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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

Release Date: 11/18/2025

Gratitude & Giving Back: Winery Entrepreneur Maria Castellucci Moore on Navigating Change and Uncertainty show art 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 show art 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 show art 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 show art 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 show art 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 show art 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 show art 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 show art 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 show art 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 show art 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...

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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 to top universities, ensuring they graduate debt-free and land jobs they love. Shellee also hosts the podcast, Parents: Is Your Teen College Ready?

🔑Key Takeaways🔑

🌱🤔 Start Early, Self-Discovery Comes First: Why college prep should start in middle school, with parents guiding their kids to reflect on their interests, strengths, and values. Learn how to help your kids figure out who they are before choosing what to study with a mix of community service, internships, and real-world conversations with professionals.

💸 🎯 A Strategic (Not Emotional) Path to College: Why it’s not about chasing school prestige or following the crowd. The best path involves empowering students to build standout resumes, match with colleges that value their unique qualities, and—most importantly—graduate without crushing student loans.

🎓💡 Scholarships (and How to Win Them): One of Shellee’s most compelling stats: her seniors earned over $10 million in scholarships last year alone. Her secret? Treat the process like building a business—from early planning, crafting applications, and strategically picking colleges that want to reward your child’s excellence.

👩‍💼 🛠️ For Young Entrepreneurs and Non-Traditional Paths: Not every student is destined for the Ivy League—or even a traditional four-year college. Learn how to explore all options, including trade schools and entrepreneurial ventures. There is no “one size fits all” path to success.

✨🤖 How AI Is Impacting College Decisions: How to best prepare your teen for an AI world, why teaching nimbleness, flexibility and resilience is key.

🎙️Subscribe to Wings and get the full Show Notes at https://bit.ly/Wings956

 

More about Shellee at College Ready Plan

https://collegereadyplan.com/