After initially exploring various projects, we realized we should have focused on the captions app, which was already successful without any updates.

We initially started a company based on a bad idea, trying to create a wiki for stock research, but it never took off, which is common in consumer businesses where success can feel random.

While waiting for the app approval, I collaborated with a friend to create a tool for collecting things online, which eventually evolved into Pinterest. In the early days of Pinterest, we thought it would be cool to create a tool for ourselves to collect things, which we believed could also help others see the world differently.

With the initial funding, we hired engineers to help develop our iPhone app, but faced delays in getting it approved.

Our initial idea was to create a suite of applications for law firms, but we pivoted to a marketing application for all businesses.

Despite not being able to launch our photo roll product, we recognized its potential, and several companies showed interest in it, indicating it could be the photo app of the future.

The launch of the iPhone in 2007 sparked my idea to design a mobile app, leading to the creation of my first business, Six Agency. I wanted to push the idea that you don't need a full catalog of products in front of a customer on a small device; the app would show only one highly curated product per day, which could be anything from a pencil from Japan to a beautiful watch.

We initially planned to build a chat app for gaming, but we thought we could bootstrap it through a game. When the game failed, we realized we could launch the chat app directly instead.

My first startup aimed to solve the problem I faced as a backpacker by creating a mobile app to book hostels and bed-and-breakfasts.