Circle Live

​Get inspired to find the right balance between client work and thought leadership for your brand in this episode of Circle Live, featuring author, educator, and Brand Stylist Fiona Humberstone . Watch the video version of the episode . If you use a podcast player (like Overcast), use this link to subscribe to Circle Live: https://feeds.buzzsprout.com/2299108.rss Already a Circle partner? Check ou...

Ever thought about making education a part of your business, but needed some education to make it happen? In this Circle Live, Sam Crawford shares his secrets on turning your design tips and tricks into monetizable teachings. Watch the video version of this episode . If you use a podcast player (like Overcast), use this link to subscribe to Circle Live: https://feeds.buzzsprout.com/2299108.rss Alr...

How do you build a sustainable design business that prioritizes your focus while avoiding burnout? ​In this episode of Circle Live, the online talk show from Squarespace, Marya Nguyen answered this burning question and more. This web design educator and founder of Yangu Web Studio took us into a day of her design life, chatting with us about: - Her anti-hustle work routine - Spotting "vampire...

According to our survey of over 1,000 Circle partners , those using AI tools to build client sites report greater time savings and creative fulfillment. Yet, more feel pessimistic about these tools now. This mix of positive change and growing uncertainty begs the question: can you use AI to cultivate both your creativity and a thriving design business? According to Andy J. Pizza , New York Times-b...

37% of web designers say the biggest barrier to getting new business is that they’re too busy working on current projects. Factor in shifting design trends, client demands, and industry circumstances, and even the most tenured designers may need help identifying effective ways to grow. This month on Circle Live , the free talk show from Squarespace for professional creatives, we spoke to David Ken...

2026 is here, and with it comes new exciting possibilities for you and your creative career. To help you thrive this year, we discussed our latest web design industry report with Christy Price and Will Myers of the Somewhat Useful podcast . In this episode of Circle Live, the monthly talk show for professional creatives, Christy, Will, and Squarespace researcher Mike Gasper shared their thoughts o...

As we head into 2026, it’s time to get a preview of the website features and styles that have leading designers excited. That’s why, at December’s episode of Circle Live, we were joined by web design agency founder, educator, and aesthetic athlete Puno of ilovecreatives (https://ilovecreatives.com/) and ilovecreatives Studio (https://www.ilovecreatives.studio/) to explore 2026’s most-anticipated d...

With Circle Day behind us, it’s hard not to get nostalgic about everything the Circle community has accomplished in 2025. That’s why, in this episode of Circle Live, we took a trip down memory lane by revisiting the most impactful advice, unforgettable moments, and salient takeaways from the Circle community this year so far. Listen to hear hosts Sam Z. and Sarah G. reminisce with special guests S...

With the AI overview era here to stay, today’s web designers must adapt to make sites that show up in AI search and chat responses. Discover how to optimize for discovery with InsideTheSquare's (https://insidethesquare.co/) Becca Harpain (https://pros.squarespace.com/blog/becca-harpain), a Circle Community Leader and expert in AI optimization (AIO - https://pros.squarespace.com/blog/aio), in...

Landing bigger projects doesn’t have to mean bigger headaches. Learn how to start charging more for design projects with less stress in this episode of Circle Live featuring Hayley Fedders, web design educator and founder of Studio Seaside (https://www.studioseaside.com/), an agency specializing in health, wellness, and lifestyle brands. In this episode, we chatted with Hayley about: -Developing S...

Learn to use color and design elements to create deeply resonant work your clients will say "yes" to in this episode of Circle Live, featuring brand stylist Fiona Humberstone . Listen to hear how Fiona, author of How to Style Your Brand, creates brands and sites that get accepted by clients on the first try. In this episode, we discuss: Strategies to align with your client's brand v...

On this episode of Circle Live, Cody Juhnke from Ghost Plugins joined us to discuss building a web design business that’s equal parts successful and personal. Listen to hear Cody’s journey from his early beginnings in web design to managing Ghost Plugins, a thriving online resource offering hundreds of plugins and templates used on over 100,000 Squarespace sites. Resources and links:  Watch this e...

On this episode of Circle Live, learn how to boost your clients’ ecommerce sales on Squarespace on this episode of Circle Live with Bree and Stephen from Studio La Terre . The couple and business partners discuss their journeys as content and Squarespace template creators, the importance of product research, how to build more sales-friendly sites, and more. Resources and links:  Watch this episode...

On this episode of Circle Live, we’re taking a look at ways to elevate client acquisition, retention, and satisfaction with Circle member, Squarespace educator, and author of Love is the Business Plan , Tanya Moushi . Listen or watch to hear Tanya discuss her sales process, adding empathy and character into your client acquisition, creating engagement-driving websites, and more. Discover key selli...

In this episode of Circle Live, we took a look at the past, present, and future of Circle with longtime Circle member, Squarespace educator, and cohost of the Somewhat Useful podcast, Christy Price . Listen or watch to hear Christy and Squarespace’s Jeremy Schwartz discuss Christy’s career journey and the strategic choices she’s made to grow her career while partnering with Circle. We also shared...

Get inspired to refresh your business by seeing how today’s top web designers get things done. For our first episode of 2025, we were joined by the co-founders of SquareKicker, Nick and Hannah Ippolito, to discuss web design in 2025 and Squarespace’s latest State of the Web Design Industry report .  Based on a survey of Circle members from around the globe, the State of the Web Design Industry Rep...

Circle Live is the monthly series featuring conversations with guests from the Squarespace Circle community on how to build a business, enhance your design skills, and create unique experiences for clients using Squarespace. In this episode featuring Dorian Dreyfuss , Squarespace’s Senior Brand Designer, and Squarespace Experts Jen Maher and Dreyah Bohlen Harrington , we discussed the most-anticip...

“Digital alchemy follows a very simple formula: turning problems into content, then turning the solutions that you come up with into products. It’s a compounding thing that makes up a very simple but no less impactful content flywheel.” While each web designer’s journey looks different, there comes a time in every career when it’s necessary to change destinations or forge a new path forward. Disco...

For the first time ever, we brought Circle Live to the Squarespace office in Dublin, Ireland, for a special episode with Teresanne O’Reilly, founder and managing director of The Forest .  This special episode featured the best advice and insights we learned at Circle Day 2024.  Highlights: Teresanne’s journey creating a strategy-first website design company How to position your brand more strategi...

A positive client relationship is the foundation of every great web design project. But with so much work to support every step of the way, creating an effortless client experience takes a whole lot of effort.  Get the tools to strengthen and streamline your client relationships in this episode of Circle Live featuring the team from ChowNow. We discuss how ChowNow extends the delight of in-person...

After working as an executive at companies such as PepsiCo and Old Navy, Philip now works as a creative entrepreneur and shares his business expertise with over 290,000 YouTube subscribers. In this episode of Circle Live, Philip joins hosts Sam Z. and Sarah G. to share how entrepreneurs and businesses of all sizes can grow their following and client base by creating smarter, more effective, and re...

In this episode, we discover how to calculate the value of your services with Circle member and founder of Squarestylist, Rache De Luna. As an accomplished designer and mentor to over 500 students, Rache De Luna knows a thing or two about the price of web design projects. From accurately assessing project scope to determining when it’s time for a raise, learn the process behind pricing your servic...

As many businesses hit either a mid-year lull or seasonal rush, now’s the time for you and your clients to fine-tune your email marketing and discover new ways to activate customers. Discover how to make the most of the middle months in this episode of Circle Live featuring brand marketing expert Adebukola Ajao . We’ll discuss how to maintain momentum throughout the seasons with email campaigns an...

When it comes to digital marketing, everything is content and content is everything. Whether it’s videos, blog posts, newsletters, podcasts, or any other medium you can imagine, creating the right content to attract new clients can often feel like a mystery. This episode of Circle Live features business educator and content queen Paige Brunton. We discuss the most important lessons and strategies...

Thinking about money is an inescapable part of running your business. Whether you’re a solopreneur or a full-time employee, it’s possible to spend endless hours focused on how to get it, how to save it, and how to make more of it. In this episode of Circle Live, we discuss ways to earn and spend your money more efficiently with Circle member Justin Mabee. We cover how Squarespace Circle can help y...