Ben Shih – Medium

Ben Shih

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Ben Shih

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Jun 25, 2024

Why do designers become managers?

Learnings from talking with 10 design managers from Booking dot com, Miro, Zalando, Smartsheet, and more.

This image illustrates a career progression chart for design roles within a company. The progression starts from “Junior Designer,” moves through “Intermediate Designer,” and “Senior Designer.” From “Senior Designer,” there are two pathways: one leads to “Design Manager,” then “Senior Design Manager,” and finally “Director of Design.” The other path from “Senior Designer” leads to “Design Lead” and then “Principal Designer.”

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Mar 30, 2024

Designing user onboarding: lessons from Figma, Duolingo, and more

Find out the common mistakes in designing onboarding and learn the secret sauce behind engaging onboarding from 20+ top tech companies.

Let’s look at how these popular brands and many others design onboarding

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Ben Shih

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Feb 2

How LennyRPG was built in 8 hours

How I turned 300+ podcast transcripts into a playable RPG using AI and open source

A animation of the LennyRPG game

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Ben Shih

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Dec 16, 2025

Designing product delighters people remember and share

Why moments like Spotify Wrapped get shared everywhere, and how products like Figma and Duolingo design small delights

A wide-eyed cat surrounded by screenshots of year-in-review and “Wrapped” experiences from different apps like Spotify, Duolingo, Discord, YouTube, and others, representing the overwhelming flood of recap features every December.

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Aug 5, 2025

What building products looks like in the age of AI

From research to delivery, explore how AI is reshaping product design workflows for faster, smarter outcomes.

A sleepy cat on a keyboard surrounded by logos of AI tools, with the caption “Me after trying my 17th AI tool this week.”

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Jun 1, 2025

How airlines trick you into paying more

A deep dive into the hidden costs and psychological nudges of modern air travel

A man throws cash into the air as logos of major airlines including Ryanair, Spirit, Delta, Lufthansa, KLM, and AirAsia fly out of a basket, representing excessive airline fees.

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Ben Shih

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Apr 28, 2025

I tried 50 AI tools—here’s how AI is changing the way we design

Exploring how AI is reshaping onboarding, user expectations, and product experiences

Cartoon-style illustration of AI robots quickly creating digital artwork, symbolizing automation of creative tasks.

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Ben Shih

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Mar 19, 2025

A guide to AI prototyping for product designers

AI is more than a product, it’s a platform that will change how and what we design — and who gets involved.

An image with all popular AI softwares, ChatGPT, Cursor, Bolt.New, Lovable and V0.

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Ben Shih

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Dec 17, 2024

What we can learn from the 7 worst design examples ever

Forget beautiful designs, let’s learn from the ugly and funny ones today.

A person drinking from a blue mug with an unusual design, where the rim of the cup is curved inward, making it awkward to drink from. The mug’s shape blocks the person’s face, giving a humorous and impractical impression.

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Sep 9, 2024

How to build an AI-driven User Research Repository

Leverage AI to make research smarter, faster, and to build a more user-centered product team

A minimalistic web page with the title “My first repository” and a playful input box saying “Hey AI, Build a User Research Repo for me. Pleaseeeee.” The interface appears simple with a single “Generate” button.

Ben Shih

Ben Shih

Doing Growth @ Miro — I write about PLG, AI, data-driven design, and design psychology. Connect with me here — https://www.linkedin.com/in/hbshih/

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