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.

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More about Shellee at College Ready Plan

https://collegereadyplan.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.

🔑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

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 on shows such as The Andy Milonakis Show, Wanda Does it, and The Sharon Osbourne Show.

🔑Key Takeaways🔑

🛠️📝 Navigating Regulatory Roadblocks: How to scale a business in a challenging industry like cannabis, where U.S. federal Schedule 1 drug status means excessive taxation and restrictions on banking, research, and marketing. This, when research shows safer communities, more state tax revenue, reduced opioid use, and lower teen consumption where cannabis is legal.

🤟❤️ Branding in a Constrained Industry: What to do when traditional marketing and advertising channels are closed off, and how to make creative, high-touch approaches, community engagement, and "ground game" outreach earn customer trust and build awareness.

🌈 🤎 Empowering the Next Generation of Diverse Entrepreneurs: Learn how Curio Wellness is taking bold steps to offer franchise opportunities specifically designed to help women, minorities, and disabled veterans break into the cannabis business—helping others navigate regulatory and financial barriers by supporting their capital needs and providing operational guidance.

🎙️Subscribe to Wings and get the full Show Notes at https://bit.ly/Wings954

More about Wendy at Curio Wellness

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 Benefits Pro in 2024. She has also been named the Most Innovative Healthcare Consultant in the United States for 2024. Chelsea is the co-host of the Ethos Effect Podcast with her husband Donovan and producer of the documentary "It's Not Personal, It's Just Healthcare."

🔑Key Takeaways🔑

💰 📈 Misaligned Incentives Are Driving Up Costs: Traditional brokers work on commission, meaning they earn more when your company pays more. Always ask your vendors, brokers, and consultants, "How are you paid? What incentives shape your advice?"

💡🛑 Transparency Is Possible—But Not From the Big Players: Most major carriers bundle all aspects of the health plan in a "closed box," preventing employers from seeing claim-level data or understanding actual costs. By unbundling and using fee-based advisors, employers can regain control and thoroughly understand where their dollars are going.

🚀 🤝 Employers Have More Power Than They Think: 60-65% of Americans get insurance through work, yet most companies don't realize they can drive change. Simple steps like questioning your broker's incentives and exploring open-box plan options can lead to substantial savings and better employee care.

✨🛠️Smaller groups can save, too: Even with as few as 10 employees, innovative options exist—Chelsea shared a client success who saved $110,000 with just 22 workers.

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More about Chelsea at Ethos Benefits

https://ethosbenefits.com/

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 helping other moms in business build profitable brands without sacrificing their families, values, or sanity.

🔑Key Takeaways🔑

🔥✨Dare to Be Different: When everyone zigged, Kate zagged, rethinking the beauty playbook. She said no to Amazon, no to advertising, and no to paid influencer marketing, and instead let truly delighted customers become the voice of her growing 7-figure brand.

💡 🚀 Product Over Hype: Tired of the "plastic-free at all costs, performance be damned" narrative and marketing tactics that overwhelmed consumers, Kate obsessed over making a product so good it always "overdelivered," turning skeptics into passionate advocates—her return rate is just 0.006%!

🌱 💰 Sustainable Growth, Real Impact: Learn how slow, meaningful and sustainable growth can mean bigger profits, and how to make sustainability profitable: Kate hires locally, gives back to causes, and fosters a business culture that truly respects employees and customers.

👩‍🔬❤️ Mompreneur Mindset: How to balance motherhood with mission-driven entrepreneurship without burning out.

🎙️Subscribe to Wings and get the full Show Notes at https://bit.ly/Wings952

More about Kate at Dip Already

www.dipalready.com

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 business as its own entity—almost like a child with unique needs, energy, and purpose beyond your own. When you recognize and honor that, you unlock new ways to co-create success.

🌙 💡 Tune In and Listen: Why the magic often happens when you slow down, get grounded, and create quiet space. By intentionally listening (whether through intuition, journaling, or mindfulness), you receive guidance on what your business truly wants to become—and how you can help it thrive.

🚀 📈 Alignment Leads to Growth: When you and your business are in sync, clients, opportunities, and abundance flow naturally. Lauren's real-world examples prove that when you embrace this energetic partnership, everything from your messaging to your customer base can shift in amazing ways.

🎙️Subscribe to Wings and get the full Show Notes at https://bit.ly/wings-951

More about Lauren at Wild Wisdom Coach

www.wildwisdomcoach.com

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 to reduce your tax burden—from write-offs you never knew existed to paying your children, plus the story of "Chesty Love" and how she succeeded writing off a breast augmentation. Plus, how to audit-proof your business from the get-go.

💪 🚀 From Whistleblower to Wealth Coach: How to turn pain into purpose, and what inspired Sherry to walk away from the IRS and create a mission-driven business dedicated to helping others escape financial traps.

👩‍🔬 🌱 How Women Entrepreneurs Can Build Legacy Wealth Without Overworking or Overspending: Why women need a new financial playbook—and how they can grow wealth without burnout, reclaiming work-life balance. Learn Sherry's KPG System to Keep, Protect, and Grow income and wealth.

🔥✨ Escaping the Rat Race: The 3 most important moves you can make this year to start building financial freedom and generational wealth, even if you're drowning in taxes, debt or limited income.

💼 🤝 Lawsuit Protection and Legal Risk: The U.S. business environment is litigious, so learn how to structure your business to protect personal assets, how to use family limited partnerships and trusts as protective tools, plus examples of complex corporate structures by wealthy individuals. Also, the inside skinny on how to protect yourself from challenging employment laws.

⚡📚 Your Business Structure Matters: The way you set up your business can make or break your risk exposure. Sherry shares that corporations often provide better protection for your personal assets than LLCs, especially in a litigious environment like the U.S.

🌍💡 Prepare for Uncertainty—Diversify & Protect: The importance of 'structuring your business—and personal finances—to weather economic and political storms, plus why now is the time to invest in hard assets (real estate, gold, silver, even global property) and always having a 'Plan B' in case of major market shifts.

🎙️Subscribe to Wings and get the full Show Notes at https://bit.ly/wings-950

More about Sherry at Sherry Peel Jackson https://sherrypeeljackson.com/

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 continue a life full of exploration, problem-solving, and imagination.

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 to 100. She's also a partner in Limitless Franchise Growth, a franchise sales organization (FSO).

🔑Key Takeaways🔑

✨🤝 Why Community Matters in Franchising: Franchising can be isolating for women—whether you're a franchisee, franchisor, or vendor. While other industries offer executive women robust networks, franchising often leaves women searching for peers who truly understand the unique challenges of this "not-quite-corporate, not-quite-entrepreneurship" field.

💡🚀 Franchising: Is It For You? Whether you're dreaming of scaling your own brand or exploring business ownership through franchising, learn what it really takes to turn a business into a franchise, how to avoid common mistakes, leverage must-have systems for success, plus how to find—and vet—the right franchise for you.

💼 ⚡Roadmap for Aspiring Franchisees & Owners: Why profitability and repeatability are king when thinking about franchising your business. Plus, systems, documented processes, and team support are musts if you want to scale and support franchisees successfully. And if you're looking to buy a franchise? Seek a reputable franchise consultant to find the right fit for your goals and lifestyle.

🧠✨ The Mindset Shift: Why abundance, not scarcity, powers women's success—and how Females in Franchising is setting a culture where women "don't compete, we complete each other."

👩‍🔬 📈 Females in Franchising: Learn all about Brittany's new community platform (now with a waitlist!)—designed to foster authentic connections, mentorship, collaboration, and resource-sharing just for women in franchising. Think: in-depth peer groups, a community-driven job board, and expert-led "mentorship minutes" calls.

🎙️Subscribe to Wings and get the full Show Notes at https://bit.ly/wings-948

More about Brittney at Limitless Franchise Growth

Christine Fruehwirth is the CEO and Founder of FlexCareers Consulting, and with more than 20 years of career counseling and life coaching experience, she helps college grads land jobs and stay-at-home parents return to the workplace. She's a passionate advocate for technology, and helps students and "re-launchers" alike hone their skills for the new "AI Age", including creative problem solving and entrepreneurial skills. A former career consultant and instructor of a Career Management Strategy course at George Washington University, and most recently Georgetown University, developed an expertise in helping undergraduates of all majors recruit for and successfully obtain internships and full-time positions in the financial services industry, where she previously spent a decade focused on consumer and later investment banking at America, Capital One, Wells Fargo, and Lending Tree. Christine is also the author of Surviving Life's Storms and Thriving in the Aftermath.

🔑Key Takeaways🔑

🚀 📈 Find Your Inner Entrepreneur: Why it's necessary in the new "Age of AI" to develop problem-solving skills (not just being a "problem identifier"), build a personal brand that reflects your values, interests, and skills, and develop networking strategies and interview skills.

🤖💡Boost Your AI Proficiency: Everyone's talking about the jobs AI will eliminate, but at the same time, every company needs people who are proficient in AI, from prompts to tools to creating AI systems. Now is the time to take some AI courses.

💼 👥 Rebuild Your Network if You're a Re-Launcher: For women returning to work after having a child or any other prolonged absence, its vital to make LinkedIn your best friend to connect and reconnect, build an entrepreneurial "flexible work" strategy and professionalize any volunteer or board work as you update your technical skills.

✨💪Adaptability & Mindset Are Everything: Whether you're starting your career or returning after a break, being adaptable, continuously learning, and shifting your mindset from "problem identifier" to "problem solver" is essential to growth and opportunity.

🛠️👩‍🔬 Technical & Relationship Skills Go Hand-in-Hand: Staying current with technology (especially AI tools) is critical, but so is strengthening your networking and relationship-building skills. Businesses are built on trust, collaboration, and personal connection—qualities that never go out of style.

🤝 🌱 There's No One "Right" Path: Whether through entrepreneurship, upskilling, or redefining your career path entirely, building a fulfilling professional life today means being open to unconventional journeys. Colleges may not be fully prepared for this shift—so it's up to everyone to create and seize your own opportunities.

🎙️Subscribe to Wings and get the full Show Notes at https://bit.ly/wings-947

More about Christine at FlexCareers Consulting