A curated mix of articles on freelancing.

The Best Digital Nomad and Remote Work Reads 2018

The stories that defined 2018 when the digital nomad went mainstream, and remote work became the future of work.

Thursday, Jan 3, 2019

We studied freelancing for five years: Here’s how work is changing

Working for one’s self used to be the definition of the American dream–and, apparently, it still is.

Tuesday, Jan 1, 2019

Working Alone: 10 Lessons for Freelancers, Contractors, and Consultants

I have learned a lot of lessons along the way. I share them here in hopes that others might consider freelancing or contracting as an option — and that, if they do, they can be prepared.

Friday, Dec 28, 2018

You Should Freelance.

Think about it. You make your own hours. Work as much or as little as you like. Part-time or full time, your choice. Decide who you want to work for. Get paid a lot for your work. There’s no downside!

Thursday, Nov 22, 2018

Introvert freelancers, how do you find the willpower to network?

My biggest hurdle though is that I am an introvert and would much rather stay at home than going to an event with dozens or hundred of people and introduce myself. I dread it, and it sucks the energy away from me. But I’ll never get enough business if I don’t. How do you fellow introvert freelancers deal with this?

Wednesday, Nov 14, 2018

New 5th Annual “Freelancing in America” Study Finds that the U.S. Freelance Workforce, Now 56.7 Million People, Grew 3.7 Million Since 2014

The five most notable findings reveal: Americans are spending more time freelancing. Technology is making it easier to find work. Lifestyle matters most. Freelancers are more politically active. Freelancers place more value on skills training.

Friday, Nov 2, 2018

The Post-Freelancing Manifesto

For some, freelancing is a trampoline launching them toward the career they’ve been dreaming of. For others, it’s a destination. In an age when moving up the career ladder isn’t what people want, when bullshit jobs are everywhere, that hunt for meaning is more important than ever.

Tuesday, Oct 23, 2018

Working for a Company vs. Working for Yourself

Thinking about working for yourself? Do it! But read this first

Friday, Oct 19, 2018

Quitting my job has been the best thing I've done for my career

Why I decided to take a sabbatical in my 20s, and what I’ve learned from having complete freedom. This post is not meant to be prescriptive. It’s also not intended to be another “Quitting Google to pursue my passion for X” article because, well, I haven’t been able to pass the interview there yet. This is a telling of my story that I hope will inspire those who are thinking about quitting to take the leap.

Thursday, Oct 11, 2018

Going It Solo: The Complicated Financial Lives Of Freelancers

Working on your own can have its rewards, such as being able to set your own hours. But being self-employed also brings with it the headache of handling taxes — something a traditional employer normally does.

Wednesday, Oct 3, 2018

How did you get started as a freelancer?

How did you land your first customer? How did/do you market yourself?

Wednesday, Aug 29, 2018

The Allure of Small Towns for Big City Freelancers

It’s harder for creative professionals to make a living in big cities. Many are looking elsewhere.

Friday, Aug 24, 2018

This "Creepy" Time-Tracking Software Is Like Having Your Boss Watch You Every Second

The future of work was supposed to be flexible and fun, but on Upwork, some freelancers feel tethered to their computers by software that takes screenshots and tracks their keystrokes.

Thursday, Aug 23, 2018

I made it! but i found success is a lonely place

This post is a warning to anybody that is starting to be a freelancer or digital nomad.

Friday, Aug 3, 2018

How I earned $15,000 last month from freelance design

I just sent off over NZ$15,000 worth in invoices for freelance design work performed last month. It might have been my most lucrative month ever. I’d like to talk about what’s making this period profitable for me, and share how I’ve gotten to this point in my design career.

Friday, Jul 27, 2018

Digital nomad? Nope. I chose the freelance life so I can stay at home.

Sure, I dream to travel. I wish a did a bit more of it in my younger days before I had kids and a mortgage. But when I travel I like to enjoy that holiday. I’m not a fan of mixing travel with work — they both distract so much from each other that you end up doing neither of them well. Instead, here are my personal most valuable reasons to continue being freelance.

Thursday, Jul 19, 2018

Exactly How I Landed My Most Lucrative Freelance and Consulting Deals

8 single-paragraph stories that show how one business skill brought in writing gigs with rates of $100/hour, $500 per article, and $1 per word.

Thursday, Jun 7, 2018

My first year of freelancing

About a year ago, I started with a freelance career. This experience has changed me as a professional, but also as a person.

Friday, May 18, 2018

You inspired me to quit my job!

Fairly frequently, I get emails similar to this: “I’ve been following your work for years and you’ve inspired me to quit my job and try to build an online product/freelance!” The problem is that I’d never want to inspire such an endeavor. Ever. Well, maybe, but with some huge caveats.

Monday, Apr 16, 2018

How to Find Consulting Clients

Being independent means there’s no one to fill your client queue except for you; so make sure to build a long term strategy both when you have enough work, and also when things aren’t going so well.

Monday, Mar 26, 2018

The uncertainty of freelancing is giving me anxiety - how can I help myself?

Any time things are ticking along OK but I’m not super busy, my anxiety goes crazy and brings me to a complete standstill. I start to feel like I don’t have a job at all, I feel a bit useless…How do other people manage to have a positive attitude towards this? What am I doing wrong?