Anthony Casalena
13 statements across 2 episodes · 5 bullish · 0 bearish · 1 people on the record · first statement Mar 4, 2019 by Anthony Casalena · said 4 times in 2 episodes since 2019 · across every show →
On the record as a speaker too: Anthony Casalena's record, appearances and statements → this page counts the times other people say the name.
Mentions by year
brought up most by Guy Raz (4)
tap a year for its mentions
2021 2 mentions in 1 episode
2019 2 mentions in 1 episode
Everything said about Anthony Casalena, oldest first
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 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
Mar 4, 2019
Mar 4, 2019
Mar 4, 2019 positive
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 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…”
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…”