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 your go-to expert for planning joyful, stress-free Disney vacations.
A lifelong Disney fan raised on Main Street magic and Mickey-shaped memories, Jessica now helps families, moms, and first-time travelers confidently plan trips to Walt Disney World, Disneyland, Disney Cruise Line, and beyond without losing their minds (or their budget).
As a mom who’s done it all from toddler meltdowns to teens chasing thrill rides, from multigenerational trips to magical girls' weekends. Jessica offers real-world advice rooted in emotional insight, practical planning, and a deep love of Disney storytelling. Whether you're traveling solo, with a stroller brigade, or booking for a party of 14, Jessica gives you the tools to make it magical your way.
On the Podcast she shares Disney vacation tips, park planning strategies, event guides (like Mickey’s Not-So-Scary Halloween Party), and emotional reflections from inside the parks alongside expert guests and fellow moms who love magic as much as she does.
In addition to blogging and podcasting, Jessica creates daily content on Instagram and YouTube, where she blends humor, hacks, and heartfelt moments into helpful videos and reels for Disney travelers of all kinds.
When she’s not answering DMs about Lighting Lane or testing out stroller nap strategies, you’ll find her:
- Baking Disney-themed sugar cookies for her brand Well Hello Cookie
- Running her sign rental business Sign Gypsies Lehigh Valley
- Writing her debut YA novel series, Foreign Parents Syndrome
- Planning her annual Disney mom retreat, The Enchanted Escape
With thousands of families already turning to her for first-time Disney planning help, budget-friendly vacation strategies, and military Disney discounts
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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