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The Unemployment Diaries

Aisha, chris kalaboukis

Become “unemployed” from anyone else's definition of a life well-lived, and build your own. Hosted by Aisha Ommaya.

Platform
Substack
PricingOnly free issuesPublishesWeekly
Issues9Foundeda year agoLast Issue4 months ago
Active

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aishaommaya.substack.com
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Latest Issues

Welcome, to the Unemployment Diaries

Today’s the day — The Unemployment Diaries is officially live.

It feels right that the first episode is an interview with someone who unknowingly (well, now knowingly) sparked the earliest idea for this podcast.

It was August 2025, and I...

4 months ago
13
8

Why being unemployed is a good thing

Whenever I tell people about The Unemployment Diaries, they almost always assume it’s a podcast and newsletter about careers: how to start a business, survive the economy, or avoid burnout. And I get it, the word unemployment has a very cle...

5 months ago
12
7

Self-trust is built, not found

Self-trust is often treated as something you either have or you don’t. I’ve come to see it instead as a physiological state, a commitment to action, and a psychological practice — the combination of which directly shapes what we’re capable...

5 months ago
17
10

The anti-checklist for starting something new

There’s a list for everything these days, including everything I wish I knew before starting.

Want to write a book? 10 things to do before publishing.

Starting a business? Don’t make these 5 mistakes.

Beginning literally anything? Here’s...

6 months ago
10
5

The next evolution of work inspired by... Robert Frost?

Being let go wasn’t part of “the plan”. I wasn’t ready. It wasn’t time. With my calendar meeting-free for the foreseeable future, I started The Unemployment Diaries newsletter as a way to process the ~~lost~~ last 15 years in corporate — an...

6 months ago
10
7

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Authors

The writers behind this newsletter.

  • Aisha

    Host of The Unemployment Diaries podcast. Become “unemployed” from others’ definitions of a life well-lived, and build your own.

  • chris kalaboukis

    Futurist and digital nomad writing about AI, the future of work, longevity, and location-independent living—for builders, founders, and 50+ reinvention seekers.

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