When Digital and Physical Worlds Converge

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[00:02:57] – (First question) – The story of Popout and how it led to Shippo

[00:07:40] – Challenge of working in a huge and crowded market

[00:10:36] – How Shippo changed shipping for small businesses

[00:12:30] – First big break in their favor 

[00:13:39] – Their master account with the major shipping companies

[00:14:39] – Why is the shipping industry so complex

[00:16:25] – Most painful part of building Shippo

[00:18:20] – Advice for people in early company building 

[00:19:26] – Pricing software in early days

[00:20:32] – The early days of Shippo and getting it to where it is today

[00:23:17] – Going to market and targeting new customers when they’re mostly small businesses

[00:25:48] – Partnering with a larger company, in their case Shopify

[00:27:52] – How they think about their long-term planning

[00:30:48] – Competing in a world where companies can own their own infrastructure 

[00:32:39] – How often they think about other competitive advantages

[00:34:20] – Worst question an investor asked her: what if Amazon tries to copy them

[00:35:17] – Her superpowers as a founder 

[00:36:41] – API vs dashboard and the difference in their customer bases

[00:38:52] – What businesses that need shipping today need to know

[00:40:14] – Changes in how businesses are being built today

[00:41:28] – What excites her most about the future of this business

[00:43:28] – Kindest thing anyone has done for her