Episodes

7
April 2, 2025

Newsletter Longevity, Community Building, and Independent Journalism with Lex Roman

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 to web design, to growth and monetization, and now community building and virtual networking events. Lex discusses their “Legends” membership as well as their "Journalists Pay Themselves" newsletter for independent media professionals. Notes: Clearspace app: https://www.get...
6
March 19, 2025

State of Web Design Report, Setting Deadlines, and Doing YouTube Right with LaShonda Brown

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 about her YouTube channel growth strategies. She explains that fun is essential in creating an engaging learning environment. LaShonda shares the Pomodoro technique that helps her stay productive as well as her biggest learnings from creating an app. They also discuss how sh...
5
March 4, 2025

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

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 Squarespace over his 12 years there, including ongoing efforts to support us creative professionals. He takes us behind the scenes of Squarespace Circle and explains the reasoning behind the new tiers. Notes: Aeron Chair Verve Chair Will's Computer Stand CSS value “text-w...
4
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 successful Squarespace educator and template creator. Kate discusses the advantages of Squarespace over WordPress and how she transitioned from client work to selling templates and courses. You’ll hear about her approach to productivity, strategies for growing a sustainable ...
3
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 Eugène’s journey into marketing and his transition from being a founder to working at a startup. He shares Weglot’s business practices around employee wellbeing and the environment, as well as insights on revamping marketing strategies to better engage customers. He offers val...
2
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 Square. Becca shares the challenges she faced with Google’s new algorithm and how it forced her to adapt and innovate in her business. You’ll hear about the launch of her exciting new project, Custom Codey, a custom chat GPT designed to assist users with Squarespace-specific q...
1
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 shares his thoughts on adapting to changes in the web design landscape, particularly with the rise of AI. He discusses the therapeutic nature of storytelling and the role Squarespace has played in his creative process. You’ll hear about his memoir, 'The Corporate Dropout', wh...