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Half of U.S. adults use an AI chatbot now. Only 4.5% pay for ChatGPT, Gemini, or Claude. (Guess which group we're in.) In this episode, we go through two new reports on how people use AI, then ask what the numbers mean if you build websites for a living. We discuss: Would you give an AI agent your credit card? Meta's Muse, OpenAI's Dots, and how much permission each of us hands over.Why web designers are the weirdos. The median AI subscriber pays $25 a month. The top 1% pays about $903.Search is the #1 thing people use chatbots for. 44% of Americans use ChatGPT and 6% use Claude, so check where your client's customers are.Lovable, Canva, Figma, Claude Design... the build is getting crowded. Taste isn't.71% of Americans think AI makes their personal info less secure. "Built by a human who answers your email" is a selling point.Lightning round: a bathtub injury, a 4th grade spelling bee grudge, and our walk-up songs. We skipped sponsors this season to share our own things: Christy's is Web Design Roundtable, her community for Squarespace web designers. More info at https://christyprice.com/wdr And you can find Will's plug ins at https://www.will-myers.com/products Sources: a16z, The Top 100 Gen AI Consumer Apps, 7th Edition: https://a16z.com/100-gen-ai-apps-7/ Pew Research Center, Americans and AI 2026: https://www.pewresearch.org/internet/2026/06/17/americans-and-ai-2026-chatbots-smart-devices-and-views-on-impact/ Hosts: Christy Price: https://christyprice.com Will Myers: http://will-myers.com/ Editor: Rikki Gunton

We're back after a three-month break, catching up on what we've been building, how AI has (and hasn't) changed our workflows, and continue the ongoing conversation about how AI is impacting web designers. Squarespace Circle Day: https://circleday.squarespace.com/ Tools Mentioned in the Episode: SquareKicker Compose: https://squarekicker.com/composeBase44: https://base44.com/ Fathom: https://www.fathom.ai/  Kit: https://kit.com/ vidIQ: https://vidiq.com/ Instinct: https://instinct.com/ Pangram: https://www.pangram.com/ Lovable: https://lovable.dev/ Figma: https://www.figma.com/ Codex: https://chatgpt.com/codex/ Resend: https://resend.com/ Github: https://github.com/   Offerings from Will & Christy Christy’s Two Day Website System: https://learn.christyprice.com/template-buildout-system  Christy’s Client Process Checklist: christyprice.com/client  Will’s Step Flow Timeline plugin: https://www.will-myers.com/products/p/step-flow-timeline

AI bot traffic is projected to surpass human traffic by the end of 2027. In this episode, we discuss how web design is changing and what we can expect for the future. We talk about whether the extra SEO effort is worth it, adding AI clauses to design contracts, and why we still believe we should build for humans first. Mentioned in the episode: Internet traffic composition: https://blog.will-myers.com/post/internet-traffic-composition Phone stand: https://www.moft.us/products/invisible-phone-tripod-stand?variant=43898583056471Computer stand: https://www.amazon.com/Roost-Laptop-Stand-Adjustable-Portable/dp/B01C9KG8IG/ref=sr_1_18  Thank you to our sponsor, Breely! Breely is modern scheduling software with every feature unlocked for free, including signatures, payments, and Email or SMS notifications. Start for free at breely.com/useful and streamline your entire client booking workflow. Sign up for Will's Newsletter Sign up for Christy's Newsletter

In this episode, Will sits down with Becca Harpain from Inside the Square and Dave Hawkins from Made by Dave to discuss all things AI: vibe coding, what they will and won’t use AI for, how their workflows have shifted now that AI tools are widely available, and the main skills Squarespace designers should be focused on right now.  Thank you to our sponsor, Breely! Breely is modern scheduling software with every feature unlocked for free, including signatures, payments, and Email or SMS notifications. Start for free at breely.com/useful and streamline your entire client booking workflow. Mentioned in the episode: Dave’s course: squarehead.co.uk (use code somewhat10) Becca’s Custom Codey: customcodey.com Wisprflow: https://wisprflow.ai/  The Lean Start Up book: https://theleanstartup.com/ Find Dave: https://madebydave.org/  Find Becca: https://insidethesquare.co/  Sign up for Will's Newsletter Sign up for Christy's Newsletter

In this episode, we discuss the concept of "killing your darlings" — letting go of products, processes, or tools in your business that no longer serve you to make room for what's next. Will shares how he’s rethinking his plugin strategy and Christy reflects on services she’s no longer offering. We also discuss the shifting landscape of the web design and development industry and debate the creativity (or lack thereof) of LLMs.  Thank you to our sponsor, Breely! Breely is modern scheduling software with every feature unlocked for free, including signatures, payments, and Email or SMS notifications. Start for free at breely.com/useful and streamline your entire client booking workflow. Sign up for Will's Newsletter Sign up for Christy's Newsletter

Today we're joined by Kelsey Gilbert-Kreiling (of Week of the Website and Eventually) to chat about launching the new event ticketing platform she built with her husband Zach. We learn about the origin story, how they use Claude in their build process, and discuss how AI is shaping the future of in-person gatherings. Will explains why he moved Code Curious off of Squarespace, and Christy shares an update on her wine education journey. Try a free month of Eventually at eventuallyticketing.com/somewhat-useful Thank you to our sponsor, Breely! Breely is modern scheduling software with every feature unlocked for free, including signatures, payments, and Email or SMS notifications. Start for free at breely.com/useful and streamline your entire client booking workflow. ⁠Sign up for Will's Newsletter⁠ ⁠Sign up for Christy's Newsletter⁠

If we had to start over today, with no audience, no email list, and no reputation, what would we actually do? In this episode, we break down what still works for building a web design business, what we'd skip completely, and where we'd focus if we had to rebuild from scratch in 2026. We also talk about SEO, YouTube, AI search, email lists, Instagram, digital products, client work, and the slow reality of growing something that lasts. Plus, Christy shares the story of winning $5,000 at Sponsor Games, and Will talks about how he's in his Claude era. Thank you to our sponsor, Breely! Breely is modern scheduling software with every feature unlocked for free, including signatures, payments, and Email or SMS notifications. Start for free at breely.com/useful and streamline your entire client booking workflow. Mentioned in the episode: Sponsor Magnet by Justin Moore Atomic Habits by James Clear Kit Conference Web Designer's Playbook Will's Toolkit Will's email list Christy's email list

In this episode, Christy and Will discuss recent and upcoming conferences, Squarespace updates, and Will’s evolving opinion on OpenClaw. Then they chat with Gavin Zuchlinski, founder of some of the best scheduling tools on the market, including this season’s sponsor, Breely! You'll hear about how he created Acuity as a side hustle, the Squarespace acquisition, and why he wanted to build yet another scheduling platform.  Mentioned in the episode: Will’s article about OpenClaw Final Surge app Die with Zero book Thank you to our sponsor, Breely! Breely is modern scheduling software with every feature unlocked for free, including signatures, payments, and Email or SMS notifications. Start for free at breely.com/useful and streamline your entire client booking workflow.

AI tools are moving fast, client work gets messy, and some days, business feels heavier than it should. In this episode, we talk honestly about what makes entrepreneurship feel miserable, how AI is adding new anxiety (hello, OpenClaw), and the boundaries that actually help. You'll also hear a few timely Squarespace updates (and bugs), plus what the next year might look like for Squarespace designers and developers as AI keeps changing the workflow. Mentioned in the Episode: Squarespace Circle The Web Designer Summit (March 5) Thanks to our sponsor Breely! Breely is modern scheduling software with every feature unlocked for free, including signatures, payments, and Email or SMS notifications. Start for free at breely.com/useful and streamline your entire client booking workflow.

We start this episode by reviewing what’s new with Squarespace, including the retirement of the Amazon block and our thoughts on search functionality. We also discuss Squarespace’s recent Super Bowl ad. Then we’re joined by author and writing coach Jacq Fisch to talk about:  Writing in 2026 and how to stand out in a sea of noise and AI-written contentWays to use AI without selling your soul Find Jacq at: https://theintuitivewritingschool.com/ https://jacquelinefisch.com/ https://jacquelinefisch.substack.com/ https://www.instagram.com/theintuitivewritingschool/ Mentioned in the episode: Monacle search Voxer Otter Thank you to our sponsor, Breely! Breely is modern scheduling software with every feature unlocked for free, including signatures, payments, and Email or SMS notifications. Start for free at breely.com/useful and streamline your entire client booking workflow.

In this episode we chat about what 2026 looks like for web designers and developers. We'll share what we're leaning into this year and what we're leaving behind. Mentioned in the episode: Kit conference Sponsor Games Christy's YouTube Growth Lab Sponsor: Breely is modern scheduling software with every feature unlocked for free, including signatures, payments, and Email or SMS notifications. Start for free at breely.com/useful and streamline your entire client booking workflow. Follow: ⁠⁠Follow Christy on Instagram⁠⁠ ⁠⁠Follow Will on Instagram⁠⁠ ⁠⁠Sign up for Will's Newsletter⁠⁠ ⁠⁠Sign up for Christy's Newsletter⁠

Want to know how web designers feel about AI? In this bonus episode, Christy and Will dive into the new 2026 State of the Web Design Industry Report with Sam Zelitch and Sarah Greisdorf from the Squarespace Circle team. Read the report: https://pros.squarespace.com/web-design-industry-report Follow Christy on Instagram Follow Will on Instagram Sign up for Will's Newsletter Sign up for Christy's Newsletter

We break down the biggest updates from Squarespace Circle Day, why this year felt different, and what matters for your client work. We cover Finish Layer in ProTools (animations, layers, grouping with Stacks, hide on mobile, copy and paste styles), the new custom fonts workflow, Circle dashboard upgrades that reduce Impact headaches, connected commerce and extensibility for stronger integrations, and Beacon AI, including SEO help for LLMs. Follow: ⁠⁠Follow Christy on Instagram⁠⁠ ⁠⁠Follow Will on Instagram⁠⁠ ⁠⁠Sign up for Will's Newsletter⁠⁠ ⁠⁠Sign up for Christy's Newsletter⁠

AI is transforming everything, from how we work to how we build businesses. But what does that actually mean for entrepreneurs and creatives like us? Are we on the brink of losing our jobs… or stepping into a new era of possibilities? In this episode of Somewhat Useful, Christy and Will have an honest, slightly nerdy, and surprisingly hopeful conversation about: ✅ How AI is already shifting our day-to-day workflows ✅ The tools we’re experimenting with (and the ones we avoid) ✅ Why we’re not panicking about job loss, and what we’re focusing on instead ✅ The mindset shifts that help us stay adaptable in a rapidly changing world Whether you’re excited about AI, skeptical, or just trying to keep up, this episode will give you perspective (and maybe even a little peace of mind). If you’re a web designer, freelancer, or someone exploring online business, you’ll get practical insights, career tips, and a sense of what’s ahead. Stick around for their stories, shoutouts from the live chat, and lightening round questions at the end. Thank you to our sponsor SquareKicker. Get 15% off all SquareKicker products with code SOMEWHAT15 today: ⁠https://squarekicker.com/⁠ Circle Day SEOSpace Christy’s tutorial on SEOSpace Podia   AI Tools Discussed: ChatGPT Midjourney Manus RightBlogger OpusClip Cursor Claude

In this episode, Will and Christy touch base about wrangling code updates, keeping up with Squarespace’s ongoing changes, and the debate between live and pre-recorded marketing. Then they bring in Kelsey Gilbert Kryling, founder of Week of the Website, to talk honestly about what it’s like running an agency and the day-to-day realities of digital business. Kelsey shares what it takes to balance work and family life, the practical realities of maternity leave, and her biggest lessons on team structure and workflow. If you’re weighing freelance vs. agency life or planning to step back for family or health, Kelsey’s open-book approach is both reassuring and eye-opening. They also take a few minutes to celebrate simple wins, like the joy of a good pastry! Kelsey’s top tech stack: Slack [https://slack.com/]Pipedrive [https://www.pipedrive.com/]EOS/90.io [https://www.90.io/] (Entrepreneurial Operating System organizing tool) Find Kelsey at https://www.weekofthewebsite.com/ or https://www.bykelseygk.com/ Sponsor: SquareKicker What if you could have unlimited creativity on Squarespace? ⁠⁠⁠⁠⁠The SquareKicker Pro Extension⁠⁠⁠⁠⁠ gives you powerful design control, with an intuitive, visual UI right inside your Squarespace editor.Created by designers, for designers, over 100 no-code tools empower you to customize Squarespace far beyond its native capabilities. Visit squarekicker.com for a free trial—no credit card required. Use SOMEWHAT15 to get 15% off all SquareKicker products today. ⁠⁠⁠⁠⁠Learn More