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
- Update frequency
- every 9 days
- Average duration
- 31 minutes
- Episodes
- 99
- Years Active
- 2022 - 2025
098: The Best Disney Resort for Your Vacation + A Complete Rundown of Every Resort
Planning a Walt Disney World vacation and not sure which resort is right for your family? In this episode, I give you a complete rundown of every single Disney resort, including the loc…
097: What’s Coming to Disney: Destinations 23, Hollywood Studios Updates & More
On today’s episode of the Well Hello Magic podcast, we’re breaking down some of the biggest updates in the world of Disney. First up, we’re diving into Destinations 23, Disney’s fan-fav…
096: Lead Planner Life & Summer Disney Trip Catch-Up
this episode, we’re diving headfirst into the world of Disney trip planning — specifically, what it’s really like being the lead planner. You know…the person in charge of flights, G+ s…
095: Everything You Need to Know About Mickey’s Not-So-Scary Halloween Party 2025
In this jam-packed episode of the Well Hello Magic Podcast, Jessica takes you through everything you need to know about Mickey’s Not-So-Scary Halloween Party for 2025.
From dates and pr…
094: How We Conquered the Four Park Challenge at Walt Disney World — With Kids, Grandparents, and Zero Regrets!
Ever wondered if you could visit all four Walt Disney World theme parks in one day with kids, teens, and grandparents in tow? In this episode of Well Hello Magic: The Podcast, I’m walk…
094: How We Conquered the Four Park Challenge at Walt Disney World — With Kids, Grandparents, and Zero Regrets!
Ever wondered if you could visit all four Walt Disney World theme parks in one day with kids, teens, and grandparents in tow? In this episode of Well Hello Magic: The Podcast, I’m walk…
093: How to Plan a Last-Minute Disney World Trip in Just 10 Days (Yes, It’s Still Magical!)
Have you ever decided to plan a last-minute trip to Walt Disney World and felt completely overwhelmed? In this episode, I’m sharing exactly how I’m planning our own family Disney vacati…
092: Surviving Cool Kid Summer at Disney: How Our Family Does Summer at Walt Disney World Without the Meltdowns
Planning a summer trip to Walt Disney World? Wondering how families survive the Florida heat, long park days, and sticky strollers without losing the magic? In this episode of Well Hell…
091: How to Plan Your Perfect Day at Magic Kingdom for 2025 - 2026
Planning a day at Magic Kingdom doesn’t have to feel like a marathon—or a meltdown waiting to happen. In this episode, I’m sharing a full walkthrough of how to plan a realistic Disney d…
090: The Top 10 Disney Don’ts: What I Never Do at Walt Disney World (and You Shouldn’t Either)
Planning a Disney vacation can feel like navigating a whole new world—especially if you're heading to Walt Disney World with kids or tackling your first family trip to the parks. In thi…
089: Why I Canceled Our Disney Trip, 2026 Disney Deals & Halloween Hype
In today’s episode, we’re covering a lot—from real talk on canceling a Disney trip to exciting news about 2026 vacation packages. First, I’m sharing why I made the tough call to cancel …
088: Planning Summer at Walt Disney World
We’re heading to Walt Disney World this summer for 10 full days of magic — and what started as just our family’s adventure has now turned into a full-on family reunion! Midway through t…
087: Resort Only Stay at Walt Disney World
In this episode, I’m taking you on a special journey through our upcoming resort-only stay at Walt Disney World, where we’re skipping the theme parks and embracing the magic of the reso…
086: Survive and Thrive: Disney World Tips for Navigating Peak Spring Break Crowds
Spring break at Walt Disney World can be an exciting but challenging time to visit, with peak crowds, longer wait times, and high energy all around. In this episode, we're sharing essen…
085: Disney vs. Epic Universe: Can Universal Studios Finally Compete?
In this episode of Well Hello Magic, we’re taking a deep dive into one of the biggest game-changers in Orlando theme parks—Universal’s Epic Universe. This brand-new park is set to resha…
084: Our Epic 4-Day Disney Trip with Kris from Happily Ever Park Hoppers
Get ready for a magical episode as I welcome my friend Kris from Happily Ever Park Hoppers to the podcast! We’re both Disney moms—I have four kids, and she has two teenagers—so this tri…
083: How to Plan Your Disney Day
Welcome to an episode of Well Hello Magic where we’re redefining the ultimate Disney day! In this episode, we explore the “Realistic Disney Day” method—a strategy that involves picking …
082: How to Use Standby Skipper in 2025
Welcome back, everyone! In this updated 2025 guide, I'm here to teach you how to use StandbySkipper to master your Walt Disney World experience. This podcast is your ultimate resource f…
081: Trip Recap and Overview of Festival of the Arts, Dolphin Resort, Hollywood Studios and The Super Bowl Parade
On this episode of the Well Hello Magic podcast, I talk about my content trip with Disney bestie Kris from @happilyeverparkhoppers for a full trip recap filled with all the magic, fun, …
080: Disney Destination Overview
Welcome to the ultimate Disney destination podcast, where we take you on a magical journey to all your favorite Disney locations around the globe! Whether you're a Disney superfan or so…