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Today I'm talking to Anthony Casalena, the founder and CEO of Squarespace, the ubiquitous web hosting and design company. If you're a podcast listener, you've heard a Squarespace ad. I was excited to talk to Anthony because it really feels like we're going through a reset moment on the internet, and I wanted to hear how he's thinking about the web and what websites are even for in 2023. If you're a Vergecast listener, you know I've been saying it feels a lot like 2011 out there. The big platforms like Facebook and TikTok are very focused on entertainment content. Twitter is going through… let's call them changes. People are trying out new platforms like Instagram Threads and rethinking their relationships with old standbys like Reddit. And the introduction of AI means that search engines like Google, which was really the last great source of traffic for web pages, just doesn't seem that reliable anymore as it begins to answer more questions directly. It's uncertain, and exciting: a lot of things we took for granted just a couple years ago are up for grabs, and I think that might be a good thing. I love talking to people who've been building on the web for this long, and Anthony was no exception – we had fun with this one. Also I think this is the most we have ever talked about pressure washers on Decoder. Links: Google sunsets Domains business and shovels it off to Squarespace - The Verge How Did Squarespace Know Podcasts Would Get This Big? - The New York Times Watch Squarespace CEO on Leveraging AI Into Website Building - Bloomberg Transcript: https://www.theverge.com/e/23559195 Credits: Decoder is a production of The Verge, and part of the Vox Media Podcast Network. Today's episode was produced by Jackie McDermott and Raghu Manavalan, and it was edited by Callie Wright. The Decoder music is by Breakmaster Cylinder. Our Editorial Director is Brooke Minters, and our Executive Producer is Eleanor Donovan. Learn more about your ad choices. Visit podcastchoices.com/adchoices
Nearly twenty years ago, Anthony Casalena was a student at the University of Maryland who wanted to build himself a website. Finding no easy platform in the market, he created his own. Today, Squarespace is an all-in-one website building and ecommerce platform used by more than 4.2 million people. Anthony worked as a team of one for the first few years, but now has over 1,800 employees and took Squarespace public in 2021. Anthony shares how he got his idea off the ground with a $30,000 investment in servers and Google AdWords, why it still feels surreal to see a Squarespace ad at the Super Bowl, and how running a public company is completely different than what he expected.
The Twenty Minute VC: Venture Capital | Startup Funding | The Pitch
Tristan Handy is the Founder and CEO @ dbt, a data transformation tool that enables data analysts and engineers to transform, test and document data in the cloud data warehouse. To date, Tristan has raised over $400M from the likes of Sequoia, Altimeter, Coatue, ICONIQ and GV with the latest funding round valuing the company at $4.2BN. Prior to founding dbt, Tristan was the VP Marketing @ RJ Metrics and got his break in the world of startups through former 20VC guest, Anthony Casalena with a Director of Operations role at Squarespace. In Today's Episode with Tristan Handy: 1.) Entry into Startups: How did Tristan make his way into the world of startups with his first role at Squarespace? How did Tristan's time with Squarespace impact how he builds dbt today? What does Tristan know now that he wishes he had known when he founded dbt? 2.) Our Jobs Are Not That Hard: Why does Tristan believe that our jobs are not that hard? If going down this line, how does Tristan hire? What does he look for? How does he test for it? When does experience matter? When does it not matter? 3.) dbt: The Company Why does Tristan believe that remote work does not work? What financial packages have dbt put in place to allow their employees this physical interaction? What does Tristan believe is the hardest element of building a hybrid company? When does everything start to break? What are the biggest lessons Tristan and dbt have taken from Gitlab? 4.) Tristan: The Leader How does Tristan conduct and execute on the best performance reviews? How does Tristan create an environment of safety where people feel they can be honest and transparent? What are the elements that you cannot be transparent on? Where does transparency break down? 5.) Trading Freedom for Scale: dbt could have been a small and super profitable company, why did Tristan decide to trade off the freedom and raise big from VCs? How did Tristan raise over $414M without ever talking about an efficiency metric? Is Tristan concerned about living into the $4.2BN valuation in what is a very different time? With the benefit of hindsight, is Tristan pleased he went big and raised venture?
The Twenty Minute VC: Venture Capital | Startup Funding | The Pitch
Anthony Casalena is the Founder & CEO @ Squarespace, the company that allows you to create a website, sell anything and market your business. To date, Anthony has raised over $948M for the company from the likes of General Atlantic, Index Ventures, Tiger Global; culminating in their IPO in May 2021. Despite the incredible size and scale of Squarespace today, Anthony started the company from his dorm room in 2003 and bootstrapped the business for many years to today with over 1,100 employees around the world. In Today's Episode with Anthony Casalena You Will Learn: 1.) How Anthony came to start Squarespace from a dorm room and turn it into a public company with over 1,200 employees globally? 2.) Why did Anthony decide to bootstrap with Squarespace for over 6 years when the company was scaling fast and profitable? How was Anthony's mindset impacted by the efficiency of bootstrap scaling? How did Anthony's mindset change when Squarespace raised their first large round? How does Anthony advise founders today on raising venture vs bootstrapping? 3.) Why did Anthony decide to do the direct listing over the more traditional IPO or a SPAC? How does Anthony advise other founders contemplating the same exit choices? How does Anthony personally describe this chapter of the company? Does he enjoy being a public company CEO? What are the best elements? What are the worst? 4.) E-Commerce has been a massive driver for growth for Squarespace, how does Anthony feel about the future of e-commerce on Squarespace? Only 1% of Squarespace's $700M ARR comes from enterprise, does enterprise hold a meaningful position in the future of the company? What are the core challenges of moving into enterprise? How does the company need to change? 5.) With the growth of the company, how has Anthony changed his style of leadership? What are his biggest strengths? What are his biggest weaknesses? What are the most obvious breakpoints in the scaling of companies? Item's Mentioned In Today's Episode with Anthony Casalena Anthony's Favourite Book: Thinking Fast and Slow
Jason covers Instagram's Adam Mosseri announcing the pause of Instagram Kids (2:09), the recent firing of Bevy employee following a hostile interaction in Brooklyn (21:51). Then, Squarespace Founder and CEO Anthony Casalena joins (35:43) to discuss what marketing channels have been best for growing the company, new products offerings and shares stories from scaling and more!
Jason covers Instagram's Adam Mosseri announcing the pause of Instagram Kids (2:09), the recent firing of Bevy employee following a hostile interaction in Brooklyn (21:51). Then, Squarespace Founder and CEO Anthony Casalena joins (35:43) to discuss what marketing channels have been best for growing the company, new products offerings and shares stories from scaling and more!
WP User Avatar, a plugin that was acquired by Collins Agbongama with over 400k active installs, took a hard pivot in it’s latest 3.0 version. The WordPress tavern reports what the plugin looked and functioned like, before becoming ProfilePress, it’s new name. Lots of end users share their opinions in the comments of the Tavern, and as you can imagine, they aren’t too happy. I reached out to Collins to learn more about him, his company, why the change to ProfilePress, and what he plans to do next. Read the interview to find out the back story. Release the themes! WP Engine’s head of Marketing for StudioPress, Chris Garret, shares the upcoming changes to WordPress once beloved framework for new developers. Most notably: ProPlus customers will get access to Genesis Blocks Pro and Genesis Custom Blocks ProGenesis Framework and the Sample Theme will be available for free.StudioPress-made themes will no longer be sold individually Hosts go round’n’round More from WP Engine includes their latest investment in hosting large-scale WooCommerce sites offering, which looks more like window dressing than a more unique & robust solution from the likes of LiquidWeb. Speaking of LiquidWeb, they launched a completely new plugin brand and portal to wrangle all these darn acquisitions lately! Check out StellarWP for more information. Let’s get to the core When WordPress 5.8 is released in July of this year, Internet Explorer 11 will no longer be supported. Shaun Andrews shares some of the ongoing work of what what the Patterns Directory is starting to look like in the second iteration. If you’re interested, you won’t want to miss the screenshots shared on the post. From the grab bag “If we are only able to focus on high quality work for 4 hours, yet we work for 8 or more, what do we spend the other 4+ hours doing? “ Matt Mullenweg wishes Squarespace good luck in their S-1 direct listing announcement in a post summarizing his admiration of CEO Anthony Casalena and the product. Squarespace will trade under ticker SQSPPippin Williamson of Sandhills development plans to experiment with 4-day work weeks starting this Summer. Citing: “If we are only able to focus on high quality work for 4 hours, yet we work for 8 or more, what do we spend the other 4+ hours doing? “I interviewed Kristen Youngs co-founder of coachingnocodeapps.com on the Matt Report That’s it for today’s episode, if you enjoyed please share it on your social media, leave us a review on Apple Podc
Target CEO Brian Cornell shares the retailer’s big quarterly results; with sales up over 20% Cornell says American shoppers are finally back--and buying--in stores. Cryptocurrencies are selling off, with bitcoin hitting three month lows. Joe, Becky, and Andrew break down the bitcoin and ethereum meltdowns and consider the risks of speculative assets. Plus, website builder Squarespace went public on the New York Stock Exchange via direct listing. CEO Anthony Casalena explains building the internet, and his company’s path forward as a public, profitable company.
Anthony Casalena, Founder & CEO of Squarespace, sits down to discuss how Squarespace evolved from him trying to solve a website design problem for himself into a business that empowers countless entrepreneurs across the world.Casalena and host of #ThePlaybook, David Meltzer, chat about a variety of topics including why Squarespace’s differentiator has changed over the years as the digital space has evolved, how their tools are being used during the pandemic to give entrepreneurs the ability to test business models, and the biggest lessons they’ve learned about managing employees and overhead. The pair also discuss their different approaches for setting goals and deadlines in order to grow an organization.
If you survived the 2019 IPO season, you learned two things: 1) Morning Brew’s tailgates rivaled D3’s finest and 2) the only guaranteed win was investing in software as a service (aka SaaS) companies.This week on Business Casual, we speak to Squarespace founder and CEO Anthony Casalena to figure out why SaaS companies are doing so well right now...and what it’ll take to nip all that forward momentum in the bud. We also cover...How businesses build “sticky” modelsWhy the relationship between customer acquisition and customer value matters so muchWhen it’s better to buy than buildBecause in the last few years, we’ve seen a boom in “plug-and-play” models—businesses whose divine purpose is to make creating a subsequent business as easy as possible. Why now, and what comes next?
On Monday, October 22, 2018, Cornell Tech @ Bloomberg featured Anthony Casalena, founder and CEO of Squarespace, in conversation with Scarlet Fu of Bloomberg Television. They talked about the process of building the company, why it was headquartered in New York City, the challenges of being a sole founder, and the current landscape of entrepreneurship.
Like many classic technology stories, Squarespace started in a college dorm room. In 2003, 21-year-old Anthony Casalena created a website-building tool for himself. But after hearing some positive feedback from friends, he decided to put the tool online and start a business. For years, Anthony ran Squarespace almost entirely on his own but the stress took a toll and he reached the limits of what he could accomplish by himself. The journey to hiring a staff and scaling the company had its own set of growing pains for Anthony, including difficulty letting go of control, and learning how to manage other people. Today, Squarespace has grown to more than 800 employees, and valued at $1.7 billion. PLUS in our postscript "How You Built That," how Kate Westervelt took an overwhelming experience and turned it into a gift box for new moms – filled with essential items women need to recover from childbirth.
We narrowed down 5,000+ entries to six semi-finalists. Which three will become finalists? To decide their fates, host Jonathan Goldstein brings in an esteemed panel of judges: Aminatou Sow, Nazanin Rafsanjani, and Anthony Casalena. Hear their opinions and find out which contestants will make pilots of their shows. Casting Call is a reality competition podcast brought to you by Squarespace and Gimlet Creative. We’re on a mission to find America’s next top podcaster, and we need your help. After listening to the series, vote on your favorite pilot at CastingCallShow.com. The winning host will get their very own Gimlet miniseries. The winner will be announced in Casting Call's final episode on October 3rd. Checkout Aminatou Sow's podcast, Call Your Girlfriend.
As always, show notes can be found at www.stitchedtogether.co.uk. Come and join the conversation on the Stitched Together Podcast & Patterns Ravelry Group board. Stuff and ThingsSelf Indulgent Craft-A-Long (#STSICAL2015) started on Christmas Day and ran to February 29th 2016. All prizes were drawn randomly from the FO Thread. I apologise profusely for delays in drawing the prizes.Prizes were all kindly donated and are:A project bag from Knit and Stitch Bits..The Wool Barn Alpaca Sock (grey) in the Denim colourway. The is a sock/4ply weight yarn, comprised of 70% Natural Light Grey Baby Alpaca/20% Silk/10% Cashmere and it weighs 100g and has 400m/436yds.From a generous viewer, who wishes to remain anonymous, The Uncommon Thread, Silky Merino Fingering in the Pern colourway. The yarn is a sock/4ply weight yarn and is comprised of 75% Superwash Merino/25% Mulberry Silk, it weighs 100g and measures 400m.Prize Winners are:Project Bag Prize:Modelwidow, Jane from Kent UK.The Wool Barn yarn prize:CeeGeeKnits, CG, from "The South", USA.The Uncommon Thread prize.hazysummers, Hazel from Ghana.Again, many apologies for the delays in drawing for this CAL. This WON'T happen again!Done and DustedNew shawl pattern (as yet un-named) knit from Countess Ablaze Lady Persephone 4ply in the Eccentric Geeks colourway.Second version of the new shawl pattern has been started using The Wool Barn Alpaca Sock (grey) in the Denim colourway. The is a sock/4ply weight yarn, comprised of 70% Natural Light Grey Baby Alpaca/20% Silk/10% Cashmere and it weighs 100g and has 400m/436yds.Knitting Goddess Socks, my usual vanilla pattern using The Knitting Goddess 4ply merino nylon that I got at Fibre East 2014.Spindrift Shetland fibre by Jamieson & Smith from Barber Blacksheep and Shetland from The WoolBothy was spun up and knit into a shawl.Gretchen Windward - Windward by Heidi Kirrmaier in Posh Yarn Gretchen Heavy Lace in the Even He Doesn't Know How He Does It colourway.Bad Nut - Bad Nut by Josh Ryks in handspun merino dyed by Countess Ablaze.Soundwave - Soundwave by Meghan Jackson knit in Fondant Fibre Hardy High Twist in the Gunpowder and Shield Maiden Wannabe colourway.Ingot - Ingot by Lisa Mutch using handspun Spun Right Round Targhee in #144 Colorplay colurway.Knit Night - Knit Night by Louise Zass-Bangham in BabyLongLegs BFL/Nylon in Lalique.Bella Vista - Bella Vista by Anthony Casalena in handspun Rambouillet dyed by Hello Yarn in the Anne colourway.Nose to the GrindstoneSandbank - Sandbank by Lea Viktoria using Wollmeise Lace-Garn in the WD Graue Eminez colourway.Groovy - Groovy (Lace or Fingering Weight) by JumperCables using The Yarn Yard Pentland 800 in the Toffee colourway.Shine - Shine by Janina Kallio in Countess Ablaze Lady Persephone Sock in Girl At The Rock ShowCountess Ablaze BFL/Masham in Bad Girls ClubPlottingSpinning up Shetland fibre from Woolbothy and then knitting it into a sweater. I need to sample. Thinking of doing a Spin-A-Long again.Splashed OutFondant Fibre Timothy Rolags and Rambouillet in Secret Garden and AlpineWollmeise Lace-Garn in Feldmauschen and Pure Xaverl und RosiEden Cottage Yarns Pendle 4ply in Algae and Dark OakOnline CommunityA very kind anonymous donor has topped up the prize cupboard in stupendous style. I need to think of some more KALs!Thank you for everyone's well wishes and words of support during my hiatus. It means the world to me to be part of such a wonderful community.
"It’s easy to throw out bad ideas, but to throw out really good ones is hard." Anthony Casalena, the founder and CEO of Squarespace, walks us through the process of minimalism, and how that affected Squarespace’s guiding principles. Driven by the desire to create a beautiful website for himself, Anthony began building (what would later become) Squarespace in his dorm room. In this talk from CreativeMornings/New York City in June 2014, he reflects on those early years in college — and his belief that minimalism is a process, not an aesthetic. Graphic designer or not, removing unnecessary lines and throwing out good ideas helps anyone, in any field, lead themselves to powerful, important, minimal work. Learn more at www.creativemornings.com
Episode 3 – We’re all stories, in the end. Becca discusses… Kickstarter mitts: http://www.ravelry.com/projects/rbf42/winter-sunshine-mitts-2 Outlander Cowl: http://celticheartquiltingandknitting.blogspot.com/2014/09/outlander-claire-cowl-pattern.html Anthony Casalena’s Killer Shawl Collection: http://www.ravelry.com/patterns/sources/killer-shawls Kate discusses… Boneyard: http://www.ravelry.com/projects/MissAnthropyKnits/boneyard-shawl-3 Blue Whale: http://www.ravelry.com/projects/MissAnthropyKnits/blue-whale Bumble Bee socks: http://www.ravelry.com/projects/MissAnthropyKnits/free-bees Gelsomina Aran: http://www.ravelry.com/projects/MissAnthropyKnits/gelsomina-aran Help decide a color combo: http://www.ravelry.com/discuss/muggle-yarns/3070777/1-25
For this Snippet, we discuss Logos Made Simple by Anthony Casalena and the design communities reaction on Twitter. (http://www.pagebreakpodcast.com/snippets/squarespacelogo)
Squarespace founder and CEO Anthony Casalena (@acasalena) is my guest in Episode No. 87 of The Big Web Show ("everything web that matters"). We discuss the platform's capabilities and the three markets it serves (consumer, designer, developer); the journey from one-person start-up to 120-person company; the launch of Squarespace's new e-commerce platform; how to design a start-up that makes money the day it launches; ways to build community around a non-open-source platform; the effectiveness of good old-fashioned traditional advertising in marketing an internet company like Squarespace; staffing up and laying people off; and much more. Links for this episode:https://twitter.com/acasalenahttp://www.squarespace.comhttp://answers.squarespace.comThis episode of The Big Web Show is sponsored by Shutterstock.com. Use offer code “BIGWEBSHOW3” to save 30% off any Shutterstock photo package.
Squarespace founder and CEO Anthony Casalena (@acasalena) is my guest in Episode No. 87 of The Big Web Show ("everything web that matters"). We discuss the platform's capabilities and the three markets it serves (consumer, designer, developer); the journey from one-person start-up to 120-person company; the launch of Squarespace's new e-commerce platform; how to design a start-up that makes money the day it launches; ways to build community around a non-open-source platform; the effectiveness of good old-fashioned traditional advertising in marketing an internet company like Squarespace; staffing up and laying people off; and much more.