Mental Health for Entrepreneurs

Mental health, failure, and hope for entrepreneurs and creatives.

Since embracing my “beach lady” era, I make it a point to visit the Mega Mikan (aka Tokyo—still workshopping that name, open to suggestions!) regularly. These trips are all about staying connected with friends, colleagues, and clients, and continuing to build my community.

Every visit brings incredible and unexpected conversations—ranging from shamans to neuroscience, from babies to the troubling global reversal of DEI initiatives.

Last Wednesday, before a rushed but excellent Okinawan dinner with a sweet friend, I wrapped up the day with Tokyo Fail Club. I’ve been a fan of this event since its earlier, more controversial iteration. The mission remains powerful: normalizing “failure” as part of growth and entrepreneurial success—even when the takeaway is that you pivoted or walked away from something entirely.

We don’t talk enough about the emotional and mental toll entrepreneurship can take—on ourselves, our relationships, and our well-being. We’re deeply passionate about what we do, which means the lows can hit hard when things don’t work out. And if those failures pile up, the weight can be crushing.
We all need community. We all need guides. We all need support—before things reach a breaking point.