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Dan Riley is an entrepreneur, technologist, and relentless optimist on a mission to redefine and reimagine the future of work.

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Substack
PricingOnly free issuesPublishesWeekly
Issues7Founded9 months agoLast Issuea month ago
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Latest Issues

Entrepreneurship, Unfiltered

By Dan Riley & Serena Huang

Most entrepreneurship content teaches people how to launch.

Very little teaches you how to survive what comes after.

This isn’t another article about finding an idea, building a pitch deck, or chasing grow...

a month ago
17
8

If the Machine Can Do What I Do, What Am I? - Part Two

By: Dan Riley & Yuyan Su

A few weeks ago, we hosted one of our Humanity in the Age of AI dinners in Chicago, following the first day of the inspiring Call for Culture Impact Lab. A long table, a lot of shared food, a small group of people...

a month ago
7

The Weight of the Moment

There is a particular kind of pressure that comes not from failure, but from consequence.

It’s the pressure a surgeon feels when the room goes quiet. The pressure a parent feels the first time their child looks to them for an answer they...

a month ago
10
8

Everything Changes. Some Things Don’t.

By Dan Riley and Patrick Riley

There is a photo of us from the mid-90s. Two guys at desks, head to head, corded phones pressed to our ears. Servers stacked behind us. No cloud. No runway. No playbook.

We were brothers building a SaaS plat...

3 months ago
12
2

If the Machine Can Do What I Do, What Am I?


By: Dan Riley & Yuyan Sun

A friend forwarded me an email from her CEO recently:

“We won’t necessarily be doing a layoff, but we will be offsetting labor cost with token cost.”

She’s five years into her career. Just started at this...

3 months ago
17
2

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Authors

The writers behind this newsletter.

  • Dan Riley

    Dan Riley is an entrepreneur and technologist driven by a relentless optimism and a singular mission: to reinvent the future of work so it’s more human, transparent, and impactful.

  • Serena H. Huang, Ph.D.

    Solopreneur. AI Whisperer for F500 Execs.

  • Yuyan Sun

    Not anti-AI. Pro-human. I implement AI strategies in organizations. Here to share how AI is really changing our work, and what that means for the humans doing it.

  • Patrick Riley

    Co-Founder at RADICL | Work Transformer | Startup CEO | Investor | Film Producer

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