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.
Episodes
118: Is the Disney Dining Plan Worth it in 2026??
117: Behind the Magic with Kellie Krueger from We Don't Wear Ears
116: Disney World Do’s and Don’ts: What Actually Makes or Breaks Your Trip
115: Behind the Magic with Guest Creator Matt Richardson
114: Disney World 2026: What to Expect, What’s New, Closures, and Planning Changes
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!