Well Hello Magic: A Disney Planning & Experience Podcast
Jessica Mickelson is the voice behind Well Hello Magic, a Disney-loving mom of four, former therapist, podcast host, content creator, and trusted expert in Disney vacation planning for families, moms, and first-time travelers. She is also part of a proud military family, bringing an added layer of understanding to planning trips around real-life schedules, budgets, and seasons of change.
A lifelong Disney fan raised on Main Street magic and Mickey-shaped memories, Jessica helps families confidently plan trips to Walt Disney World, Disneyland, and Disney Cruise Line without overwhelm, burnout, or blowing the budget. Her approach to Disney trip planning focuses on realistic expectations, thoughtful strategies, and creating meaningful experiences that work for real families.
As a mom who has done Disney with toddlers, teens, grandparents, large groups, and multigenerational families, Jessica shares real-world Disney planning advice rooted in emotional insight and hands-on experience. From stroller-friendly itineraries to thrill-ride strategies, from solo trips to girls’ weekends and group vacations of 14 or more, she gives listeners the tools to plan Disney vacations that feel magical and manageable.
On the Well Hello Magic podcast, Jessica shares Disney vacation tips, park planning strategies, Lightning Lane guidance, event guides like Mickey’s Not-So-Scary Halloween Party and Mickey’s Very Merry Christmas Party, and honest reflections on the emotional side of Disney travel. Episodes feature expert guests and fellow Disney-loving moms who understand the balance between preparation, flexibility, and enjoying the moment.
Beyond the podcast, Jessica creates daily Disney and family travel content on Instagram and YouTube, blending humor, helpful hacks, and heartfelt storytelling into practical videos for Disney travelers at every stage of life.
Well Hello Magic: A Disney Planning & Experience Podcast
110: Behind the Magic – Guest Creator Shakira from Occasions by Shakira
In this episode of Behind the Magic, we’re thrilled to welcome Shakira Patterson of Occasions by Shakira, a family-first creator who turns the everyday into something extraordinary. Shakira opens up about life as a military spouse, raising four children, and building a brand centered on intentional memory-making. She shares how she started her career, the unexpected path it took, and how she developed her product line (including The Occasions Bin®) to serve families looking to celebrate the moments that matter.
We talk about how Occasions by Shakira truly came to life and how she became the mom who gives the rest of us endless ideas — thoughtful teacher gifts, creative touches for holidays, practical lunch ideas that go beyond sandwiches, and little moments of magic that feel doable in real life. She shares why she loves helping families celebrate with intention and how The Occasions Bin became such a natural extension of that mission. Everything she does feels grounded in heart and practicality, and it’s clear how much care she puts into creating things that make parents’ lives easier and more joyful.
Shakira also walks through the early days of her brand, what inspired her to start sharing her ideas publicly, and the real behind-the-scenes of balancing motherhood, content creation, and the constant changes that come with military life. Her honesty about juggling all of it makes this conversation so comforting and relatable.
And of course we talk about Disney. Our shared love for the parks, the nostalgia, the memories we’re creating with our kids, and the way Disney inspires our creativity brought out such a fun and natural flow in this episode. We kept finding these little common threads in how we see motherhood, family traditions, content creation, and finding joy in the middle of a busy life.
This conversation feels warm, real, and full of heart. If you’re someone who loves thoughtful ideas, intentional memory-making, and hearing the story behind a brand that brings so much joy to families, you’re going to love this episode with Shakira Patterson.
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