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(785)

Dutch Bros. Coffee: Travis Boersma

Dutch Bros. Coffee: Travis Boersma

From a coffee cart parked uneasily in a grocery parking lot, Travis and Dane Boersma grew Dutch Bros into a sprawling chain of 700-plus beverage restaurants. Before they got started in Grants Pass, Oregon, in 1992, Dane had never tried espresso, and neither brother knew how to make it. But with the help of nearby experts, they learned the craft—and even improvised their own recipes, like mocha made with chocolate milk from a local dairy. Eventually, Dutch Bros would go from pushcarts to drive-throughs, and from small-town Oregon to Wall Street—with a nearly $500-million IPO in 2021. Along the way, the brothers’ special connection carried them through good times and bad, until an unexpected family tragedy shook the business to its core.This episode was produced by Alex Cheng, with music by Ramtin ArabloueiEdited by Neva Grant, with research help from Katherine Sypher.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

26 Jun 20231h 17min

Reinvesting in our cities with renewable energy with Donnel Baird of BlocPower (2022)

Reinvesting in our cities with renewable energy with Donnel Baird of BlocPower (2022)

When Donnel Baird was a child, his parents would regularly use the oven to heat their Brooklyn apartment -- a dangerous and energy-inefficient practice that’s unfortunately not unique to New York City. As an adult traveling the country with the Obama for America campaign, Donnel saw countless homes and apartments wasting power and jeopardizing resident safety because of dated infrastructure. He founded BlocPower in 2014 to address this precise problem, focusing on low-income communities so often overlooked by innovative startups. This week on How I Built This Lab, Donnel talks with Guy about BlocPower’s work to modernize buildings nationwide and transition them to clean energy sources. BlocPower has raised more than $100 million from Wall Street and Silicon Valley investors, and has partnered with cities across the country to create greener, safer spaces for their residents.This episode was produced by Carla Esteves and edited by John Isabella, with music by Ramtin Arablouei. Our audio engineer was Neal Rauch.You can follow HIBT on Twitter & Instagram, and email us at hibt@id.wondery.com.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

22 Jun 202347min

Spikeball: Chris Ruder

Spikeball: Chris Ruder

When Chris Ruder set out to revive a ball-and-net game from his childhood, he was pretty sure he would fail. He wasn’t really into sports and had never run a business. But after 15 years, Spikeball has grown into a thriving brand with a global following. Spikeball is a two-on-two game where players hit a rubber ball onto a circular net. Invented in 1989, it never took off. But in 2003, when childhood friends dusted off a duct-taped set, Chris began daydreaming about bringing it back to life. For a few years, it was just a crazy idea, until Chris dug deeper and discovered it was never patented. Chris ran the business by himself for six years and discovered Spikeball was taking off with PE teachers and Christian youth groups. When he was offered a deal on Shark Tank, he turned it down because he didn’t want Spikeball to be marketed as a toy, and instead focused on growing it as a competitive sport. Now, the game is popular around the world and its international governing body has Olympic ambitions. This episode was produced by Chris Maccini, with music by Ramtin Arablouei. Edited by Neva Grant, with research help from Chris Maccini. You can follow HIBT on Twitter & Instagram, and email us at hibt@id.wondery.com.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

19 Jun 20231h 9min

Saving the f#$%ing rainforests with Shara Ticku of C16 Biosciences

Saving the f#$%ing rainforests with Shara Ticku of C16 Biosciences

Palm oil is a wonder ingredient, used in almost everything from toothpaste and oat milk to biodiesel and laundry detergent. But to keep pace with rising global demand, producers have burned down millions of acres of rainforests to create more palm oil plantations, worsening climate change and making the air hazardous for entire countries in the process. C16 Biosciences has a plan to save those rainforests – and to shake up the behemoth palm oil industry while doing it. Since founding the company in 2018, Shara Ticku and her co-founders have cracked the code on its first beauty product made with lab-generated palm oil. And once they brought it to market? It sold out immediately!This week on How I Built This Lab, Shara talks to Guy about how introducing C16’s initial product to a secondary market laid the foundation for even greater commercial success. Plus, Shara shares how a tight budget, scrappy science, and home-brewed beer were the keys to unlocking substantial funding.This episode was produced by Carla Esteves and edited by John Isabella, with music by Ramtin Arablouei. Our audio engineer was Katherine Silva.You can follow HIBT on Twitter & Instagram, and email us at hibt@id.wondery.com.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

15 Jun 202342min

Harry’s Razors: Andy Katz-Mayfield and Jeff Raider

Harry’s Razors: Andy Katz-Mayfield and Jeff Raider

Two college-era friends set out to change the face of shaving—and in the process, took on one of the biggest companies in the world. In 2011, Andy Katz-Mayfield and Jeff Raider realized they shared a common frustration with an everyday purchase: razors. Locked behind counters like diamond bracelets, they were inconvenient to buy and expensive to replace, with branding that seemed more suited to James Bond than a regular guy. So Andy and Jeff took on the Goliath of the shaving industry, Gillette—and its parent company, P&G—to launch a direct-to-consumer razor company with a friendly name. As a co-founder of Warby Parker, Jeff had some experience with D-to-C, but nothing prepared either founder for the rigors of razor research, and the culture shock of partnering with a factory in a remote part of Germany. After weathering a failed merger, Harry’s Inc. has grown into a force in the shaving industry both online and in-store, and has begun expanding into other household products. This episode was produced by Liz Metzger, with music by Ramtin ArabloueiEdited by Neva Grant, with research help from Katherine Sypher.You can follow HIBT on Twitter & Instagram, and email us at hibt@id.wondery.com.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

12 Jun 20231h 13min

Tapping the heat beneath your feet with Kathy Hannun of Dandelion Energy

Tapping the heat beneath your feet with Kathy Hannun of Dandelion Energy

Millions of American households rely on oil for heat. Growing up in New Hampshire, Kathy Hannun was familiar with this decades-old and environmentally-taxing approach. As part of Google’s innovation lab, X, she began unearthing a solution — indeed from underground...This week on How I Built This Lab, Kathy discusses how her company, Dandelion Energy, has made geothermal energy accessible for heating and cooling homes across the northeastern United States. Plus, Kathy explains why widespread adoption of geothermal heat pumps is important if we want to reach our climate goals.This episode was produced by Sam Paulson and edited by Casey Herman, with music by Ramtin Arablouei. Our audio engineer was Katherine Silva.You can follow HIBT on Twitter & Instagram, and email us at hibt@id.wondery.com.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

8 Jun 202331min

Tory Burch: Tory Burch

Tory Burch: Tory Burch

Tory Burch didn’t set out to make her name into a brand; she didn’t even set out to get into fashion. As a matter of fact, she sort of gave up any fashion ambitions when her first designs were rejected by Ralph Lauren. But after noticing there were plenty luxury brands and plenty of affordable brands but nothing in between, Tory began to see a gap that she could fill. She tried to revive a dormant brand from the 1960’s, until one phone call put an end to that idea. So in 2004, with the help of her husband—a fashion entrepreneur in his own right—Tory Burch launched Tory Burch, a lifestyle brand with everything from shoes and swimwear, to handbags and home goods. Despite a rift in the relationship with her husband, that also bled over into the business, Tory has built a global brand with over 300 stores worldwide.This episode was produced by J.C. Howard, with music by Ramtin ArabloueiEdited by Neva Grant, with research help from Katherine Sypher.You can follow HIBT on Twitter & Instagram, and email us at hibt@id.wondery.com.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

5 Jun 20231h 9min

Cultivating a creative community with Tina Roth-Eisenberg of CreativeMornings

Cultivating a creative community with Tina Roth-Eisenberg of CreativeMornings

“Who you hang out with determines what you dream about and what you collide with.” - Seth GodinYearning to find community as a Swiss transplant in New York City, Tina Roth-Eisenberg was so moved by these words that she transformed an old office into a fresh co-working space for creatives. From that space, Tina would incubate her would-be biggest project yet: CreativeMornings, an event series that brings local creatives together, which has since grown to over 200 chapters around the world And best of all? It’s totally free to attend. This week on How I Built This Lab, Tina shared how her design career morphed into an unintentional, yet completely inspired path to entrepreneurship that spawned several successful businesses. Plus, she shares her perspectives on why community and collaboration are key when it comes to building new things.This episode was produced by Carla Esteves and edited by John Isabella, with music by Ramtin Arablouei. Our audio engineer was Brian Jarboe.You can follow HIBT on Twitter & Instagram, and email us at hibt@id.wondery.com.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

1 Jun 202341min

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