Entrepreneur Playbook for a Stress-Free Summer: Multipreneur Alyson Caffrey on Streamlining Operations
Release Date: 05/13/2025
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_outlineAlyson Caffrey is an Operations Strategist, Bestselling Author of The Sabbatical Method, and founder of two businesses, Master Maternity Leave, and the consultancy Operations Agency. She’s best known for streamlining back-end operations of brands using her Operations Simplified™ framework to unleash the power of small teams. Alyson believes that if she can return fulfilled founders back to their families, she can generate a much larger impact in the world. Alyson also hosts The Growing Pains podcast.
🔑Key Takeaways🔑
💭 💡 The Power of Whitespace: Why allowing ourselves breaks from the hustle and grind leads to fresh perspectives, new ideas and approaches, and a reinvigoration of our passion to grow businesses faster.
🌱🌍 Identify Priorities for Each Season: Take time to establish what truly matters during different seasons. Whether it's focusing on business growth, personal health, or family, having a clear priority allows you to manage your time and resources better.
📈 🚀 Simplicity Scales Faster: Learn how to keep operations streamlined with simple systems that focus on lead generation, conversion, fulfillment, and improvement—measure results and know your numbers. Complexity can hinder growth, while simplicity can help you scale faster.
🔄 ✨Let Go of Perfection: Many women fall into the trap of trying to do it all, perfectly, so focus on identifying areas where you can step back without guilt, whether it's trusting your team or prioritizing personal time.
👶 💼 Business as a Baby: Why starting a business is like nurturing a baby: Initially, it requires your undivided attention, but as it grows, the key is understanding when and how to let go and delegate effectively so you can focus on your unique strengths.
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More about Alyson at Alyson Caffrey
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