# Advice Line with Anthony Casalena of Squarespace

- Show: [How I Built This](https://hardwarepodcasts.com/podcast/how-i-built-this)
- Published: 2025-11-20
- Length: 48m
- Page: https://hardwarepodcasts.com/podcast/how-i-built-this/2025-11-20-advice-line-with-anthony-casalena-of-squarespace

## Summary

Squarespace founder Anthony Casalena joins Guy Raz to answer questions from three early-stage entrepreneurs: Bob Zikowski of Custom Sleep Technology, Stacy Bernstein of All Better Co., and Mehek Mohan of Kahani. The conversation covers strategies for launching custom mattresses, differentiating first aid products from legacy brands, and executing a go-to-market plan for a mental health app. Casalena also discusses Squarespace's evolution into a full-stack business platform and its integration of AI tools like Blueprint AI.

## Chapters

- [0:00](https://hardwarepodcasts.com/podcast/how-i-built-this/2025-11-20-advice-line-with-anthony-casalena-of-squarespace#t=0) Introduction: Anthony Casalena and Squarespace's Evolution
- [7:48](https://hardwarepodcasts.com/podcast/how-i-built-this/2025-11-20-advice-line-with-anthony-casalena-of-squarespace#t=468) Bob Zikowski and Custom Sleep Technology: Mattress Strategy
- [19:49](https://hardwarepodcasts.com/podcast/how-i-built-this/2025-11-20-advice-line-with-anthony-casalena-of-squarespace#t=1189) Stacy Bernstein and All Better Co.: First Aid Branding
- [34:00](https://hardwarepodcasts.com/podcast/how-i-built-this/2025-11-20-advice-line-with-anthony-casalena-of-squarespace#t=2040) Mehek Mohan and Kahani: App Launch Strategy
- [46:49](https://hardwarepodcasts.com/podcast/how-i-built-this/2025-11-20-advice-line-with-anthony-casalena-of-squarespace#t=2809) Casalena's Advice: Decision Making and Speed

## Topics

- [Direct-to-consumer & e-commerce](https://hardwarepodcasts.com/topic/direct-to-consumer)
- [Marketing & brand](https://hardwarepodcasts.com/topic/marketing-and-brand)
- [AI & machine learning](https://hardwarepodcasts.com/topic/ai-and-machine-learning)
- [Retail, wholesale & distribution](https://hardwarepodcasts.com/topic/retail-and-distribution)

## Most relevant to

early-stage companies

## Mentioned

- Squarespace (company)
- Custom Sleep Technology (company)
- All Better Co. (company)
- Kahani (company)
- Blueprint AI (product)
- Acuity (product)
- Google Domains (product)
- 8 Sleep (product)
- Whoop (product)
- Tempur-Pedic (product)
- Casper (product)
- Neosporin (product)
- Band-Aid (product)
- Thrive Market (company)
- Target (company)
- Hilton (company)
- Hyatt (company)
- Four Seasons (company)
- Auto Camp (company)
- RX Bar (product)
- Method (company)

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- [Founder Feature: Daniela Suarez of iCalm](https://hardwarepodcasts.com/podcast/the-startup-cpg-podcast/2024-11-01-founder-feature-daniela-suarez-of-icalm) (The Startup CPG Podcast)
- [037: Launching a Minecraft-Inspired Product with Ruth Stone of Boxhead Crafts](https://hardwarepodcasts.com/podcast/product-startup/2017-01-24-037-launching-a-minecraft-inspired-product-with-ruth-stone-of-boxhead-crafts) (Product Startup)
- [The Pilot: Unveiling the Blueprint of "The Builder Circle"](https://hardwarepodcasts.com/podcast/the-builder-circle/2023-05-13-the-pilot-unveiling-the-blueprint-of-the-builder-circle) (The Builder Circle)
- [061: 5 Sales Channels a Home Inventor Mom Used to Launch Her Invention](https://hardwarepodcasts.com/podcast/product-startup/2021-02-02-061-5-sales-channels-a-home-inventor-mom-used-to-launch-her-invention) (Product Startup)

## Citing this page

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