Your discomfort is your compass to growth

If you always stay in your comfort zone, you'll never do anything different or better than what you're currently doing.

Moments that stretch you or moments that you feel uncomfortable in or you find yourself saying, 'Oh shit. I shouldn't be here,' or, 'I'm under qualified to be here,' those are the moments you should be seeking out. Those are the moments that stretch you and give you a new foundation.

Working in a startup for 14 years has a certain way of kicking you in the head many times a day that either kills you or makes you far stronger.

How many oh shit moments have you had in the last six months, year, two years, and what are they? I think if you ask yourself that question and the answer is, 'It's been a really long time since I've been stretched in some meaningful way or I've felt like I'm under qualified to be there,' then it may be worth digging into.

I always try to prioritize putting myself in positions that are going to cause a lot of growth and learning. And growth and learning can be very painful.

Being in an uncomfortable situation, being in a position where you feel like, hey, do I really know how to do this, I'm not prepared for it, kind of coincides with the fastest and most intense periods of growth in one's career.

Being a product person means that by definition you're living in a world where no one knows the right answer yet because if somebody did, they would've already built it... having that humility is one of the biggest differentiators in early career leaders.