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.
Episodes
113: Behind the Magic - Guest Creator Brittany from Travels by Brittanyb
112: Fort Wilderness Tips, Jollywood Nights with Kids, and Why We Love Disney’s Hilton Head Island Resort
111: Behind the Magic with Guest Creator Melissa from Happy Haunts Plan Magic
110: Behind the Magic – Guest Creator Shakira from Occasions by Shakira
109: Mickey’s Very Merry Christmas Party, Jollywood Nights, and Tips for Surviving the Holidays at Home
108: Behind the Magic – Guest Creator Brianna from Expedition Watson
107: Mickey's Not So Scary Halloween Party Trip Report
106: Behind the Magic – Guest Creator Amanda from Once Upon A Marathon
105: Best Places to Work at Walt Disney World + Last-Minute Halloween Tips
104: Behind the Magic – Guest Creator Paula from Practically Perfect Family: Laughter, Magic & Resilience
103: The Ultimate Guide to Every Disney Character Dining Experience at Walt Disney World
102: How Disney Shaped Our Family Legacy: Guest Podcaster My Sister Nicolette
101: Planning a Disney Vacation during the Winter Holiday: How to Create Holiday Magic Without the Overwhelm
100: What’s Next for Well Hello Magic? Disney Podcast 100th Episode Celebration
099:The Biggest Disney Planning Mistakes Families Make and How to Do It Right
098: The Best Disney Resort for Your Vacation + A Complete Rundown of Every Resort
097: What’s Coming to Disney: Destinations 23, Hollywood Studios Updates & More
096: Lead Planner Life & Summer Disney Trip Catch-Up
095: Everything You Need to Know About Mickey’s Not-So-Scary Halloween Party 2025
094: How We Conquered the Four Park Challenge at Walt Disney World — With Kids, Grandparents, and Zero Regrets!
093: How to Plan a Last-Minute Disney World Trip in Just 10 Days (Yes, It’s Still Magical!)
092: Surviving Cool Kid Summer at Disney: How Our Family Does Summer at Walt Disney World Without the Meltdowns
091: How to Plan Your Perfect Day at Magic Kingdom for 2025 - 2026
090: The Top 10 Disney Don’ts: What I Never Do at Walt Disney World (and You Shouldn’t Either)
089: Why I Canceled Our Disney Trip, 2026 Disney Deals & Halloween Hype