Wishful Working

A weekly newsletter exploring self-employment, anti-hustle culture, and the future of work.

Past Editions

Anti Hustle CultureAnti Hustle Culture

+1+1

7 hours ago

Propaganda I’m not falling for

These 10 things just aren’t for me

Kara Detwiller

Anti Hustle CultureAnti Hustle Culture

+1+1

Jul 17, 2025

Might quit my job to focus on summer

On making space to enjoy your life

Kara Detwiller

Freelance LifeFreelance Life

Jul 10, 2025

Why some freelance advice sucks

And why I recommend a certain type of confidence

Kara Detwiller

Freelance LifeFreelance Life

Jul 03, 2025

When LinkedIn jumps the shark

On knowing the limits of your own expertise as a freelancer

John Loeppky

Productivity and CreativityProductivity and Creativity

Jun 26, 2025

Settling is a secret superpower

Why “good enough” is actually great

Kara Detwiller

Freelance LifeFreelance Life

Jun 12, 2025

Freelancing can't be the only path to freedom

Work needs to radically change

Kara Detwiller

Future of WorkFuture of Work

Jun 05, 2025

Should work meet all your needs?

What we lose when work consumes life

Kara Detwiller

Anti Hustle CultureAnti Hustle Culture

May 29, 2025

Have you considered sleeping?

Napping is not productive, and that's okay

Kara Detwiller

Honest Business Book ReviewsHonest Business Book Reviews

May 22, 2025

Honest Business Book Reviews (Part 7)

Including my first one-star business book review

Kara Detwiller

Productivity and CreativityProductivity and Creativity

May 15, 2025

Stop setting goals, start experimenting

Plus: My own LinkedIn experiment

Kara Detwiller

Freelance LifeFreelance Life

May 08, 2025

No thanks, I’m stuffed

On turning down work as a freelancer

Kara Detwiller

Anti Hustle CultureAnti Hustle Culture

May 01, 2025

Searching for meaning in marketing

Tales of an anti-consumerist advertiser

Kara Detwiller