Raising funds for a fast-growing business is easier, but the hardest round for Discord was the Series A, where many investors doubted the potential of the gaming chat app.

Investors were supportive when I decided to pivot from our game store after realizing it wasn't worth the investment, showing their confidence in our ability to figure things out.

In the early days, investors rejected our multiplayer game idea because they doubted its potential for success, which ultimately led us to pivot to Discord.

I turned down a life-changing offer to sell Replit because I felt it wouldn't achieve its full potential and I didn't want to let down my supporters.

It's acceptable for founders to return money to investors if they haven't found success after several years.

I chose to work with Mitch Lasky from Benchmark because I believed in his vision for Discord, even when I had offers for better valuations.

Laying off a third of the company was one of the hardest things I've ever done, but it was necessary to focus our efforts on Discord.

I wish I had sold the big dream more effectively during fundraising, as I was too focused on being a good founder and delivering on promises.

I pitched 75 investors for funding, but we faced rejection after rejection, which made me cynical about fundraising, especially during a time when no one was investing in consumer-driven businesses.