The Past, Present, and Future of the Internet

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[00:03:15] – [First question] – What the internet felt like when he first started building Wordpress

[00:05:11] – What was wrong with his impression of the internet then

[00:06:50] – Being a connoisseur of things overlooked

[00:08:34] – How permission less publishing and open source software shaped the internet

[00:12:30] – Balance between centralization and decentralization and where we are in the cycle

[00:14:08] – The cycle between direct-to-consumer and having intermediary

[00:16:32] – New opportunities and challenges of the internet today

[00:18:49] – Potential of cryptocurrency to enable big changes on the internet

[00:21:22] – The idea of distributed work via the internet and the utopia of it

[00:24:31] – Advantage of having a team distributed across geographies and timezones

[00:26:46] – What he learned from Amazon’s API mandate

[00:29:12] – Landmines of distributed work

[00:31:13] – Interesting lessons learned building Wordpress

[00:34:55] – Company building as world building

[00:35:52] – Lessons from Microsoft on platform building

[00:38:53] – Key ingredient to world building within your company

[00:41:09] – Lessons from Wix and Shopify

[00:42:23] – How to decide what to do next in resource and capital allocation

[00:47:00] – How to engage with other stakeholders in a platform business

[00:50:06] – The continued connectivity created by the internet

[00:53:14] – Kindest thing anyone has done for him