"Sunday Scaries" are a symptom

by Dale Davidson March 18, 2026

One of the signs you need to change things up at work is that you regularly get the "Sunday Scaries."

If on Sunday (or in my case, even Saturday), you start getting anxious and feeling dread about going in to work on Monday, you should analyze why you feel that way.

It could be:

A bad boss
Boring work
Doing work you're not good at
Too much work
Not getting enough recognition
A sucky commute
Poor compensation

The role work plays in your life is tricky, and it's important to get into the particular reasons why you feel the way you do about your work.

Going 1099 may solve some (but probably not all) of those problems. It can solve compensation, work-life balance issues, and bad bosses. It may even get you more interesting projects.

But it may be an equally valid choice to just get a different job. If you think you want to go 1099 but really you're just escaping a bad boss, you can potentially even switch projects within your own company.

So if you get the Sunday scaries, start diving deep into what causes it, and then make a plan to address those root issues.

Then you can get back to enjoying your weekends.

Want the full playbook? Check out Going 1099.