If you're not embarrassed when you ship your first version, you waited too long.
WordPress, it's a complex tool; it's like the back of a digital SLR... but that doesn't work on a phone.
Historically, WordPress has been purely focused on the writing side. However, were thinking about mobile completely differently, and I think theres a big opportunity to take the community of creators that loves WordPress and deliver an audience to the amazing things theyre making.
I was raised Catholic, and I can get incredibly guilty about mistakes.
Do what you love and don't focus on money - life's too short.
Technology is best when it brings people together.