April Hickey, founder of Toast, joins us for Episode 110 to talk about burnout, leadership, and the pressure of building a company while trying to stay grounded.

As seen on TEDx, April shares her idea of “the box” — the labels we place on ourselves and others that can quietly limit what we believe is possible. She explains how those boxes show up in leadership, entrepreneurship, mental health, and even the way we define success.

In this conversation, April opens up about burning out in the first year of building Toast, what it felt like to lose excitement for the work she once loved, and why rest eventually became part of her strategy as a founder.

She also talks about setting real boundaries, balancing purpose and profit, leading with psychological safety, building a team with trust, and creating a work environment where people ...