Somewhat Useful
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Kill Your Darlings: When to Let Things Go

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 plug...

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Kill Your Darlings: When to Let Things Go
April 24, 2026

Kill Your Darlings: When to Let Things Go

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 plug...
Listen to the Episode
Building Eventually with Kelsey Gilbert-Kreiling
April 14, 2026

Building Eventually with Kelsey Gilbert-Kreiling

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 Cla...
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If We Had to Start Over in 2026
March 31, 2026

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 ...
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Building on Your Own Terms with Gavin Zuchlinski
March 17, 2026

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 th...
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Making Your Business Less Miserable
March 2, 2026

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, ...
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Standing Out in an AI World with Jacq Fisch
Feb. 20, 2026

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 a...
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Reviews

More Than Somewhat Useful

"Will and Christy are the king and queen of understatement because this podcast is so much more than “somewhat useful.” I’ve been a web designer for 5 years and learned about a new way to automate an…"

theweave79 | June 12, 2023

Refreshing and helpful!

"Christy & Will have so much experience but their vibe is "We are still figuring it out, too!" which is refreshing in this online world where everyone is always pushing expertise and trying to sell st…"

Shannah36 | July 17, 2023

Definitely Useful!

"Excellent tips from Christy and Will! Looking forward to more episodes"

SCB DAVE | July 24, 2023

Best podcast find this year

"I would rename this podcast “Entirely Useful” — I have discovered so many game changing tools and tricks for my business from just a handful of episodes. I’ve been designing Squarespace sites indepen…"

plumcove | March 9, 2024

Fav business podcast right now!

"Thank you Christy and Will for putting out such quality, relatable information! I am a Squarespace web designer so it’s been incredibly validating to hear two other designers who I greatly admire, be…"

cpheneger92 | Feb. 29, 2024
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