Episodes

June 12, 2025

Time Saving Tips, Intentional Business Practices, and Community Throu…

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 thei...

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May 27, 2025

Squarespace Feature Requests, AI Tools, and Business as a New Mom wit…

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 w...

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May 12, 2025

Make ADHD Your Superpower, Our Favorite Chrome Extensions, and Chargi…

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 busin...

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April 30, 2025

CSS, Content Marketing, and Growing a Web Design Business with Chris …

In this episode of Somewhat Useful, Will and Christy talk about how they are using AI in their workflows and share a couple platform updates from Squarespace. Then they chat with CSS expert Chris Schwartz-Edmisten about his j...

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April 2, 2025

Newsletter Longevity, Community Building, and Independent Journalism …

In this episode, Will and Christy chat about the pros and cons of social media for their business and discuss how they manage their social media usage. They are then joined by Lex Roman, who talks about their journey from TV ...

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March 19, 2025

State of Web Design Report, Setting Deadlines, and Doing YouTube Righ…

In this episode, Christy and Will debrief Squarespace’s State of the Web Design Industry report, and share their thoughts on setting deadlines and shipping products. Then they talk with LaShonda Brown of Bootstrap Biz Advice ...

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March 4, 2025

Email Marketing Tips, Squarespace's Evolution & New Circle Tiers with…

In this episode, Christy and Will chat about email marketing and how it fits into their business. Then they talk with Jeremy Schwartz, General Manager of Channel Partnerships at Squarespace. You’ll hear about the evolution of...

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Feb. 19, 2025

From Client Work to Selling Templates and Courses with Kate Scott

In this episode, Christy and Will talk about whether or not you need a website copyright and share their Somewhat Useful tips for your business. Then they talk with Kate Scott about her journey from WordPress book blogger to ...

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Feb. 4, 2025

Growing a Software Business - Inside Weglot with CMO Eugène Ernoult

In this episode, Will and Christy discuss getting past perfectionism and give their Somewhat Useful tips. Then they talk with Weglot CMO Eugène Ernoult about the company’s innovative translation solution. You’ll hear about Eu...

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Jan. 22, 2025

Algorithms, AI, and Adaptation with Becca Harpain

In this episode, Will and Christy talk about the intersection of Google and AI. They share the big projects they’re currently working on and give some tips for your business. Then they talk with Becca Harpain of Inside the Sq...

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Jan. 7, 2025

[with Omari Harebin] From Corporate Dropout to Digital Alchemist

In this episode, Christy and Will share their words for the New Year and tips for your business. Then they talk with Omari Harebin about his journey from a struggling freelancer to a successful entrepreneur and coach. Omari s...

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Sept. 11, 2024

Behind the Scenes of Squarespace Circle with Sarah Greisdorf and Sam …

In this episode of "Somewhat Useful," we get to speak with special guests Sarah Greisdorf, team lead for Squarespace Circle, and Sam Zelitch, Squarespace senior community events manager. Our conversation centers around Circle...

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Aug. 22, 2024

The Story Behind Ghost Plugins and What’s Next with Cody Juhnke

In this episode of "Somewhat Useful," we dive into the world of Squarespace plugins and digital entrepreneurship with Cody Juhnke, the founder of Ghost Plugins . Cody shares his journey from freelance web designer to creator ...

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Aug. 6, 2024

A Peek Behind the Curtain of a Web Designer's Process with Tony Howell

In this episode of Somewhat Useful, we get to pick the brain of Tony Howell, a personal brand strategist and web designer for award-winning artists. Join us as we discuss: Tony's journey from Broadway actor to web designer Th...

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July 26, 2024

Will AI Kill Web Design and Creating Brand Partnerships with Phil Pal…

Ready to dive into the world of AI, personal branding, and digital nomad life? In this episode, we're joined by the wonderful Phil Pallen, a brand strategist, speaker, Adobe ambassador, author, and just all around great guy. ...

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July 11, 2024

Growing your Website Business the Agency Way, with Kelsey Gilbert-Kre…

Ever wondered what it's like to run a successful web design agency? In this episode of Somewhat Useful, we sit down with none other than Kelsey Gilbert-Kreiling, co-founder of Week of the Website , a Squarespace agency celebr...

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June 27, 2024

Can Squarespace REALLY Do E-Commerce, With Kristine Neil

Welcome back to another season of "Somewhat Useful," where we explore digital entrepreneurship and web design with a particular focus on Squarespace. In this episode, we have a special guest, Kristine Neil , an ecommerce expe...

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March 14, 2024

Surviving Burnout With Special Guest Monica Kovach

In this final episode of season 2, Will and Christy check in about the seasonality of web design and give some tips on reviewing your online bios. Then, they hear from Monica Kovach of Hold Space Creative about identifying bu...

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March 7, 2024

Working With Your Spouse, Value of the Circle Forum, and Special Gues…

Today Will & Christy talk specifically about working with your spouse. They chat about the value of the Squarespace Circle forum, and then Will’s wife Ren joins the podcast to share the pros and cons of working together. We a...

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Feb. 28, 2024

Working With Outside Experts and 3 Tips on Collaboration from special…

Are you a solopreneur wondering how to expand your team or project scope? In this episode, Will and Christy talk about the expected scope of a web design project, how to best work with outside experts, and how to package and ...

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Feb. 21, 2024

Pricing Your Website Offers and The State of the Web Design Industry …

In this episode, Will & Christy talk about their respective approaches to pricing and give their thoughts on the recent “State of the Web Design Industry Report” released by Squarespace. We also, we hear from friend-of-the-po...

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Feb. 14, 2024

To Membership or Not To Membership & Staying Focused

Let’s talk about Memberships; should you build one, or should you not? In this episode, Will & Christy share their Somewhat Useful thoughts on when and why to start a Membership. Also, we hear from friend-of-the-podcast, Liz ...

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Feb. 6, 2024

Pivoting Your Business & New Years Resolutions (with special guest Ke…

It’s difficult to know when you need to make a pivot in your business. In the first episode of 2024 season, Will & Christy discuss the times in which they pivoted their businesses and what made the pivot successful. They also...

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Sept. 29, 2023

How to take time off as a digital entrepreneur

It’s hard to take time off when you’re always connected. In this episode, we share our strategies and thoughts about how to take some much needed time off to unplug that you can return to work fully-charged. Timestamp: 1:00 -...

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