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 ...
Jul 09, 2025•56 min•Season 5Ep. 6
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 web...
Jun 24, 2025•45 min•Season 5Ep. 5
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 their voice, bringing a sense of spirituality into her business, and what to look forward to in her next Summit. Liz emphasizes the importance of being intentional in your business and setting it up in the way that works best for your personality. Christy’s Starter Template: htt...
Jun 13, 2025•52 min•Season 5Ep. 4
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 with Dreyah Bohlen-Harrington about how becoming a mom changed the way she runs her business, specifically around schedules, setting boundaries and delegating tasks. Dreyah explains how she’s using AI in her design work and her biggest challenge creating templates. She also s...
May 27, 2025•42 min•Season 5Ep. 3
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 business. She gives her take on the common advice of charging your worth and encourages us to self evaluate and chart our own path as entrepreneurs. Chrome extensions: Squarespace ID Finder GoFullPage Lorem Ipsum Generator Window Resizer WhatFont Eye Dropper Will's Toolkit Extens...
May 12, 2025•47 min•Season 5Ep. 2
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 journey from coding to photoshop mockups to helping clients customize their Squarespace websites. Chris shares insights on content marketing strategies, diversifying income streams, and balancing client work with educational content. Sponsor: SquareKicker What if you could ha...
Apr 30, 2025•45 min•Season 5Ep. 1
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....
Apr 03, 2025•53 min•Season 4Ep. 7
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...
Mar 19, 2025•46 min•Season 4Ep. 6
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-wra...
Mar 04, 2025•1 hr 2 min•Season 4Ep. 5
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 ...
Feb 19, 2025•43 min•Season 4Ep. 4
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...
Feb 04, 2025•54 min•Season 4Ep. 3
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 ...
Jan 22, 2025•55 min•Season 4Ep. 2
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...
Jan 07, 2025•51 min•Season 4Ep. 1
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 Day, now in its third year, which celebrates the work of professional Squarespace website designers. Sam and Sarah share some updates for this year's event, including a new "world loop" feature that will broadcast the event across multiple time zones and languages. We discu...
Sep 10, 2024•33 min•Season 3Ep. 6
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 of the largest resource for Squarespace websites, offering over 500 free plugins and a suite of premium tools. We explore: The origin story of Ghost Plugins and how it evolved to meet the needs of the Squarespace community Insights into running multiple successful businesses...
Aug 22, 2024•41 min•Season 3Ep. 5
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 The ins and outs of running his agency from Bali, Indonesia His process for producing quality websites and building long-term relationships with his clients Insights on managing a remote team across time zones The evolution of his education-focused business model His unique ap...
Aug 06, 2024•50 min•Season 3Ep. 4
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. Phil shares with his: His evolution from personal branding consultant to YouTube content creator and into brand partnerships How he creates timeless brand identities that truly stand out How AI is revolutionizing creativity (and why it won't replace human ingenuity) Insider ...
Jul 26, 2024•56 min•Season 3Ep. 3
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 celebrating its 10th year in business. We get into it all in this episode. Kelsey tells us about: The accidental birth of their 'week-long website' process. How a taxi cab concussion led to scaling the business The challenges of balancing entrepreneurship with parenthood Why even ...
Jul 11, 2024•1 hr 9 min•Season 3Ep. 2
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 expert who shares her insights into using Squarespace for ecommerce. Kristine moved from running an agency to focusing solely on ecommerce, and we discuss the challenges of managing client expectations and navigating the transition to solo entrepreneurship. We also dive into the...
Jun 27, 2024•53 min•Season 3Ep. 1
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 burnout, how self care doesn’t address the root of the problem, and focusing on community. Special thanks SEOSpace for sponsoring this season. Improve the SEO of your website with SEOSpace, the SEO Plugin for Squarespace. https://www.seospace.co.uk/ Follow: Follow Christy on I...
Mar 14, 2024•46 min•Season 2Ep. 6
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 also hear from Hannah and Nick of Squarekicker about their experience working together as a married couple. Special thanks SEOSpace for sponsoring this season. Improve the SEO of your website with SEOSpace, the SEO Plugin for Squarespace. https://www.seospace.co.uk/ Follo...
Mar 07, 2024•55 min•Season 2Ep. 5
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 manage complex projects. They also hear from Henry Purchase of SEOSpace who gives 3 tips on making collaboration a success. Special thanks to our Guest AND Sponsor for this season, SEOSpace. Improve the SEO of your website with SEOSpace, the SEO Plugin for Squarespace. https...
Feb 28, 2024•27 min•Season 2Ep. 4
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-podcast, Rache from Standout Squarespace (one of the best Squarespace Design Courses out there) as she shares the pricing strategies that work for her. Special thanks SEOSpace for sponsoring this season. Improve the SEO of your website with SEOSpace, the SEO Plugin for Squ...
Feb 21, 2024•44 min•Season 2Ep. 3
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 Wilcox who has a fantastic Email Marketing Membership, about what lessons she has learned on her journey to nearly 4000 members! Special thanks SEOSpace for sponsoring this season. Improve the SEO of your website with SEOSpace, the SEO Plugin for Squarespace. https://www...
Feb 14, 2024•37 min•Season 2Ep. 2
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 hear from friend-of-the-show Kerstin Martin who has recently pivoted her business and hear about her 5 keys to a successful pivot. Sponsor: Special thanks SEOSpace for sponsoring this season. Improve the SEO of your website with SEOSpace, the SEO Plugin for Squarespace....
Feb 06, 2024•35 min•Season 2Ep. 1
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 - How long it took before we could take a real vacation. 5:30 - When should we really prioritize vacations over work 9:45 - Setting expectations with clients 15:55 - Setting expectations with family 17:24 - Steps to take when going Out Of Office 23:50 - How we start back afte...
Sep 29, 2023•34 min•Season 1Ep. 8
This episode was recorded before Circle Day 2023, BUT we talk about our experience at Circle Day 2022 and share our advice on how to network as a digital entrepreneur when you don't have co-workers. Timestamps: 0:45 - Circle Day 2022 3:25 - How to get the most out of Circle Day or any other in-person event 5:03 - Where we create our business cards 7:00 - How web designers can network 15:45 - How Christy does her in-person meet ups 17:15 - Mailbag - How much can I customize a Squarespace template...
Sep 19, 2023•21 min•Season 1Ep. 7
We discuss: 0:30 - how Christy increased her revenue over the years 2: 15 - some strategies to increase your prices with new AND current clients 9:40 - when it's important to hire someone to help you out 14:05 - how Christy makes income with affiliate marketing 19:00 - how to be strategic & consistent 20:20 - Mailbag! What's our biggest piece of advice for someone who wants to incorporate passive income. Tools: Clockify Make Money with Your Blog Follow: Follow Christy on Instagram Follow Wil...
Aug 26, 2023•24 min•Season 1Ep. 6
In today’s episode, we’re going to talk about “Creating Delight” with your customers. This is a term that we heard from Kelsey over at Week of the Website, or maybe Ben Manley from Knapsack Creative, at Circle Day last year, we’re not sure tbh we didn’t create it, but we love the phrase and wanted to do a podcast episode about it. “Creating Delight” is any interaction you have with your customers that leaves them feeling happy and helped. This is a surefire way to make sure they spread-the-word ...
Aug 11, 2023•36 min•Season 1Ep. 5
There are dozens of different website builders, email marketing platforms, invoicing systems, course platforms, podcast hosting platforms, and membership softwares. How do you decide what is the right one for you, or better yet, how do you advise your client on which one to use? In today’s episode, we’ll talk about a bunch of different options that are out there, and how we go about choosing and advising others on what to platforms to use. Sign up for Will's Newsletter: https://www.will-myers.co...
Jul 28, 2023•37 min•Season 1Ep. 4
