Somewhat Useful

Will Myers and Christy Price
  • 5.0 (2)
  • ENTREPRENEURSHIP
  • UPDATED TWICE WEEKLY

Welcome to Somewhat Useful, the show where we explore the world of entrepreneurship and web design. We'll discuss topics that are shaping the world around us and tackle your questions from the mailbag. From Will Myers, Squarespace Developer, and Christy Price, Squarespace Designer.

  1. 3 DAYS AGO

    If We Had to Start Over in 2026

    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

    54 min

  2. 17 MAR

    Building on Your Own Terms with Gavin Zuchlinski

    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.

    58 min

  3. 2 MAR

    Making Your Business Less Miserable

    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.

    48 min

  4. 20 FEB

    Standing Out in an AI World with Jacq Fisch

    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.

    42 min

  5. 9 FEB

    It's 2026. Now what?

    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

    50 min

  6. 21 JAN ·  BONUS

    BONUS EPISODE: State of the Web Design Industry Report with Squarespace Circle

    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

    43 min

  7. 23/10/2025 ·  BONUS

    BONUS EPISODE: Circle Day Recap for Squarespace Pros

    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

    34 min

  8. 04/08/2025

    How AI is Impacting our Businesses as Web Designers & Developers

    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

    1hr 3min
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Ratings & Reviews

5
out of 5
2 Ratings

About

Welcome to Somewhat Useful, the show where we explore the world of entrepreneurship and web design. We'll discuss topics that are shaping the world around us and tackle your questions from the mailbag. From Will Myers, Squarespace Developer, and Christy Price, Squarespace Designer.

Information

  • Creator
    Will Myers and Christy Price
  • Years Active
    2023 - 2026
  • Episodes
    42
  • Rating
    Clean
  • Copyright
    © Will Myers and Christy Price
  • Show Website
    Somewhat Useful

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