Jennifer Tsay, Co-Founder & CEO of Shoott, an AAPI- and women-led photography platform that makes professional portrait sessions radically accessible while ensuring photographers are paid fairly joins Enterprise Radio.

Listen to host Eric Dye & guest Jennifer Tsay discuss the following:



* You’ve taken an unconventional path from Wall Street to acting to launching a multimillion-dollar photography platform. How has that nonlinear journey given you unique strengths as a leader, and how can other entrepreneurs repurpose their past careers to fuel their next chapter?

* Shoott flipped the photography model on its head with free sessions and pay-only-for-what-you-love galleries. What lessons can other founders take from designing business models that are both customer-friendly and sustainable for freelancers?

* Many gig-economy platforms have been criticized for exploiting creatives. What strategies did you use to build a system that empowers rather than undercuts your photographer network, and what advice would you give other leaders managing talent in the gig economy?

* You’ve scaled Shoott to 60+ cities with a lean team. What systems or habits have helped you grow while staying profitable, and what can small business owners learn about balancing scale with sustainability?

* You often talk about self-awareness as a startup superpower. Why do you believe that skill is underrated, and how can leaders cultivate it in themselves and their teams?



Summary: The most powerful thing you can do as a founder is trust that your unique path is an asset. Lean into your lived experiences, whether from finance, parenting, or the arts, and use them to design systems that are both strategic and deeply human.



Jennifer Tsay is the Co‑Founder & CEO of Shoott, an AAPI‑ and women‑led photography platform revolutionizing access to high‑quality portrait sessions. With a background in investment banking and performing arts, Jennifer combined business acumen with creative insight to launch Shoott in 2018. The company has since scaled to 60+ cities, surpassed $10M in revenue, and built a 4.9-star rated customer experience, all without raising additional funding beyond its seed round.

Jennifer has been recognized in Forbes Next 1000, Brit + Co’s list of impactful AAPI founders, and the Entreprenista 100. She advocates for sustainable gig economy models that empower creatives, particularly women and BIPOC freelancers, and remains dedicated to building inclusive systems that create equitable opportunities in entrepreneurship and the arts.



Website: https://www.shoott.com

Social Media Links:

Jennifer Tsay:

Linkedin: https://www.linkedin.com/in/jennifer-tsay

Facebook: https://www.facebook.com/jennifer.tsay.1

Instagram: https://www.instagram.com/jenjentsay

Shoott:

Linkedin: https://www.linkedin.com/company/shoott