Squarespace
includes Squarespace 6, Squarespace 5, Squarespace Video Studio, Squarespace 7, Squarespace Blueprint AI, Squarespace Email Campaigns
31 statements across 4 episodes · 15 bullish · 3 bearish · 4 people on the record · first statement Mar 4, 2019 by Anthony Casalena · said 139 times in 24 episodes since 2019 · across every show →
Mentions by year, the whole family
brought up most by Guy Raz (104), Anthony Casalena (28), Andrew Rea (3), Jennifer Ballin (2), Tina Roth-Eisenberg (1), Daniela Corrente (1)
tap a year for its mentions
2026 2 mentions in 1 episode
2025 21 mentions in 4 episodes 5 per episode
2024 4 mentions in 3 episodes 1 per episode
2023 35 mentions in 8 episodes 4 per episode
- Briogeo Hair Care: Nancy Twine (2020)
- Kona Ice: Tony Lamb
- reCAPTCHA and Duolingo: Luis von Ahn (2020)
- Vuori: Joe Kudla
- Everlane: Michael Preysman
- Sir Kensington's: Scott Norton and Mark Ramadan
- Cultivating a creative community with Tina Roth-Eisenberg of CreativeMornings
- Twilio: Jeff Lawson
- every mention in 2023, scene by scene →
2022 4 mentions in 2 episodes 2 per episode
2021 1 mention in 1 episode
2020 2 mentions in 2 episodes 1 per episode
2019 70 mentions in 3 episodes 23 per episode
Everything said about Squarespace, oldest first
Mar 4, 2019 positive
Casalena: Podcast ads succeed through creator support and audience connection
“There's this really authentic thing around, like, you are supporting a show host. That show host has a connection with their audience. You are supporting the creation of that content, and you would never hide the fact that it's sponsored.”
Mar 4, 2019 negative
Casalena: Rewriting core platform architecture takes 3x longer and is a disaster
“You never want to be in a situation where you're rewriting the core of your platform. It always takes three times longer than you would expect. You know, the people who originally wrote it are sometimes no longer there, and it's usually a disaster.”
Mar 4, 2019 neutral
Mar 4, 2019 neutral
Casalena: Early on at Squarespace, I didn't know what good management looked like
“I didn't even know what a good manager looked like. I didn't know how much stress I was supposed to have or not have. I didn't know what kind of dialogues were good or bad, like, what dysfunction looked like, what, you know, I didn't know that stuff.”
Mar 4, 2019
Casalena: Squarespace had no full-time employees in 2006
“Yeah, so I had at some point along the way a part-time, towards the end of this, somebody who was doing part-time customer support, and then I had contracted out somebody to do some of the, helping me with the template designs, but there were no, no full-time …”
Mar 4, 2019
Mar 4, 2019 bearish
Mar 4, 2019 neutral
Casalena: Squarespace is a private business, not obligated to host every viewpoint
“We are a business, we're not the government, and we're not, you know, trying to protect every possible viewpoint on the planet, and so you know, we need to make sure that, you know, we're doing business with the right, you know, the kinds of people we need to …”
Mar 4, 2019 positive
Casalena: Blogging sparked the DIY wave empowering non-technical web creators
“When blogging happened, I see it as the kind of beginning of this DIY, do-it-yourself wave, where people who would have otherwise been a little intimidated you know, it was this kind of like, oh, I can do this too, but then giving them something more powerful,…”
Mar 4, 2019
Casalena: Squarespace's First Investment Was $30,000 from His Parents
“So I went to my parents who, you know, I don't know how to calculate, but I needed 30 grand. And, you know... I needed these servers. I needed two of them, right?... And, you know, they eventually I eventually won that fight, and they were the first investor i…”
Mar 4, 2019 neutral
Mar 4, 2019
Mar 4, 2019 positive
Mar 4, 2019
Mar 4, 2019
Mar 4, 2019 positive
Mar 4, 2019 positive
Mar 4, 2019
Mar 4, 2019
Mar 4, 2019 positive
Mar 4, 2019 bullish
Casalena: Squarespace Reinvested Almost All 2006 Revenue Into Google AdWords
“I would put it 100% back in as much as I could. If I made 20 bucks on AdWords, I put 20 bucks back in AdWords. If I made a thousand bucks on AdWords, I'd send a thousand more bucks on AdWords. If I spent You know, I keep a little bit of a balance in case I nee…”
Mar 4, 2019 negative
Casalena: Closing off critical feedback leaves companies vulnerable to breaking from seismic shifts
“To create an environment where you don't hear it is really the scariest thing for me, because I think that if you remain closed off to it, you become vulnerable to these big, like, seismic shifts where you just ignored something to the point where something's …”
Mar 4, 2019 neutral
Casalena: Extended college to five years to avoid parental job pressure
“And so I actually stayed on, instead of graduating in four years, I waited and graduated in five, and kind of took some, like, Let's just say pretty light workload classes on that fifth year. I was buying myself time, right? I was buying myself out of, like, m…”
Mar 4, 2019 positive
Casalena: Paid subscription model naturally deters malicious online actors
“One thing that's great about Squarespace, frankly, versus other you know, situations other providers are in, is that it's a paid service, so we actually avoid the worst of this, right? Right, right. Very rarely is somebody like, I'm gonna post a bunch of bad s…”
Mar 4, 2019 positive
Dec 17, 2020 positive
Aug 18, 2022 positive
Nov 20, 2025 positive
Casalena: Leaders consistently regret moving too slowly on decisions
“And I think that I would look back and go, you know, what decisions do I always delay on? And I'm always looking back and going, I wish I had done that faster. And I wonder why I've never gone to those decisions and gone, wow, I went too fast on that one. Righ…”
Nov 20, 2025 positive
Nov 20, 2025 bullish
Casalena: Squarespace is not threatened by AI coding tools
“Yeah, I mean, it's been a phenomenal tailwind for us. I mean, we're not particularly worried about the, you know, the idea that people could code a website where they couldn't code a website before because people haven't had to code websites for two decades us…”
Nov 20, 2025 positive
Casalena: Websites are more relevant than ever because AI relies on them
“And I think that the website ends up being more relevant than ever for a number of reasons. One being, It's where the answer engines are finding their information. You know, they're crawling the web and using either old data or modern data or more relevant dat…”