Circle Live is a monthly talk show from Squarespace Circle. Guests include innovative members of the Circle community, the Squarespace team, and thought leaders in web design and small business ownership. To subscribe to new episodes, copy and paste the following URL into the podcast app of your choice: https://feeds.buzzsprout.com/2299108.rss
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May 27, 2026Episode 523 min
Circle Live: Earn From Your Expertise with Sam Crawford
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.rssAlready a Circle partner? Check out the events calendar to see what’s coming soon! ➡️➡️➡️ https://forum.squarespace.com/eventsTo learn more about Circle, check out some resources below:Circle overview: https://www.squarespace.com/circleGetting started with Circle: https://support.squarespace.com/hc/en-us/articles/218890098Circle partner benefits: https://support.squarespace.com/hc/en-us/articles/218890098#toc-circle-member-benefitsCircle blog: https://pros.squarespace.com/
April 29, 2026Episode 429 min
Circle Live: A Day in the Life of a Designer with Marya Nguyen
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 clients" by assessing readiness before the contract is signed- The mindset shift required to charge premium rates over commodity prices.Listen to the podcast version of the episode.Read more about Marya's routine and other designers' routines on the Circle Blog.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.rssAlready a Circle partner? Check out the events calendar to see what’s coming soon! ➡️➡️➡️ https://forum.squarespace.com/eventsTo learn more about Circle, check out some resources below:Circle overview: https://www.squarespace.com/circleGetting started with Circle: https://support.squarespace.com/hc/en-us/articles/218890098Circle member benefits: https://support.squarespace.com/hc/en-us/articles/218890098#toc-circle-member-benefitsCircle blog: https://pros.squarespace.com/If you use a podcast player (like Overcast), use this link to subscribe to Circle Live: https://feeds.buzzsprout.com/2299108.rssAlready a Circle partner? Check out the events calendar to see what’s coming soon! ➡️➡️➡️ https://forum.squarespace.com/eventsTo learn more about Circle, check out some resources below:Circle overview: https://www.squarespace.com/circleGetting started with Circle: https://support.squarespace.com/hc/en-us/articles/218890098Circle partner benefits: https://support.squarespace.com/hc/en-us/articles/218890098#toc-circle-member-benefitsCircle blog: https://pros.squarespace.com/
March 24, 2026Episode 324 min
Circle Live: Staying Creative in the Age of AI with Andy J. Pizza
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-bestselling author and illustrator: yes. In this episode of Circle Live, the free talk show from Squarespace for professional creatives, you’ll learn from Andy about:Balancing human imperfection with AI precisionAndy’s strategies for delegating tasks to maximize joy in workHow to move forward with confidence amidst rapid industry changeImbuing your work with feeling to stay creatively fulfilled while delivering sites that delightEmbrace AI-powered creativity more easily with fresh insights from Andy’s unique creative voice, as heard on his podcast, Creative Pep Talk.Watch this episode on YouTube.If you use a podcast player (like Overcast), use this link to subscribe to Circle Live: https://feeds.buzzsprout.com/2299108.rssAlready a Circle partner? Check out the events calendar to see what’s coming soon! ➡️➡️➡️ https://forum.squarespace.com/eventsTo learn more about Circle, check out some resources below:Circle overview: https://www.squarespace.com/circleGetting started with Circle: https://support.squarespace.com/hc/en-us/articles/218890098Circle partner benefits: https://support.squarespace.com/hc/en-us/articles/218890098#toc-circle-member-benefitsCircle blog: https://pros.squarespace.com/
February 25, 2026Episode 224 min
Circle Live: Profits and Process with David Kennedy and Chelsea Pimienta
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 Kennedy of Mediaspace and Chelsea Pimienta of 23&9 Creative. These experts with distinct career journeys explore the myriad paths and strategies pro designers can follow to find success for their businesses—and save time, too.In this episode, you'll learn:Chelsea’s approach to passive incomeWays to scale your business when you’re busyDavid’s model for generating recurring revenue through website managementWhen to delegate or automate tasks so you can spend more time doing what you loveIf you use a podcast player (like Overcast), use this link to subscribe to Circle Live: https://feeds.buzzsprout.com/2299108.rssAlready a Circle partner? Check out the events calendar to see what’s coming soon! ➡️➡️➡️ https://forum.squarespace.com/eventsTo learn more about Circle, check out some resources below:Circle overview: https://www.squarespace.com/circleGetting started with Circle: https://support.squarespace.com/hc/en-us/articles/218890098Circle partner benefits: https://support.squarespace.com/hc/en-us/articles/218890098#toc-circle-member-benefitsCircle blog: https://pros.squarespace.com/
January 28, 2026Episode 130 min
Circle Live: State of the Web Design Industry 2026 with Christy Price and Will Myers
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 on the biggest reveals from the report. Along with hosts Sam Z. and Sarah G, they also dig into:Their takes on the past year in web designHow to promote creativity in the age of AIWhat they’re looking forward to for their businesses and Circle in 2026The inspiration that fuels their individual and collaborative workSam and Sarah also joined Christy and Will on Somewhat Useful to dig even deeper into the report. Listen to the episode.Read the State of the Web Design Industry 2026 report.If you use a podcast player (like Overcast), use this link to subscribe to Circle Live: https://feeds.buzzsprout.com/2299108.rssAlready a Circle partner? Check out the events calendar to see what’s coming soon! ➡️➡️➡️ https://forum.squarespace.com/eventsTo learn more about Circle, check out some resources below:Circle overview: https://www.squarespace.com/circleGetting started with Circle: https://support.squarespace.com/hc/en-us/articles/218890098Circle partner benefits: https://support.squarespace.com/hc/en-us/articles/218890098#toc-circle-member-benefitsCircle blog: https://pros.squarespace.com/
December 10, 2025Episode 1029 min
Circle Live: 2026 Design Trends with Puno from ilovecreatives (Extended interview)
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 design trends.You'll hear Puno and hosts Sam Z. and Sarah G. get into the five design trends to know to surprise and delight clients in 2026. They also explored:-Puno’s journey to the forefront of the internet’s favorite design styles-Crafting conversion-friendly sites that fit today’s trends and are made to last-How to make your brand the go-to business for realizing sites aligned with distinct trends-Which trends resonate with different client personalities and industriesDig deeper into all 2026's top design trends: https://pros.squarespace.com/blog/design-trends--Thank you for watching!Squarespace Circle is the partner program for professional designers and agencies. Like and subscribe to the official Squarespace Circle YouTube channel for recordings of past Circle events, including Circle Live, our monthly live interview series, and Circle Day, our annual in-person and online gathering of Circle members and Squarespace product experts. Here, you’ll discover need-to-know insights on how to effectively run a web design business, improve your design skills, expand your creative horizons, and more.Set your Squarespace Circle channel notification settings to All under the above video to get notified any time a new Circle video becomes available!Then, join Circle to access exclusive content, discounts, and other perks, and exchange advice while connecting with new clients and collaborators together from across the globe: https://www.squarespace.com/circle If you use a podcast player (like Overcast), use this link to subscribe to Circle Live: https://feeds.buzzsprout.com/2299108.rssAlready a Circle partner? Check out the events calendar to see what’s coming soon! ➡️➡️➡️ https://forum.squarespace.com/eventsTo learn more about Circle, check out some resources below:Circle overview: https://www.squarespace.com/circleGetting started with Circle: https://support.squarespace.com/hc/en-us/articles/218890098Circle partner benefits: https://support.squarespace.com/hc/en-us/articles/218890098#toc-circle-member-benefitsCircle blog: https://pros.squarespace.com/
November 3, 2025Episode 949 min
Circle Live: Community Catch-Up with Sam Crawford, Tanya Moushi, & Squarespace product team members
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 Sam Crawford (https://bycrawford.com/) and Tanya Moushi (https://www.moushi.co/), as well as Squarespace's own Guillermo Suarez Ara and Peter Rodriguez, about:-What they learned at this year’s Circle Day-The Refresh 2025 product announcements-New Squarespace features designed with pro designers in mind-Their favorite Circle member business wins and Circle Live moments from this year-What they’re looking forward to in 2026Register now for the next episode of Circle Live, happening Wednesday, December 10, at 1:00 PM ET, all about 2026's top web design trends: https://events.ringcentral.com/events/circle-live-034Read our interview with guest Sam Crawford: https://pros.squarespace.com/blog/sam-crawfordWatch the March 2025 episode of Circle Live on upping your client game, featuring our full interview with guest Tanya Moushi: https://youtu.be/-llauwS1jlsSee Squarespace product team members Peter Rodriguez and Guillermo Suarez Ara deep dive into the new product features revealed at Circle Day 2025: https://youtu.be/rJKduGHwvHk Peter also demonstrated Custom Fonts uploads on Release Notes Live (https://youtube.com/shorts/XmeGxU8bWP4?feature=share), while Guillermo offered an explanation of portfolio item drafts in the first-ever episode of Release Notes Live (https://youtube.com/shorts/KeAkcALZmJU?feature=share).Listen to award-winning beatbox champion SungBeats' entire surprise performance at Circle Day 2025: https://youtu.be/1CG1uQYVMm8Watch all the Circle Day 2025 sessions via this playlist (https://www.youtube.com/playlist?list=PLWplMJuFWiZj2yG5uWiDADttNcNxX7hyX) or on the Circle blog (https://pros.squarespace.com/circle-day-2025)If you use a podcast player (like Overcast), use this link to subscribe to Circle Live: https://feeds.buzzsprout.com/2299108.rssAlready a Circle partner? Check out the events calendar to see what’s coming soon! ➡️➡️➡️ https://forum.squarespace.com/eventsTo learn more about Circle, check out some resources below:Circle overview: https://www.squarespace.com/circleGetting started with Circle: https://support.squarespace.com/hc/en-us/articles/218890098Circle partner benefits: https://support.squarespace.com/hc/en-us/articles/218890098#toc-circle-member-benefitsCircle blog: https://pros.squarespace.com/
August 28, 2025Episode 848 min
Circle Live: Design for Discovery with Becca Harpain
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 this episode of Circle Live focused on all things search.Listen to hear Becca chat with hosts Sam Z. and Sarah G. about this sea change in search. In this episode, we discuss: -Her journey to AI aptitude-The differences between AIO and traditional SEO-Tried-and-true tricks for surfacing sites in platforms like Gemini, Perplexity, and ChatGPTWatch the extended version of our interview with Becca, featuring over double the amount of insights on search and Becca's business: https://youtu.be/lb1JHU7ZC0EYou can also watch the video version of this episode on YouTube: https://youtu.be/Z8LKK11AOysListen to last month's episode featuring Hayley Fedders of Studio Seaside: https://circlelive.buzzsprout.com/2299108/episodes/17595217-circle-live-elevate-your-design-process-with-hayley-feddersHear more about the new styling options for the product block's quantity selector and other Squarespace updates at the News & Announcements board: https://forum.squarespace.com/news-announcements/ And, connect with fellow Circle members at the Circle Forum: https://forum.squarespace.com/circleLearn to design differently with Squarespace’s most innovative website designers and agencies at Circle Day 2025: Design Differently, airing live on September 17–18. Register now at https://circleday.squarespace.comAlso, be sure to register for Circle Day: World Loop, two distinct live streams that kick off on Thursday, September 18, at 9:00 AM AEST and 9:00 AM BST. Both experiences are open to everyone and offer content not shown in the other or the initial Americas experience, including sessions in French and German. Register now: https://events.ringcentral.com/events/circle-day-2025-world-loop/registrationIf you use a podcast player (like Overcast), use this link to subscribe to Circle Live: https://feeds.buzzsprout.com/2299108.rssAlready a Circle partner? Check out the events calendar to see what’s coming soon! ➡️➡️➡️ https://forum.squarespace.com/eventsTo learn more about Circle, check out some resources below:Circle overview: https://www.squarespace.com/circleGetting started with Circle: https://support.squarespace.com/hc/en-us/articles/218890098Circle partner benefits: https://support.squarespace.com/hc/en-us/articles/218890098#toc-circle-member-benefitsCircle blog: https://pros.squarespace.com/
July 31, 2025Episode 748 min
Circle Live: Elevate Your Design Process with Hayley Fedders
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 Square Sprints, her design process designed to save time and avoid burnout-The importance of frontloading your work -Determining how much of a design process to reveal to clients -Effective ways to integrate client feedback-Preventing scope creepYou can also watch the video version of this episode on YouTube: https://youtu.be/oAatZ6HyQPIRegister for the next episode of Circle Live featuring Becca Harpain of InsideTheSquare (https://insidethesquare.co/): https://events.ringcentral.com/events/circle-live-032Listen to last month's episode featuring brand stylist Fiona Humberstone: https://www.buzzsprout.com/2299108/episodes/17411347Learn more about the Circle dashboard and other Squarespace updates at the News & Announcements board: https://forum.squarespace.com/news-announcements/Plus, don't forget to register for Circle Day 2025: Design Differently, airing live online on Wednesday, September 17: https://circleday.squarespace.com/Not based in the Americas, or just want to get in on even more Circle Day excitement? Join us for Circle Day 2025: World Loop, airing live online on Thursday, September 18. This live stream from Squarespace HQ will be replayed at times that are more convenient for international audiences to watch sessions and connect with one another in a real-time chat. Each encore replay will also include live presentations from local Circle members and the Squarespace team: https://events.ringcentral.com/events/circle-day-2025-world-loop/registration--Thank you for watching!Squarespace Circle is the partner program for professional designers and agencies. Like and subscribe to the official Squarespace Circle YouTube channel for recordings of past Circle events, including Circle Live, our monthly live interview series, and Circle Day, our annual in-person and online gathering of Circle members and Squarespace product experts. Here, you’ll discover need-to-know insights on how to effectively run a web design business, improve your design skills, expand your creative horizons, and more.Set your Squarespace Circle channel notification settings to All under the above video to get notified any time a new Circle video becomes available!Then, join Circle to access exclusive content, discounts, and other perks, and exchange advice while connecting with new clients and collaborators together from across the globe: https://www.squarespace.com/circle Already a Circle member? Discover upcoming Circle events on the Circle Forum! ➡️ https://forum.squarespace.com/eventsCheck out some of our resources on Circle membership below: -Join Squarespace Circle today for free: http://squarespace.com/circle?channel=sqsp_circle&subchannel=circle_yt&source=YT_channel-Read the Circle blog: https://pros.squarespace.com/-Make the most of your Circle membership: https://pros.squarespace.com/blog/make-the-most-of-squarespace-circleIf you use a podcast player (like Overcast), use this link to subscribe to Circle Live: https://feeds.buzzsprout.com/2299108.rssAlready a Circle partner? Check out the events calendar to see what’s coming soon! ➡️➡️➡️ https://forum.squarespace.com/eventsTo learn more about Circle, check out some resources below:Circle overview: https://www.squarespace.com/circleGetting started with Circle: https://support.squarespace.com/hc/en-us/articles/218890098Circle partner benefits: https://support.squarespace.com/hc/en-us/articles/218890098#toc-circle-member-benefitsCircle blog: https://pros.squarespace.com/
June 27, 2025Episode 646 min
Circle Live: Design in Color with Fiona Humberstone
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 visionThe importance of color, emotion, and other visual elements in connecting to an audienceCommunicating ideas visually in a way your clients will understandBranding tips, tricks, and clichés to avoidYou can also watch the video version of this episode on YouTube.Learn more about Portfolio Drafts and other Squarespace updates at the News & Announcements board.Register now for the next episode of Circle Live, airing live on Wednesday, July 30 at 1:00 PM ET. And, in the meantime, you can listen to last month's episode featuring Cody Juhnke from Ghost Plugins.Plus, don't forget to register for Circle Day 2025: Design Differently, airing live online September 17–18, 2025.If you use a podcast player (like Overcast), use this link to subscribe to Circle Live: https://feeds.buzzsprout.com/2299108.rssAlready a Circle partner? Check out the events calendar to see what’s coming soon! ➡️➡️➡️ https://forum.squarespace.com/eventsTo learn more about Circle, check out some resources below:Circle overview: https://www.squarespace.com/circleGetting started with Circle: https://support.squarespace.com/hc/en-us/articles/218890098Circle partner benefits: https://support.squarespace.com/hc/en-us/articles/218890098#toc-circle-member-benefitsCircle blog: https://pros.squarespace.com/
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