Somewhat Useful

Will Myers and Christy Price
  • 4.7 (25)
  • ENTREPRENEURSHIP
  • UPDATED SEMIWEEKLY

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. 10/23/2025 · 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

  2. 08/04/2025

    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

    1h 3m

  3. 07/21/2025

    Entrepreneur Maternity Leave while Building an Agency with Kelsey Gilbert-Kreiling

    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

    53 min

  4. 07/09/2025

    What Dogs Can Teach Us About Squarespace Web Design with Kristine Neil

    In this episode, Will and Christy talk about everything from big Squarespace updates (especially around e-commerce), to taking real sick days (or not), and why it’s actually okay if your website isn’t the prettiest thing on the internet. We get into what dogs can teach us about web design, using loyalty and clear directions as guiding lights, and even where to find that “sunny spot” for your work and wellbeing. You’ll walk away with practical changes you can make to your Squarespace site, and a few reminders that taking care of yourself is just as important as impressing your clients. Oh, and we share a lot of love for pets, so if that’s your thing, stick around! 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 Donald Miller book: https://storybrand.com/building-a-storybrand-book-new/ See the site Christy made about Beyla Will’s Squarespace Designer Toolkit Chrome Extension Workflow.Design Christy’s Workflow.Design walkthrough Where to find Kristine: https://kristineneil.com/ https://www.linkedin.com/in/kristineneil/ https://www.youtube.com/@kristineneil

    56 min

  5. 06/24/2025

    Creative Inspiration and Storytelling with TOP Squarespace Designer Hoyd Breton

    In this episode Christy and Will debrief the Kit conference and weigh the pros and cons of doing live and pre-recorded content. Then they bring on Hoyd Breton, principal product designer at Squarespace. They discuss the power of minimalism, story driven design, and the tools to support it. Hoyd shares his sources of inspiration as well as Squarespace’s most underrated feature. They also talk about working in person versus remotely and the effects on deep work and collaboration.  Will’s recent webinar: https://youtu.be/hRX0-LmhzWM Eno documentary: https://www.hustwit.com/eno  Braiding Sweetgrass: https://www.penguin.co.uk/books/316088/braiding-sweetgrass-by-kimmerer-robin-wall/9780141991955  iA Writer: https://ia.net/writer excalidraw: https://excalidraw.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

    45 min

  6. 06/13/2025

    Time Saving Tips, Intentional Business Practices, and Community Through Summits with Liz Ellery

    In this episode, Will and Christy review the tips from their last Circle Day talk, “7 Ways to Save Time as a Web Designer” and discuss which are still relevant. Then they talk with Liz Ellery about helping clients find their voice, bringing a sense of spirituality into her business, and what to look forward to in her next Summit. Liz emphasizes the importance of being intentional in your business and setting it up in the way that works best for your personality.  Christy’s Starter Template: https://learn.christyprice.com/squarespace-starter-template-delivered Short branded URLs tool: https://www.rebrandly.com/  Christy’s Breely review: https://www.youtube.com/watch?v=cLiCEDySLPY  Automated tax rates in Squarespace: https://www.youtube.com/watch?v=ltktp219RCQ  Where to find Liz: Website: https://www.elizabethellery.com/ Instagram: https://www.instagram.com/elizabeth_ellery/  YouTube: https://www.youtube.com/@elizabethellery/   The Website Designer Summit: https://www.elizabethellery.com/summit 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

    52 min

  7. 05/27/2025

    Squarespace Feature Requests, AI Tools, and Business as a New Mom with Dreyah Bohlen-Harrington

    Will and Christy kick off this week’s episode talking about the fun industry events they recently attended. They share their top three feature requests for Squarespace as well as a couple Squarespace updates. Then they talk with Dreyah Bohlen-Harrington about how becoming a mom changed the way she runs her business, specifically around schedules, setting boundaries and delegating tasks. Dreyah explains how she’s using AI in her design work and her biggest challenge creating templates. She also shares the inspiration for the Designer Break Book - her coloring activity book designed by and for Squarespace designers.  SquareKicker Templates Designer Break Book Instagram 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

    42 min

  8. 05/12/2025

    Make ADHD Your Superpower, Our Favorite Chrome Extensions, and Charging Your Worth, with special guest Jen Maher

    In this episode Christy and Will talk about their favorite chrome extensions and share the latest Squarespace update. They are joined by Jen Maher who discusses her ADHD diagnosis and how it impacts the way she runs her business. She gives her take on the common advice of charging your worth and encourages us to self evaluate and chart our own path as entrepreneurs. Chrome extensions: Squarespace ID Finder GoFullPage Lorem Ipsum Generator Window Resizer WhatFont Eye Dropper Will's Toolkit Extension / Code Curious Membership Other tools: Loom Find Jen: Website Instagram YouTube The Mighty Fer 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

    47 min
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4.7
out of 5
25 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 - 2025
  • Episodes
    36
  • Rating
    Clean
  • Copyright
    © Will Myers and Christy Price
  • Show Website
    Somewhat Useful