Season 4

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 ...

Listen to the Episode
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...

Listen to the Episode
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 ...

Listen to the Episode
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...

Listen to the Episode
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...

Listen to the Episode
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...

Listen to the Episode