Chris Guillebeau

Portland

Blogger and Host, Side Hustle School at Freelance

Podcast Host at Side Hustle School

Writer at A Year of Mental Health

Writer and lifelong social distancer. 🤷🏼‍♂️ Author of THE ART OF NON-CONFORMITY and host of daily podcast Side Hustle School.

Articles

The Stardew Valley Guide to Finishing Things

1 week ago | yearofmentalhealth.com | Chris Guillebeau

Picture this: It's 2am. You've just spent the last six hours completely absorbed in a gameâmaybe you were building the perfect city, managing a virtual restaurant, or tending to digital crops. You planned every move, optimized every decision, and felt genuinely satisfied watching your progress bars fill up. You felt focused, motivated, and strangely productive.
You Did the Thing. Why Doesn’t It Feel Like It?

2 weeks ago | yearofmentalhealth.com | Chris Guillebeau

"I tried creating a Reverse Bucket List, listing achievements and experiences I'm proud of. To my surprise, I struggled to come up with more than a few items. Even though I know I've accomplished things, I tend to minimize them or think 'that doesn't really count.' This exercise made me realize how rarely I acknowledge my own progress. How do you learn to recognize and celebrate your achievements when you've developed a habit of dismissing them?
The Inbox of Shame: Why ADHD Brains Struggle With Digital Communication (And What To Do About It)

1 month ago | extrafocus.com | Jesse J. Anderson |Chris Guillebeau

Hey friends,I’m really excited to have as an Extra Focus guest writer this week!Chris is a New York Times bestselling author and his latest title, Time Anxiety, is directly relevant for people with ADHD. He also created the NeuroDiversion conference that launched this year (you can join the waiting list to find out when tickets become available) and writes the newsletter .
You're Going to Die, But You Also Get to Live

1 month ago | yearofmentalhealth.com | Chris Guillebeau

There are two ways of thinking about death. The most common is factually correct, but also somewhat removed from the person thinking about it:1. Everyone dies someday. The other way is much more personal:2. Someday, I will die. In Time Anxiety, I wrote about how thinking about death can help us to live better. Of course, it can also be scary and anxiety-inducing. So whatās the difference?
Waiting for the Other Shoe to Drop

1 month ago | yearofmentalhealth.com | Chris Guillebeau

You feel it before you can name it. You tell yourself to relax, but your body wonât listen. Your mind keeps spinning quiet disasters. Someoneâs mad at you, something bad is coming in the mail, someone is about to call with news that will change everything. Itâs not just anxietyâitâs prophecy. You know something is coming. The air even seems heavier, like a storm thatâs just barely out of view. Nothing has happenedâyet. But your body doesnât believe that. It remembers.
The Psychology of No Return: Why We Hate Going Back Even When It’s Faster

1 month ago | yearofmentalhealth.com | Chris Guillebeau

Have you ever refused to turn around when you’re lost? Or continued down a failing path at work because starting over felt impossible? Perhaps you've stayed in a situation that wasn't serving you simply because you'd already invested so much time? If so, it’s not just you—it’s me, too! And presumably others of us. I recently learned about a fascinating psychological pattern called "doubling-back aversion" that explains this exact phenomenon.
How Do You Know If Your Idea Is Worth Pursuing?

1 month ago | yearofmentalhealth.com | Chris Guillebeau

Creative people usually have no shortage of ideas of things theyād like to do. The greater challenge is: how do you know which ideas are worth pursuing, and which should be abandoned or just put on hold? Hereās one way: consider the amount of time you spend thinking about the idea, even as you go on to other parts of your life. I donāt just mean when you have an idea and you think about it a lot the same day.
7 Ways to Think Differently About Time

2 months ago | yearofmentalhealth.com | Chris Guillebeau

Time anxiety is the nagging feeling that time is passing you by, that thereâ€™s not enough time in the day, that thereâ€™s something you should be doing but you canâ€™t quite put your finger on what it is. My hope is that by challenging some of your deeply-held assumptions, you can begin to break free from the distress that colors your daysâ€”and reclaim a sense of agency over your most precious resource. As we age, our perception of time fundamentally changes.
Ep. 3036 - TBT: Montana Videographer Redefines Remote Filming

2 months ago | player.fm | Chris Guillebeau

In this week’s Throwback Thursday segment, discover how a pro videographer ditched travel hassles by mailing filming kits worldwide and directing online course shoots entirely from afar. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week.
I'm Disappointed in Me, Too

2 months ago | yearofmentalhealth.com | Chris Guillebeau

I wrote Time Anxiety for everyone who feels like there’s not enough time. The book is now out and I’m traveling the country to meet readers! Tonight I’ll be live in Houstonat Brazo’s Bookstore (6:30pm). ⏳—In life, you are going to disappoint people. You will not be able to be everything to everyone. But it's not only that! You will also not be able to be everything to people you care about. You will try to be reliable and available, and sometimes you will fail.

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