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Jon Daiello

Jon Daiello

·

Jun 14

Language Isn’t Thinking

What AI actually produces, and what we keep mistaking it for

Hand drawn picture of a finger tapping a Morse code device

In

Paychex UX

by

Jon Daiello

·

May 1

The Frameworks We Forgot

How we keep repackaging what already works…making it worse.

hand drawn compass with ? instead of NWSE indicators. “Which way?”

Jon Daiello

·

Feb 24

Why Generative AI is Bad for Design

And, what you can do about it…

hand drawn picture of chat interface with the word “design?” inside the chat thread.

Jon Daiello

·

Feb 24

The Probability Trap

AI creates fast. But fast creation isn’t design.

hand drawn picture of a person looking through a paper-towel tube labeled “tunnel vision”

In

UX Collective

by

Jon Daiello

·

Dec 24, 2025

Design leaders need to jam with their teams

How business management killed craft apprenticeship

Drawing of man holding a bass saying “Let’s jam!”

Jon Daiello

·

Dec 5, 2025

Stop Shooting Your Allies

What to do about Design’s Combative Language Problem

A tank with a message that reads “don’t shoot”

Jon Daiello

·

Nov 20, 2025

Building Momentum without Meetings

The power of the micro-moment for asynchronous work

A drawing of a trail splitting in two with a sign pointing to the right reading “the power of the micromoment”

Jon Daiello

·

Oct 22, 2025

Stop Dumping the Spice Rack

What good cooking teaches us about communication

Stop Dumping the Spice Rack

In

UX Collective

by

Jon Daiello

·

Oct 15, 2025

The illusion of alignment

How designers create true alignment with visual thinking

The illusion of alignment

In

UX Collective

by

Jon Daiello

·

Sep 20, 2025

Your UX design every day carry

5 frameworks that will save your butt…and help you kick some.

Hand draw illustration of a pen, iPhone, Leatherman multitool, and a flashlight.

Jon Daiello

Jon Daiello

Senior UX Manager at Paychex. Passionate about great design that creates value. https://www.youtube.com/c/JonDaiello https://jondaiello.substack.com

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