Building a Business (and Life) You Actually Love
Lessons from Jennifer Tsay, Co-Founder of Shoott
What does it really take to build a business that flips an entire industry on its head—and survive the emotional rollercoaster that comes with it?
In this episode, I sit down with Jennifer Tsay, co-founder of Shoott, a platform that’s radically changing how photographers—and eventually, all kinds of artists—can build sustainable careers.
Jennifer’s path is anything but traditional:
From corporate finance to acting, to producing a documentary, to being a co-founder—her journey is a masterclass in how diverse experiences can shape sharper entrepreneurs.
We’re diving into not just how Shoott cracked a problem that had stumped others but also the hidden emotional battles founders face.
Jennifer is sharing how she learned to process the negativity online instead of letting it derail her. Her tips really surprised me and I think she has a fresh perspective in this space that all founders need to hear.
You are also going to learn:
The importance of not being “married to theory” when building something new
Why self-awareness is a founder’s most important (but least talked about) skill
How to test ideas fast, course-correct without ego, and stay open to unexpected opportunities along the way.
If you’re actively building or trying to find your way—you’re going to get so much out of this conversation.
Listen in—you’ll feel seen, energized, and a little bit braver.
Connect with Jennifer:
Shoot:
@shoottphotos on IG and Tiktok
Jennifer’s personal:
IG: @jenjentsay
