Wishful Working

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

Past Editions

Honest Business Book ReviewsHonest Business Book Reviews

Sep 04, 2025

Honest Business Book Reviews (Part 8)

Honest thoughts on work-related reads

Kara Detwiller

Productivity and CreativityProductivity and Creativity

+1+1

Aug 28, 2025

What’s the point of productivity?

Swimming against the hustle-culture current

Kara Detwiller

Freelance LifeFreelance Life

Aug 15, 2025

How I got every client I’ve ever had

PLUS: Real pitches I’ve actually used

Kara Detwiller

Freelance LifeFreelance Life

Aug 07, 2025

How I got started as a freelancer

The view from square one

Kara Detwiller

Anti Hustle CultureAnti Hustle Culture

Jul 31, 2025

“Someday” is a dangerous word

Make sure it isn’t just code for “never”

Kara Detwiller

Anti Hustle CultureAnti Hustle Culture

+1+1

Jul 24, 2025

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