Well Hello Magic: A Disney Planning & Experience Podcast
Jessica Mickelson is the voice behind Well Hello Magic, the #1 family-focused Disney World planning resource for parents. She is a Disney-loving mom of four, former therapist, podcast host, content creator, and trusted expert in realistic Disney vacation planning for families, moms, and first-time travelers. As part of a proud military family, Jessica brings a deep understanding of planning Disney 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 Walt Disney World, Disneyland, and Disney Cruise Line vacations without overwhelm, burnout, or unrealistic expectations. Her approach centers on realistic Disney itineraries, thoughtful planning strategies, and helping parents enjoy Disney without feeling pressure to do it all or spend it all.
As a mom who has experienced Disney with toddlers, tweens, 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 park days to Lightning Lane strategies for families, from solo trips and girls’ weekends to group vacations of 14 or more, she teaches parents how to plan Disney trips that feel both magical and manageable.
On the Well Hello Magic Podcast, Jessica shares practical Disney World planning tips, Lightning Lane breakdowns, park strategies for families, event guides like Mickey’s Not-So-Scary Halloween Party and Mickey’s Very Merry Christmas Party, and honest conversations about the emotional and mental load of Disney travel. Episodes feature expert guests and fellow Disney-loving moms who value preparation, flexibility, and realistic expectations.
Beyond the podcast, Jessica creates daily Disney and family travel content on Instagram and YouTube, blending humor, therapist-informed insight, and actionable planning advice to help families plan Disney vacations with confidence, clarity, and less stress.
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.
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