Well Hello Magic: A Disney Planning & Experience Podcast
ABOUT JESSICA | Well Hello Magic
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.
She is also the host of the Well Hello Magic Podcast, where 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, Jessica is your pixie-dusted big sister who’s not afraid to say:
“Bibbidi Bobbidi back the F up—I’ve got a plan.”
Well Hello Magic: A Disney Planning & Experience Podcast
070: The Beauty of Turning 40: Embracing Life's Wisdom and a Disney Adventure
In this episode, we celebrate the milestone of turning 40, exploring how growing older is a beautiful journey filled with wisdom, clarity, and newfound boundaries. At 40, you realize that you don't need to have all the answers; instead, you embrace the freedom of knowing what truly matters. We'll also dive into the exciting process of planning a Disney trip with 14 of my closest friends—an adventure that's worlds apart from a family trip. From coordinating bunking arrangements to handling the group finances, this trip is all about fun, friendship, and the unique dynamics of traveling with your chosen family. Join us as we discuss the joy of aging gracefully and the thrill of planning an epic adventure with friends!
Key Topics:
- Reflecting on the wisdom that comes with turning 40.
- Understanding the power of setting clear boundaries.
- The freedom that comes with knowing you don't have to know it all.
- The unique challenges and joys of planning a Disney trip with 14 best friends.
- Tips for organizing group travel, including managing finances and logistics.
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