EPISODE #955
Jennifer Tsay
Reinventing Photography:
Empowering Creatives with a Pay-Per-Photo Model
955 Jennifer Tsay: Reinventing Photography
Balancing Profitability, Creativity, and Growth in Business
Any solopreneur creator knows the kind of hustle it takes to build and sustain a client base, all in an AI world and increasingly competitive market. It’s a challenging lifestyle—constantly chasing gigs just to make ends meet.
So, what if there was a platform that connected freelance artists and gig workers with opportunities that guaranteed income, matched them with ideal clients, maximized their working time and reduced their expenses—all by aggregating gigs for maximum convenience?
Jennifer Tsay has built such a platform for photographers, and it’s called Shoott. It’s an innovated double-sided marketplace that doesn’t charge customers for the photoshoots—only the photos they love.
Today, Jennifer shares what inspired her to build and scale Shoott to more than 60 American cities, plus her inside secret marketing strategies that build trust and scale by referral. With the number of freelance creatives expected to reach more than 90 million by 2028, her innovative approach is on target to meet the needs of creators and consumers alike.
🔑Key Takeaways🔑
🚀 📷 Disruptive Business Models Drive Growth: Learn how free photoshoots that let customers pay for the shots they love benefit consumers and creatives alike, allowing photographers to earn a steady income, find clients, and conserve their time.
🤟💰Solving the Artist Gig Dilemma: How photographic artists and gig workers can escape the feast-or-famine cycle with a platform that aggregates demand and creates accessible sessions in centralized, scenic locations, for steady income that supplements the work of talented photographers.
🦄 🎯 The 14-Day Rule: How to master lean, efficient marketing that gets results by testing quickly, abandoning things that don’t work after 14 days, avoiding the impulse to get “stuck on theory” and trust your own data over fads. Plus, why chasing marketing trends isn’t always best.
🎭📈 Acting to Investment Banking: How Jennifer’s diverse experiences shape how she’s building Shoott, blending creativity with data-driven problem solving.
🌍💡Scaling from NYC to 60 Cities (and Counting!): Learn how to navigate a double-sided marketplace, turn challenges into growth opportunities, hire remotely, and expand into new markets.
More about Jennifer Tsay at shoott.com
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More about Jennifer at Shoott.com
Jennifer Tsay is the CEO and Co-Founder of the professional photography platform Shoott, which uniquely offers free photoshoots where clients only pay for the
photos they love. Shoott operates in over 60 U.S. cities, supporting more than 750
freelance photographers with supplemental income, and maintain a 4.9 rating on
Google across 2400 reviews and counting. With a diverse background in investment banking, strategic finance, project management, documentary film producing, and acting, Jennifer combines her passion for process with her love of art and storytelling to manage growth, strategy, and operations for Shoott. You may know Jennifer from her acting gigs on The Other Two, High Fidelity, The Village, The Blacklist, and Bored to Death as well as spots for Citi, AT&T Wifi, Samsung, Geico, and Manhattan Mini Storage.
Jennifer is a Forbes #Next1000 entrepreneur and one of Brit + Co’s 30 AAPI Founders We Love to Support, and recently appeared on Entrepreneur.com’s Elevator Pitch Season 11.
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