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

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

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