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
102: How Disney Shaped Our Family Legacy: Guest Podcaster My Sister Nicolette
This week’s episode is extra special because my sister, Nicolette, joins me for a heartfelt conversation about our family’s multigenerational love for Walt Disney World. We grew up as true “Disney kids,” with parents who made magical memories a family tradition — and that legacy still shapes who we are today.
Together, we reminisce about our earliest park trips, the ways Disney has influenced our values, and how those experiences have carried into our adult lives. Nicolette shares her unique perspective as a woman in business, the ways she supports other women entrepreneurs, and what she hopes for her own family’s future Disney trips.
We also talk about how we grew up in the same Disney-loving family but took different paths — why I became a self-proclaimed Disney adult, and why she didn’t. From park memories to legacy conversations, this episode blends nostalgia, family stories, and practical tips for creating magical trips of your own.
Whether you’re planning your first visit or continuing a family tradition, this episode will make you laugh, reflect, and maybe even inspire your next Disney adventure.
Hey Welcome to Well Hello Magic!
Well Hell Magic Website
Instagram
YouTube
Pinterest
Amazon Shop
LTK Shop
Ready to Plan your Disney Vacation?