How to Hire the Best Freelancers – Trajan King

How to Hire the Best Freelancers

We now live in a freelancer economy.  There are numerous places you can hire and be hired.  Sites like, and many others have qualified freelancers.  They also have a lot of unqualified people, so it’s vital to know the difference.

According to Forbes, “there are 53 million freelancers in America today. By 2020, 50% of the U.S. workforce will be freelancers.”

As a startup hiring people, there are some ways to make this process less painful, more streamlined and that ensure you get what you expected and what you paid for.

Probably one of the most useful skills is knowing how to filter resumes. Consequently, you’ll save yourself a lot of headache.

don’t waste money on bad freelancers

If you’re not careful or knowledgeable, you’ll end up wasting time and money.  As a result, you could end up with inferior products and angry customers.

Years ago I hired a programmer in Serbia. He seemed qualified, however, the product I got back was a mess. I asked him what happened and he admitted that he subcontracted it to another programmer in Russia. That’s just one of the many stories I have from working with contracts for so long.

If you get the right people, it can be great. I’ve been working with some of the same people online for many years, but it took a lot of trial and error to find the best people.

In this episode, we cover the process we’ve developed over 10 years of working with freelancers around the world.


0:00 – Considerations for hiring freelancers like accountants?
1:08 – The good and bad
1:20 – Criteria when choosing a freelancer: ratings, geography
4:00 – Set them up to succeed using penalties & incentives with deadlines
6:05 – When to hire in your hometown vs. internationally
6:30 – Drawbacks of working internationally
7:00 – Building local relationships









Additional reading:

Forbes: “The Rise of the Freelancer”

HuffPost: “What the Rise of the Freelance Economy Means for the Future of Work”

The Economist: “Workers on Tap”

Who is Trajan King?

CFO & former Wall Street analyst helping your reach financial independence.

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Trajan King

Hey hey. I'm Trajan. I'm a minimalist entrepreneur who loves exploring the world (42 countries), learning new things (7 languages) and trying to get better every day (working on my backsquat).

I write about entrepreneurship and building an optimized and happy life through systems, good habits and scientific research.

Join me and we'll discover how we can build businesses we can be proud of.