AI

The Roundup: How to defeat jargon, win over a pushy PM, and fix the collaboration gap

What we learned from Blain Billingsley, staff designer at OpenAI

Sep 26 • Eli Woolery

Blaine Billingsley: OpenAI designer on the collaboration problem AI hasn't solved yet

Episode 192 of the Design Better Podcast

Sep 23 • Eli Woolery and Aarron Walter

47:59

The Brief: 7 Principles for better AI collaboration

Principles and a downloadable kit for anyone who wants to work more efficiently with AI collaborators.

Sep 18 • Aarron Walter

Federico Casalegno: Samsung EVP on how 20,000 years of creativity shapes design today

Episode 190 of the Design Better Podcast

Sep 10 • Eli Woolery and Aarron Walter

41:43

The Roundup: Staff product designer on getting used to change

A special sponsored version of The Roundup in partnership with Rosenfeld Media

Sep 4 • Eli Woolery and Aarron Walter

Get design and career support in Design Club

A new feature for paid subscribers.

Sep 3 • Aarron Walter

How to build a portfolio that will get you a job

Design Better’s guide to showing your work, drawn from live critiques with people who do the hiring.

Aug 14 • Aarron Walter, Eli Woolery, and The Curiosity Department

The Roundup: A field guide to AI prompting

An excerpt from a new book on using Claude Code

Jul 31 • Aarron Walter

The Roundup: The Cambrian Filter

Three things we learned about which tools — and ways of working — will survive

Jun 19 • Eli Woolery

The Roundup: Being correct and being ignored

Lessons we learned from writer and technologist Paul Ford

Jun 5 • Eli Woolery

Paul Ford: Writer, developer & "fun Cassandra" on why everything is changing (but not how you think)

Episode 179 of the Design Better Podcast

Jun 3 • Eli Woolery and Aarron Walter

46:53

The Brief: Designing your own portfolio is hell, but it doesn't have to be

Here's what I learned from this painful process.

Jun 1 • Aarron Walter

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