Eleventy started as a side project. Now it’s a critical infrastructure for thousands of websites.

TL;DR: Open source isn’t broken. But the way we fund it often is. Let’s talk about what actually works.

In this episode, we sit down with Zach Leatherman, creator of Eleventy (11ty), to talk honestly about what happens after open source succeeds. From nap-time coding and nights-and-weekends maintenance to venture capital pressure, burnout risk, and the reality of funding long-lived developer tools, this conversation digs into the cultural and financial tradeoffs behind modern open source.

We cover sustainability, community expectations, funding models that don’t rely on hockey-stick growth, and why “free forever” only works if the people behind the project can stay whole humans.

🎙️ What We Cover in This Episode

• 🧠 How Eleventy grew from a side project into a widely depended-on tool
• ⚖️ The maintainer’s dilemma: growth, responsibility, and personal sustainability
• 💸 Why venture capital and hockey-stick growth often fail dev tools
• 🔥 Burnout, boundaries, and being accountable to a global user base
• 🏡 Balancing family life with open source maintenance
• 🔁 Different funding models: donations, sponsorships, Pro tools, and tradeoffs
• 🌱 What sustainable open source can look like long-term
• 🔮 What’s ahead for Eleventy and its next chapter

⏱️ Timestamps
00:00 – Introductions and why open source sustainability matters
01:47 – Eleventy’s early days and unexpected adoption
04:32 – When a “side project” becomes critical infrastructure
06:42 – Corporate usage, expectations, and hidden pressure
10:08 – Family life, burnout risk, and personal boundaries
14:17 – Funding models: donations vs. sustainability
18:45 – Venture capital, acquisitions, and hockey-stick growth myths
23:33 – Lessons from Gatsby, Astro, and the dev tools ecosystem
26:25 – Why sustainable open source must tie to real value
30:26 – A healthier path forward for maintainers and communities
33:20 – What’s next for Eleventy

🔗 Links & Resources

• Eleventy (11ty)
• Font Awesome
• Web Awesome

🎵 Theme music by Ronnie Martin
🎹 Interstitial music by Zach Malm
🎥 Video support by Isaac Chase

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Happy New Year from the Awesomeverse! In this episode, Matt and Jory kick off 2026 by recapping all the wild, weird, and wonderful things that happened across Font Awesome and Web Awesome in 2025. From the launch of FA7 and small-batch icon packs to a possum puppet mascot (yes, really), they reflect on the big (and small batch) wins, behind-the-scenes hilarity, and creative experiments that made the year unforgettable. Oh, and if you're wondering what it's like to direct a hot dog-eating scene at a Kickstarter video shoot? We’ve got that covered too.

TL;DR: New icons, big upgrades, hilarious videos, brainy guests, possum puppets, and one heck of a year.

🧠 What We Cover in This Episode

• 🎉 Reflecting on FA7 upgrades
• 🧪 The rise of Pro Plus and its small batch icon packs (Etch! Jelly! Not Dog!)
• 🎥 Behind-the-scenes on the F.A.C.U. cinematic universe and the FA7 shoot (hot dog suit included)
• 🧩 How the newsletter icon puzzle took on a life of its own
• 🧰 The official Web Awesome launch and what’s next
• 🧠 Brainy takes on icon cognition from Dr. Brian Glenny
• 🐾 The birth of Awesome Possum, our unofficial but fully fabulous mascot
• 📦 Teasers for what’s coming in 2026: More icons, more components, and more fun

⏱️ Timestamps

00:00 – Post-holiday haze & back in the podcast saddle
02:00 – FA7 highlights: Pro Plus packs + icon design overhaul
04:30 – Icon Pack breakdown: Etch, Jelly, Not Dog, and beyond
06:00 – Behind-the-scenes filming stories from the FA7 Kickstarter video
10:00 – Web Awesome officially launches!
12:30 – How the Awesome Possum was born
16:00 – The rise of the icon puzzle & newsletter hijinks
24:00 – Standout guests from the past season + the philosophy of icon design
28:00 – Accessibility icons, graffiti activism, and symbol cognition
30:00 – What’s coming in 2026: New icon packs, new components, and new surprises
32:00 – The Awesome Possum signs us off (kinda)

🔗 Links & Resources

• Check out the FA7 Launch Video
• Learn more about Pro Plus
• Build with Web Awesome
• Subscribe to our Newsletter (get the puzzle!)
• Jory’s Puzzle Book: “Goes Without Saying”
• Behind-the-scenes of the FA7 Shoot
• The Accessibility Icon Project

🎵 Theme music by Ronnie Martin
🎹 Interstitial music by Zach Malm
🎥 Video support by Isaac Chase

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What is nerdery, really? 🤓 In this episode of Podcast Awesome, we dig into the heart of Font Awesome’s culture — inclusive nerdery. It's not about lone geniuses or command line gatekeepers. It’s about heart, curiosity, humility, and building awesome things with other people. 💛

👾 You'll hear from FA team members Dave and Travis, plus a few snippets from topics we've covered on our blog and internal convos, all woven together to show how we:

🎯 Hire for character over cleverness
🔍 Celebrate deep curiosity (hello, nutrition nerds and D&D geeks!)
🎉 Create space for serious play through our legendary team "Snuggles"
🧠 Foster creativity through snack-sized projects like the Icon Wizard and Space Awesome game

This episode is for anyone building company culture, or just trying to figure out how to lead with humanity in a techy world.

✨ Icons may not change the world, but good people just might.

🔍 What You’ll Hear in This Episode:
00:00 – Welcome to Nerdery™
02:00 – Defining what "nerd" means to us
04:00 – Why we hire adults, not rockstars
06:00 – Our 3-step hiring philosophy
08:00 – Why we host company “Snuggles” (not summits!)
10:00 – FARTS, the Icon Wizard & how fun leads to innovation
12:00 – Space Awesome: building games on company time (and learning VueJS to boot!)
14:00 – Why forced culture doesn’t work
16:00 – A culture that’s built to last

🔗 Mentioned in the Episode:
🧙‍♂️ Space Awesome – FA dev project
https://spaceawesome.io/
🛠 Our Hiring Philosophy
https://blog.fontawesome.com/company-...
✨ The Icon Wizard
https://blog.fontawesome.com/icon-wiz...
💼 More About FA Company Culture
https://blog.fontawesome.com/nerdery/

🎵 Theme music by Ronnie Martin
🎹 Interstitial music by Zach Malm
🎥 Video support by Isaac Chase

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🎬 What do Star Wars, oil painting, and storytelling have in common?

Turns out: everything. In this curiosity-fueled episode, filmmaker and multi-hyphenate creative Andy Maier (Soon Agency) joins host Matt Johnson to talk about building a life powered by relentless learning, visual storytelling, and the kind of curiosity that launches careers 🚀.

From working with Apple, SpaceX, and Microsoft to touring in his metal band Opponent and picking up oil painting during a creative pivot — Andy is the living embodiment of “just figure it out.” 💥🎨🧠
If you've ever felt like the underdog creative, this one’s for you. Andy drops storytelling gems faster than Yoda lifts an X-Wing.

🎸 Fun fact: Andy composed the metal version of the Font Awesome theme song in a single day. That’s some serious Jedi speed 🤘.

🎙️ What We Cover in This Episode
🤖 Why being curious is better than being talented
🎥 How oil painting made Andy a better compositor
🧱 The concept of “armature” and why your story collapses without one
🌱 Why telling the truth is the best brand strategy
🤝 The power of surrounding yourself with curious people
✨ Building "wells, not fences" in your creative career
⚔️ Star Wars, Iron Giant, and the real meaning of “The Force”

⏱️ Timestamps
00:00 – Welcome to Podcast Awesome
01:00 – Meet Andy Maier: Creative Jedi & Founder of Soon
02:30 – Early creative career and figuring it out on the fly
05:15 – The underestimated power of curiosity
08:20 – From DIY music videos to working with Apple and SpaceX
10:45 – Why storytelling is better than trends
13:30 – Building a creative life around community and friendships
16:00 – How oil painting made Andy better at... everything
19:00 – The merch moment: painting turned t-shirt design
22:00 – What’s real? How to build grounded storytelling
26:30 – Invisible Ink, Brian McDonald, and story armature 101
32:00 – Why Marvel’s Phase 4 struggles (and what X-Men got right)
34:00 – Star Wars, Joseph Campbell, and unlocking “the Force”
37:45 – Where to find Andy and his work
38:30 – Bonus: The origin of the metal FA theme song 🤘

🔗 Links & Resources
🔥 Andy’s work – https://www.soon.agency
🎶 Andy’s band Opponent – https://www.solidstaterecords.com/opponent
📖 Invisible Ink by Brian McDonald – https://shorturl.at/E9101
🖖 Font Awesome’s Heavy Metal Icon Episode – https://www.youtube.com/watch?v=8FlsrtKCI1Y
🎧 More Podcast Awesome episodes – https://podcastawesome.com

#PodcastAwesome #StorytellingMatters #CreativeJedi #VisualStorytelling #FilmmakerLife #MotionGraphicsArtist #DesignNerds #FontAwesome #CuriosityWins #InvisibleInk #CreativeProcess #OilPaintingForDesigners #BuildWellsNotFences #NerdCulture #MetalVibesOnly #StarWarsStorytelling #MakeSomethingAwesome

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Episode Summary

What does it really take to ship something as powerful, polished, and downright magical as Web Awesome? In this episode of Podcast Awesome, Matt sits down with Lindsay and Cory, the dynamic duo behind the official launch of Web Awesome. Together, they peel back the curtain on how the team brought a customizable design system to life (without summoning any cursed CSS incantations).

From the slick Theme Builder to the deeply thoughtful Figma integration, from production-ready patterns to future-forward prototyping dreams, this convo is packed with insights for devs, designers, and nerds of all kinds. Get the scoop on stretch goals, community feedback, and why starting with a “sh*tty first draft” is actually a power move.

Oh! And they may or may not be plotting a future where we don’t even need Figma anymore. Gasp!

What We Cover in This Episode:

🛠 The design magic behind the Theme Builder
🎨 Patterns and why you shouldn’t reinvent the checkout form
🧩 The current state of Figma files — and where they’re headed
🧪 Bridging the gap between prototyping and real code
🔮 A sneak peek at future stretch goal components (hello, toasts and video!)
⚡ How Web Awesome + Eleventy = your new dream dev stack
🗣 Why your newbie feedback matters more than you think

Timestamps

00:00 – Welcome & introductions
01:45 – Life after launch: relief or revving up?
03:30 – Making the Theme Builder powerful and friendly
05:40 – Patterns that just work (and why that's a good thing)
07:30 – Balancing usability and delightful surprises
08:15 – Figma files, MVP vibes, and real feedback
10:20 – The future of theming via Figma plugins
12:00 – Stretch goal components: what’s shipped and what’s next
14:30 – Why prototyping with code might replace Figma
16:45 – Web Awesome meets Eleventy: the ultimate team-up
19:00 – Templates, page builders, and lowering the barrier to entry
20:30 – Why new users’ feedback is gold
22:00 – How to connect with the team & share your experience

Links & Resources

🌐 [Web Awesome](https://webawesome.com)
📣 [Join the Community](https://webawesome.com/community)
🧵 [GitHub Discussions](https://github.com/webawesome/webawesome/discussions)
📬 Email: [help@webawesome.com](mailto:help@webawesome.com) / [hello@webawesome.com](mailto:hello@webawesome.com)
💬 Join us on Discord – link on the community page!
🧠 Learn more about [Jacob’s Law](https://lawsofux.com/jakobs-law/)
🎁 Don’t forget: 20% off Web Awesome Pro until Nov 19th!

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Episode Summary:

We're heading back to the basement — (sort of). In this episode, Matt catches up with Mike Wilkerson, the OG guest of Podcast Awesome, to unveil the biggest update yet to the official Font Awesome WordPress plugin. From block editor visual support to full-on SVG injection wizardry (yes, that’s a thing), this version is all about giving developers and designers more power, more precision, and fewer plugin conflicts.

Whether you’re a WordPress purist or a page builder rebel, you’ll walk away knowing how to get your icons looking sharp, staying pro, and loading like a dream.

🧠 What We Cover in This Episode:

• 🔌 The origin story of the plugin (and the furnace that helped launch it)
• 🧱 Full block editor visual editing support (finally WYSIWYG!)
• 🛠️ SVG injection + self-hosting benefits
• 🛡️ How to squash plugin conflicts like a pro
• 🔍 Page builder struggles—and what might be coming next
• 🤝 How to send feedback to actual humans™ at Font Awesome

⏱️ Timestamps:

00:00 – Basement beginnings & podcast nostalgia
02:00 – WordPress + Font Awesome: how widespread is it?
04:00 – Why Version 5 is a game-changer
06:00 – How inline SVGs improve performance and reduce conflict
08:00 – Self-hosting benefits & advanced options
10:00 – When to load (or not load) your kit
12:00 – Compatibility tips for older content
14:00 – What’s next for FA + WordPress
16:00 – How to give feedback to actual humans™

🔗 Links & Resources:

• Official Font Awesome WordPress Plugin
• Using Kits with WordPress
• Conflict Detection & Troubleshooting
• Email us: hello@fontawesome.com

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🧠 What do LEGO logos, hand-puppet dreams, citrus gadgets, and naming things "Turbo" have in common? They're all part of Dan Cederholm’s design universe — and part of this wide-ranging, joy-filled second half of our conversation.

In this episode, Dan returns to talk about:
• Embracing constraints as a creative fuel source
• Naming fonts after misspelled words (because ... domains)
• The delightful hellscape of naming anything in tech
• Why imposter syndrome might actually be useful
• And how a puppet changed everything at Font Awesome 🧡

🎧 It’s a show-and-tell episode full of unexpected design wisdom, warm fuzzies, and orange peelers.

What We Cover in This Episode:
• 🧠 Dan’s creative process: one font at a time
• 🚫 Naming things is still the hardest problem in tech
• 🐀 The birth of the Font Possum Puppet
• 🧃 The power of a really good citrus squeezer
• 🤖 Why AI can’t fake taste (yet)
• 💌 Why Dan's newsletter works (and yours could too)
• 😵‍💫 Making peace with imposter syndrome
• 🧩 Why being weird is a superpower

⏱️ Timestamps
00:00 – Intro
01:15 – The creative process of typeface design
04:04 – Naming fonts is a nightmare
06:05 – The importance of naming & branding
12:25 – Imposter syndrome in the creative industry
18:15 – A puppet changed everything
22:31 – Why a newsletter is like old-school blogging
29:03 – Orange peelers, joy, and the power of small specificity
37:17 – The impact of creativity
38:14 – Building community through creativity
41:16 – Wrap up with Dan Cederholm
42:24 – Final Thoughts & Credits

📌 Links & Resources
• Dan Cederholm → https://simplebits.com
• Dan's newsletter → https://simplebits.com/newsletter
• Turbo Typeface → https://simplebits.com/fonts
• Font Possum cameo → [FontAwesome YouTube Channel]
• BrickLink Studio (Lego design app) → https://www.bricklink.com/v3/studio

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Summary

Designer, author, and co-founder of Dribbble, Dan Cederholm joins Podcast Awesome to chat with Matt Johnson and Jory Raphael about finding joy in creativity later in life, making fonts just for fun, and the art of embracing imperfection. From typefaces and merch to dice games and design detours, Dan shares how side projects, constraints, and a healthy dose of curiosity keep the creative spark alive.

This two-part conversation is full of laughter, nostalgia, and lessons about learning new things just because they’re fun. You’ll walk away inspired to make something— anything — awesome.

Key Takeaways

• Creativity thrives in curiosity: Dan reminds us that learning new things (even outside your job) can reignite your creative energy.
• Constraints fuel originality: Sometimes not knowing everything — or having limited tools — can sometimes help create the most human, interesting work.
• Merch can tell a story: From fonts to dice games, playful side projects become part of a designer’s personal brand.
• Imperfection = personality: The best designs often come with flaws that make them real, memorable, and relatable.
• Spend time not doing your job: Font Awesome’s team philosophy — creativity grows when you step outside your usual sandbox.

Timestamps

• 00:00 — Introduction and catching up with Dan Cederholm
• 02:00 — Typefaces as creative puzzles
• 06:00 — The joy of passion projects
• 10:00 — The first font and lessons from “Chameleon”
• 18:00 — The lineage of icon design and learning from imperfection
• 26:00 — Failures, Field Notes, and finding the next fun thing
• 30:00 — Creative constraints and the beauty of not knowing everything
• 36:00 — Humor, joy, and “making stuff that makes you laugh”
• 38:00 — The icons that exist just because they’re funny
• 42:00 — Hidden glyphs, zombie hands, and bonus icons in fonts
• 44:00 — Wrap-up and where to find Dan online

Related Links

• SimpleBits.com
  — Dan’s home for fonts, merch, and creative experiments
• Dan’s Newsletter
  — The one Font Awesome staffers never skip
• Dribbble
  — Co-founded by Dan, still inspiring designers everywhere

Credits

Produced and edited by Matt Johnson
Video editing by Isaac Chase
Theme music by Ronnie Martin
Interstitial music by Zach Malm

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