Advice Line with Anthony Casalena of Squarespace

Advice Line with Anthony Casalena of Squarespace

Squarespace founder Anthony Casalena joins Guy on the Advice Line, where they answer questions from three early-stage entrepreneurs. Plus, Anthony shares how Squarespace is leveraging AI to help people bolster their sites and digital presence more effectively.

First we meet Bob in Connecticut, who’s wondering how to pump up awareness for his custom-made mattresses. Then Stacy in California asks how her new first aid products can stand out in a category dominated by legacy brands. And Mehek in New York strategizes about how to best launch a new digital companion she’s building: an app that supports people recovering from eating disorders.

Thank you to the founders of Custom Sleep Technology, All Better Co., and Kahani for being a part of our show.


If you’d like to be featured on a future Advice Line episode, leave us a one-minute message that tells us about your business and a specific question you’d like answered. Send a voice memo to hibt@id.wondery.com or call 1-800-433-1298.

And be sure to listen to Squarespace’s founding story as told by Anthony on the show in 2019.


This episode was produced by Sam Paulson with music by Ramtin Arablouei. It was edited by Andrea Bruce. Our audio engineer was James Willetts.

You can follow HIBT on X & Instagram and sign up for Guy’s free newsletter at guyraz.com or on Substack.

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Episoder(817)

Advice Line with Pete Maldonado and Rashid Ali of Chomps

Advice Line with Pete Maldonado and Rashid Ali of Chomps

Today’s callers: Yadi from New York thinks through an expansion strategy for her college campus-based empanada business. Then, Zachary from New York looks for ways to break into big retailers with his...

19 Feb 48min

Spinbrush: John Osher. The Electric Toothbrush That Sold for $475M

Spinbrush: John Osher. The Electric Toothbrush That Sold for $475M

Before Spinbrush became the top selling toothbrush in the U.S—and before Procter & Gamble paid $475M for it—John Osher was a teenager selling earrings for $4.99. In this episode, John walks through th...

16 Feb 1h

Advice Line with Julia Hartz of Eventbrite

Advice Line with Julia Hartz of Eventbrite

Today’s callers: Mia from Germany wants to know how to balance her pottery business between an online shop and a YouTube channel. Then, Jen from Connecticut is looking for ways to reach more families ...

12 Feb 46min

Netflix: Reed Hastings. “We’re Not a Family.” The Provocative Idea That Helped Build a Streaming Giant

Netflix: Reed Hastings. “We’re Not a Family.” The Provocative Idea That Helped Build a Streaming Giant

Netflix shouldn’t have survived.In 1997, Blockbuster owned home entertainment—9,000 stores, a business fueled by late fees, and a brand that felt untouchable. Netflix was a scrappy DVD-by-mail experim...

9 Feb 1h 24min

Advice Line with Jon Stein of Betterment

Advice Line with Jon Stein of Betterment

Plus, Jon’s take on why now is a good time to start a business — in spite of market uncertainty. Today’s callers: Dan from Washington considers new offerings beyond his core loose leaf yerba mate pr...

5 Feb 46min

HOKA: Jean-Luc Diard and Nicolas Mermoud. The “Clown Shoe” That Became a $2B Bonanza

HOKA: Jean-Luc Diard and Nicolas Mermoud. The “Clown Shoe” That Became a $2B Bonanza

In the late 2000s, two French mountain athletes set out to build a running shoe that captured the feeling of flying. Jean-Luc Diard and Nicolas “Nico” Mermoud had spent decades inside the innovation e...

2 Feb 55min

Advice Line with Serial Entrepreneur Mark Cuban

Advice Line with Serial Entrepreneur Mark Cuban

Plus, Mark on his most challenging venture yet: revolutionizing the prescription drug market in America.First we meet Lucy from Washington DC, considering an opportunity to bring her upside-down peanu...

29 Jan 53min

Taylor Guitars: Kurt Listug and Bob Taylor. From $3,700 Shop to Global Icon

Taylor Guitars: Kurt Listug and Bob Taylor. From $3,700 Shop to Global Icon

A bright blue guitar covered in orange koi fish vanished from a museum display … and Swifties immediately knew what it meant.That distinctive guitar—the one Taylor Swift used to record Speak Now—had b...

26 Jan 1h 9min

Populært innen Business og økonomi

stopp-verden
lydartikler-fra-aftenposten
dine-penger-pengeradet
rss-penger-polser-og-politikk
e24-podden
rss-borsmorgen-okonominyhetene
livet-pa-veien-med-jan-erik-larssen
pengepodden-2
tid-er-penger-en-podcast-med-peter-warren
pengesnakk
utbytte
rss-sunn-okonomi
finansredaksjonen
morgenkaffen-med-finansavisen
lederpodden
rss-markedspuls-2
lederskap-nhhs-podkast-om-ledelse
stormkast-med-valebrokk-stordalen
liberal-halvtime
arcticpodden