Reinventing Photography: Entrepreneur Jennifer Tsay on Empowering Creatives with a Pay-Per-Photo Model
Release Date: 11/11/2025
Gratitude & Giving Back: Winery Entrepreneur Maria Castellucci Moore on Navigating Change and Uncertainty
Wings of Inspired Business
Maria Castellucci Moore is the founder of the boutique winery and real estate business, Castellucci Napa Valley. She’s also a multi-award-winning author of the children’s book series Traveling Mindfulness, including Vivian in Paris and Sophia in Rome, and winner of the Gold Mom's Choice Award. First-generation American and mother to four children, Maria is also a board member of the San Francisco Opera Guild and Napa Valley's Ambassador to Charitable nonprofit organization, Roots of Peace— an organization that demines war torn lands and plants fruit orchards and vineyards worldwide....
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Raising Debt-Free College Grads: Entrepreneur Shellee Howard on College Prep and Empowering Kids for Self-Discovery
Wings of Inspired Business
Shellee Howard is the Founder and CEO of College Ready and CR Future Now, a Certified Independent College Strategist, and a best-selling author. A member of HECA and SOFA, she helps students gain admission to their best-fit colleges—often debt-free. As a mother of four, Shellee has firsthand experience with college success. Her son graduated debt-free from Harvard, earned his MD from UCSD, and is now an Orthopedic Surgery Resident at UCLA. Her daughter earned her BSN debt-free and became an RN in 2021. A sought-after speaker and consultant, Shellee has guided hundreds of students worldwide...
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Reinventing Photography: Entrepreneur Jennifer Tsay on Empowering Creatives with a Pay-Per-Photo Model
Wings of Inspired Business
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,...
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Cannabis Opportunities: Entrepreneur Wendy Bronfein on Funding, Franchises and Scaling Wellness
Wings of Inspired Business
Wendy Bronfein is the Co-Founder, Chief Brand Officer and Director of Public Policy at Curio Wellness, Maryland’s leading medical cannabis company, where she focuses on driving the company’s legislative agenda across multiple states and building the Curio brand. Wendy made the leap into the medical marijuana space after a long career in television. She was Creative Director of On-Air Promotions at LIVE! With Kelly & Michael and was a Managing Producer at BBC Worldwide Americas from 2006-2010. She has also served in various freelance production roles in New York and Los Angeles working...
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Reinventing Healthcare: Entrepreneur Chelsea Ryckis on Overcoming “The Big Lie” to Rethink Employer Benefits and Lower Costs
Wings of Inspired Business
Chelsea Ryckis is the award-winning founder and president of Ethos Benefits, a firm dedicated to advancing fiduciary-driven health insurance strategies for employers nationwide to eliminate fraud, waste, and abuse from employer healthcare plans while increasing savings for both employers and their employees. After suffering a traumatic brain injury as a Division 1 college athlete, Canadian-born Chelsea experienced the US healthcare system firsthand, inspiring her pioneering entrepreneurship in healthcare. Chelsea was awarded the industry’s most prestigious award, Advisor of the Year, by...
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More Heads to Turn: Entrepreneur Kate Assaraf on Growing A 7-Figure Sustainable Hair Care Without Amazon or Advertising
Wings of Inspired Business
Kate Assaraf is a serial entrepreneur and the founder and CEO of Dip Sustainable Hair Care, building a 7-figure beauty brand without Amazon, big-box retailers, or influencer gimmicks. Kate is also a Forbes columnist, and a mom of two who proves that entrepreneurship and motherhood can coexist without burnout—by prioritizing presence, purpose, and smart business choices. Kate has been featured in Allure, Cosmopolitan, Modern Salon, and The Unwash, was named NJ’s Mompreneur of the Year (2024), and was honored as a “Woman of Courage” by Insigniam Quarterly. She’s passionate about...
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Conscious Entrepreneurship: Lauren Morgan on Co-Creation and Tuning Into Your Business’s Unique Energy
Wings of Inspired Business
Lauren Morgan is the founder of Wild Wisdom, an energy master, and a trauma recovery and business coach on a mission to empower women overcome imposter syndrome, limiting beliefs and self-sabotage so they can turn their pain into purpose, transform their wounds into wisdom, and create heart-centered businesses. She brings her personal expertise with healing practices like Ayurveda, hypnosis, meditation, shamanism, energy work, and core belief work to help entrepreneurs grow abundant, purpose-driven businesses. 🔑Key Takeaways🔑 ✨🔹 Your Business Has Its Own Consciousness: Think of your...
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Insider IRS Secrets: Sherry Peel Jackson on Protecting and Growing Wealth in Uncertain Times
Wings of Inspired Business
Dr. Sherry Peel Jackson is a retired IRS agent, CPA, and Certified Fraud Examiner who’s helped over 100,000 professionals legally reduce taxes and build lasting wealth. With over 35 years of experience, she’s the creator of the KPG System—a proven method to Keep, Protect, and Grow your income without risky investments. She’s also the author of How To Escape The Rat Race and a passionate speaker empowering people to take control of their finances and create generational wealth. 🔑Key Takeaways🔑 💰 📈 What the IRS Doesn’t Want You to Know: Learn the inside secrets of how...
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Robots for the Future: Entrepreneur Jenny Young on Empowering Kids’ Creativity Through Hands-On Robotics Development
Wings of Inspired Business
Jenny Young is the Founder and CEO of Brooklyn Robot Foundry, the vibrant and inclusive brand dedicated to prioritizing diversity and empowerment for children of all backgrounds and communities through STEAM education. Jenny is a trained mechanical engineer turned entrepreneur to bring a more diverse, inclusive and creative approach to STEAM education. Founded in 2011 and with four locations open currently, the brand focuses putting the “art” in science, technology, engineering and mathematics (STEM) and sharing the fun of STEAM education with children everywhere, inspiring them to...
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Females in Franchising: Entrepreneur Brittney Lincoln on Helping Women Scale Brands and Take Locations from 1 to 100
Wings of Inspired Business
Brittney Lincoln is the CEO and Founder of Females in Franchising, a dynamic platform dedicated to empowering women in the franchising industry. With over 13 years of experience spanning home services, beauty, and medical franchises, Brittney has built a reputation as a connector, educator, and strategist in the franchising world. She is passionate about providing a space for women to collaborate, learn from industry experts, and grow both personally and professionally. Her expertise lies in helping business owners understand franchising, scale their brands, and take their locations from one...
info_outlineJennifer 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.
🔑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.
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More about Jennifer at Shoott.com