might need the right processes and tools to hire and manage remote employees.

In the post below, we share some of the best ways to manage your team of freelancers and remote workers efficiently.

Key Takeaways on Hiring and Managing Remote Teams

  1. Recruitment and Retention: Use a dedicated freelancer management platform to simplify onboarding, track progress, and handle legal and financial matters. This centralises information and improves your workflow, helping you both recruit and retain top talent.
  2. Regular Communication: Schedule consistent one-on-one meetings using online collaboration tools. This ensures your remote team members feel heard and supported, providing a dedicated time to discuss projects, share thoughts, and receive guidance.
  3. Team Engagement: Go beyond work tasks to keep your remote team engaged. Organise virtual meetups and team-building activities to build personal connections, boost loyalty, and make everyone feel like a valued part of the company.
  4. Cultural Diversity: When working with a global team, actively embrace cultural differences. Educate yourself on how different cultures approach feedback and communication, and always be respectful of national holidays to build a strong, cohesive team.
  5. Constructive Feedback: Provide regular and clear feedback on all work. Sharing what went well and where improvements can be made helps build a strong professional relationship and ensures you get the best possible work from your freelancers.
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Recruit And Retain

Before you start recruiting new candidates to join your company, you must also know that it’s more expensive to get a new employee than to keep an existing one. As a result, in addition to recruiting, you should have a good retaining strategy in place to help you build effective and productive teams. 

The best way for effective team building is to add freelancers to your existing workforce, as this will provide the organisation with new faces willing to experiment and tear down barriers. 

And, to make the process run more smoothly, use a platform to simplify the onboarding. A quality freelancer management software will help you decrease paperwork and track the freelancers’ services, availability, location, and project progress, and manage all the legal and financial aspects. This type of software will centralies your information and improve the overall workflow.

Have Regular One-On-One Meetings

Hiring Freelancers And Managing Remote Teams
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When you work with remote teams, you don’t always have the chance to talk about important issues and project concerns. For this reason, you should put some effort into setting up one-on-one meetings and allow your employees to contact you on Skype, Zoom, or other online collaboration platforms without conflict of time zones.

Make your freelancers and remote employees feel that you’re available to them for any questions or concerns they might have. You can schedule one-on-one discussions on a weekly basis, which will provide a great opportunity for your team members to share their thoughts, opinions, or struggles, as well as for you to offer advice or instructions.

Keep Them Engaged

When working with remote teams, one of the crucial things that a lot of companies seem to forget is that to keep your employees engaged, you must create the right work environment. Although they work remotely, freelancers and remote teams want to feel that their employers want to engage them on a more personal level.

This not only boosts loyalty among employees but also builds integrated teams where individuals can work closely together. Try to organise virtual meetups and team buildings, and plan a variety of virtual activities so that you can grow the team, bond with the team members, and make them feel appreciated and valued.  

Encourage And Embrace Diversity

When managing freelancers and remote teams, it’s not uncommon to come across cultural obstacles. Multicultural teams might bring different misunderstandings and unfortunate conflicts that can divide the teams. Managing people from different cultures can be challenging, but in order to build strong teams, you must embrace cultural diversity and educate yourself on corporate culture in various countries.

For instance, try to learn how different people from different countries are open to receiving feedback, celebrate the differences, and always be respectful about your global team’s national holidays and festivities.

Provide Feedback

freelancers and remote team members
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The majority of freelancers and remote team members want to do a great job so your collaboration continues in the future as well. So, creating a good relationship with them might help you get the best work out of them, and retain them.

Providing regular feedback is one way of achieving this. Be open with them and share what was good with their completed assignments and what improvements are needed. If the relationship doesn’t move in a good direction and you stop working with the freelancer, you should still provide feedback even when the project ends as any criticisms or remarks can help both sides to improve the services they offer.

Final Thoughts

The process of hiring and managing remote teams comes with a range of challenges but there’s a solution to every challenge allowing both sides to enjoy the benefits of this type of relationship. Having good management software and maintaining open lines of communication will keep your remote employees happy and boost your productivity levels.

FAQs for A Guide To Hiring Freelancers And Managing Remote Teams

Why should my business consider hiring freelancers?

Hiring freelancers gives you access to specialised skills and top talent without the overheads of a full-time employee. It's a flexible way to scale your team for specific projects, especially when you can't find the right skills in your local area.

What is the most effective way to manage freelancer admin?

Using a freelancer management software is highly effective. These platforms help you streamline the entire process, from onboarding and contracts to tracking project progress and managing payments, keeping everything organised in one place.

How can I make remote workers feel like part of the team?

Consistent communication is key. Schedule regular one-on-one video calls to discuss more than just work. Also, plan virtual team-building activities or casual online meetups to foster personal connections and build a stronger team bond.

What should I do if I'm managing a team from different cultural backgrounds?

Embrace the diversity. Take time to learn about the cultural norms of your team members, especially regarding communication styles and feedback. Being respectful of different holidays and traditions shows that you value them as individuals.

Is it important to give feedback to freelancers?

Yes, providing regular, constructive feedback is essential. It helps freelancers understand your expectations and improve their work. This open communication builds a better working relationship and increases the likelihood of successful future collaborations.

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