Ben Callahan

Welcoming @ventrebleu.bsky.social as my co-host for Episode 083 of The Question! We’re talking about what happens to collaboration (and #designsystems) when designers start in code instead of the canvas. Join us by answering The Question before Wednesday at 5pm Eastern: bit.ly/answerTheQuestion

If you’re at #converge2026, come find me for a fun #designsystems nerd notebook! Limited numbers so first come first served 💚🌲 👏 Thanks to Sparkbox.com for printing these for me to give away 👏 + @zeroheight.com

Welcoming @bigmediumjosh.bsky.social and @veronikakindred.bsky.social as co-hosts for Episode 082 of The Question! We're asking whether #designsystems can (or should) stretch to support sentient design. Answer before Wednesday at 5pm Eastern to join the Deep Dive on Thur!: bit.ly/answerTheQuestion

I'm joining @bencallahan.com again on The Question this week. Share your thoughts and come join the discussion. Should be fun. 🤩 🔗 bit.ly/answerTheQuestion

Round two with @shaunbent.co.uk for Episode 081 of The Question! We're talking how #designsystems adapt to and shape the cultures they serve. Answer before Wednesday 5pm Eastern: bit.ly/answerTheQuestion

Welcoming Robin Di Capua and @taylorcashdan.bsky.social as co-hosts for Episode 080 of The Question! We're unveiling The Redwoods Compass, a tool for visualizing #designsystem health, no grades attached. Answer before Wed COB and join the deep dive Friday at Noon Eastern!: bit.ly/answerTheQuestion

@afyiasmith.bsky.social joins me as co-host for Episode 079 of The Question! We're digging into who actually owns #designsystem documentation, and whether anyone owns the context our AI agents need. Answer before Wednesday at 5pm Eastern: bit.ly/answerTheQuestion

Episode 078 of The Question is live! Kacey Wood joins me to dig into the psychology of #designsystems work: reactance, pushback, and how you convince people without triggering their defenses. Answer before Wed 5pm ET and join Thursday's deep dive: bit.ly/answerTheQue...

@laurenloprete.bsky.social joins me on Episode 077 of The Question to talk culture vs. compliance in #designsystem work, and when relinquishing control actually pays off. Answer by Wed 5pm ET: bit.ly/answerTheQue...

ToniAnn Drenckhahn and I are digging into craft in #designsystems this week on The Question (ep. 076): teach vs. encode, what's actually worked, and where the gap comes from. Answer by Wed 5pm ET to get the invite: bit.ly/answerTheQue... We can't do this without you 💚🌲

Cassie Groos is my co-host this week for Episode 075 of The Question! We're talking about the #designsystems identity crisis—how our roles are rapidly shifting in real time. Join us by answering The Question before Wednesday at 5pm Eastern: bit.ly/answerTheQuestion

Gathering some interesting data for this episode with @kaelig.fr! One of the questions: "As AI agents and automation tools produce more content, design, and code at scale, what are your biggest #designsystem concerns?" Answer today to join us tomorrow at Noon E → bit.ly/answerTheQue...

Welcoming @kaelig.fr as my co-host this week for Episode 074 of The Question! We're talking about how AI is impacting #designsystem visibility and the shifting balance between enforcement and enablement. Join us by answering The Question before Wednesday at 5pm Eastern: bit.ly/answerTheQue...

On the latest episode of Wake Up Excited! I got to talk with my friend, fellow traveler, and recent collaborator, @bencallahan.com! youtu.be/m87n0DhQmWQ?...

🌟 Front-End Developer and Design Systems Practitioner seeking remote work. 🎨 With 10 years of experience in Design Systems, I excel at the front of the front-end. 🤝 If you’re looking for a friendly collaborator to bring your vision to life, let’s connect! 🌐 www.alwaystwisted.com 🙏🖤

Just an hour left to get your answers in for The Question Episode 072: bit.ly/answerTheQue... We're talking about Extreme #designsystem Support!

Hello, system thinkers! Just a few hours to get answers in for The Question, Ep 071 with myself and @vitalyf.bsky.social! Answer today to attend the deep dive tomorrow at Noon Eastern. We're diving into the criticality of #designsystems. But we can't do it without you! bit.ly/answerTheQue...

Happening next week! Smashing Meets Design Systems. With the lovely @samiamdesigns.bsky.social @bencallahan.com and David Wieland. Hosted by our lovely @geoffgraham.me. 🕰️ Wednesday, February 11, Tickets are free! smashingconf.com/meets-design...

We're talking "#designsystems as AI Context" this Thursday on Episode 068 of The Question with co-host TJ Pitre! Answer here to join the deep dive → bit.ly/answerTheQue...

My book, Accessibility For Everyone, is now free and online as a website. accessibilityforeveryone.site The book was first published by A Book Apart in 2017 but it holds up! It covers web accessibility for designers, developers, content folks, and really everyone who works in tech.

Published a new piece on my site explaining one of my big takeaways from Episode 066 with @laurakalbag.bsky.social. Such a fun convo! Give it a read here: The role of community in #designsystems (bit.ly/3NDh54m)

Episode 067 of The Question with co-host Yesenia Perez-Cruz is LIVE and ready for your input! We're talking about #designsystems that differentiate. Answer by Wednesday at Noon E to join the deep dive on Thursday at Noon E! bit.ly/answerTheQue... See you Thursday!!

Just read this from @hazelweakly.me. Now, I can't wait to read the rest of Hazel's writing. If you're into #designsystems give it a look...and I'm guessing this line will resonate: "people who become known for seeing systems often become in charge of them." hazelweakly.me/blog/to-be-a...

Hi there, system thinkers! Just a few hours left to get your answers in for Ep 066 of The Question (the first one of 2026)! @laurakalbag.bsky.social is joining as co-host to discuss "the #designsystem learning curve" and we need you to make it work! Q3 is a doozy 😵‍💫 bit.ly/answerTheQue...

Come and join us in February for the first Smashing Meets of 2026! We'll be talking about everything Design Systems with the lovely @bencallahan.com, @samiamdesigns.bsky.social, and @geoffgraham.me. We hope you will join us online. Tickets are free 💞 smashingconf.com/meets-design...

A few years back, I nearly wrote "The Fallacy of Federated Design Systems." Then @nathanacurtis.bsky.social beat me to it. But what happens when you try it anyway? At Spotify, I watched federated fail twice, resulting in a huge number of barely reused components and damaged trust in design systems.

The Question Episode 064 with co host @pegahahmadi.bsky.social is LIVE and ready for your answers! This week, we're discussing #designsystems ethics and we need YOUR voice to make it happen! Everything you need to join in is here → bit.ly/answerTheQue...

Took a few moments to document my takeaways from @zeroheight.com Converge #designsystems conference. Fair warning, this is not your standard tech blog post. bencallahan.com/convergance

You all are looking beautiful today!!! @zeroheight.com #converge

The Question Episode 063 is open and ready for your answers! It's about the agreements needed between #designsystems in a system of systems architecture. Should be a nice deep dive into some niche systems thinking! Answer by Wed to get an invite to the deep dive on Thur! bit.ly/answerTheQue...

@johnonolan.bsky.social truly enjoyed your presentation at @penpot.app fest. 🙏

Jumping into an accessibility workshop with Layshi Curbelo at @penpot.app Fest! Great storytelling right out of the gate!

Wildly impressive demo of Token Script at @penpot.app fest from @mikekamminga.bsky.social

Watching @gloria.design share some designer ↔️ developer nuggets at @penpot.app fest!

Turns out Design Systems Office Hours is quickly becoming the hey-we're-still-here-design-system-podcast. We need more design system podcasts folks. Grab a mic and record.

You know it's gonna be a good week when you start it off talking to DESIGN SYSTEM WIZARDS @nathanacurtis.bsky.social and @bencallahan.com!

New article live: Evolving #designsystem Skills, how our tools are shaping the necessary skills needed to be a thriving design system practitioner and what we can do to bring up the next generation of systems thinkers. bit.ly/3KQLnz0

Would love to spend the day with you in Bristol, UK!! Grab a spot in my #designsystem culture mapping workshop!

Episode 062 of The Question with Jeremy Elder is LIVE. This week, we’re considering how #designsystem teams can deal with the pressure to go faster. Answer (bit.ly/answerTheQuestion) to join the deep dive! 👏 Thank you to @zeroheight.com, the organizers of Converge, for making this one possible! 👏

Nice addition to our deep dive from yesterday!

The Question Episode 061 with this week's co host @natalyathree.bsky.social is LIVE! Answer here bit.ly/answerTheQue... and join us on Thursday at Noon Eastern for the deep dive into how our skills as #designsystems practitioners are evolving. See you Thursday!

Last chance to answer this week’s #designsystems survey! bit.ly/TheCoreSampl... We’ll close it at noon Eastern 🙏 See you Friday at The Redwoods Quarterly!

Where AI Is Failing Design Systems, and Where We Are Failing AI, by @bencallahan.com: https://bencallahan.com/where-ai-is-failing-design-systems #ai #designsystems

Time is almost up! Happy Monday, system nerds. You have until Wed at Noon EST to answer The Core Sample (an industry-wide, #designsystem pulse survey). I want to hear how you're doing. 💚 We'll unpack it at The Redwoods Quarterly, but we need your help to make it happen. bit.ly/TheCoreSampl...

Our friend @bencallahan.com, who runs The Redwoods Quarterly - an online design systems event happening Friday, 12th September from noon to 3.30pm (ET), is offering us a discount. Simply fill out the core sample survey linked below and secure a 50% off code with: 'zeroheightDeal'. hubs.li/Q03GSxRq0