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PODCAST

Well Hello Magic: A Disney Planning & Experience Podcast

Jessica Mickelson

Jessica Mickelson is the voice behind Well Hello Magic, a top family-focused Disney World planning podcast and trusted resource for parents. She is a Disney-loving mom of four, former therapist, military spouse, content creator, and expert in realistic Walt Disney World vacation planning for families, moms, and first-time Disney travelers.A lifelong Disney fan raised on Main Street magic and Mickey-shaped memories, Jessica helps families confidently plan Walt Disney World, Disneyland, and Disney

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All Episodes

34:32

127: Taking a Baby to Disney World for the First...

Well Hello Magic: A Disney Planning & Experience Podcast ·

2026/04/14

Send us Fan Mail Taking a baby to Walt Disney World for the first time is a completely different experience, especially if you are someone who has always known the parks inside and out. In this episode, we are talking about what it really looks like to bring a newborn or infant to Disney World and how much your trip changes when you become a parent. This is not your typical Disney World with a baby tips episode. This is the honest conversation about postpartum life, motherhood, and what it fe...

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48:32

126: Everything You Need to Know About Disney’s Value...

Well Hello Magic: A Disney Planning & Experience Podcast ·

2026/04/08

Send us Fan Mail If you are planning a Walt Disney World vacation and trying to decide which Disney value resort is best, this episode breaks down everything you need to know about Disney’s value resorts, including price, transportation, room types, and which resort is right for your family. We are covering all five Disney value resorts: Disney's All-Star Sports Resort, Disney's All-Star Music Resort, Disney's All-Star Movies Resort, Disney's Pop Century Resort, and Disney's Art of Animation ...

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36:15

125: Walt Disney World Solo Trip Recap: 3 Days, 3...

Well Hello Magic: A Disney Planning & Experience Podcast ·

2026/03/25

Send us Fan Mail I just got back from a whirlwind three-day solo trip to Walt Disney World, and this episode is a full, honest recap of everything I experienced. This trip was quick, but it was packed in the best way, and I’m walking you through it all from start to finish so you can see what a short solo Disney trip really looks like. I share how this trip came together, from saying yes to a last-minute invite to navigating travel as a solo mom. I also talk about my experience flying out of ...

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112:41

124: The Disney CEO Race: How Josh D’Amaro Won...

Well Hello Magic: A Disney Planning & Experience Podcast ·

2026/03/17

Send a text Disney has a new CEO, and if you’ve been following the leadership shifts at The Walt Disney Company over the past few years, you know this moment has been a long time coming. In this episode of the Well Hello Magic Podcast, I’m joined by Amanda from Once Upon a Marathon, one of my favorite creators when it comes to breaking down the business side of Disney. Amanda is known for her thoughtful deep dives into how Disney actually operates behind the scenes, and in this conversation w...

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29:16

123: Preparing for Our First Disney Cruise as a...

Well Hello Magic: A Disney Planning & Experience Podcast ·

2026/03/10

Send a text In this episode, I’m sharing exactly how my family is preparing for our upcoming Disney Cruise on the Disney Dream and all the things we’ve booked, purchased, and planned to make this trip as smooth as possible. If you’re planning your first Disney Cruise with kids, this episode gives you a real behind-the-scenes look at how one family is organizing everything before we step on the ship. I start by walking through the special extras and experiences we booked for this sailing. My g...

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37:16

122: Disney Cruise Line for First Timers: Ships,...

Well Hello Magic: A Disney Planning & Experience Podcast ·

2026/03/09

Send a text Thinking about booking your first Disney Cruise Line vacation but not sure where to start? In this episode, I’m breaking down everything I’ve learned so far about Disney cruising for beginners as someone who still considers herself a learning cruiser. After sailing on the Disney Wish, preparing to sail on the Disney Dream, and already having the Disney Destiny booked for the future, I’ve realized that a Disney cruise is a completely different type of Disney vacation. It still has ...

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57:27

121: Behind the Magic with Camille Dashana from...

Well Hello Magic: A Disney Planning & Experience Podcast ·

2026/02/24

Send a text Camille is my dear friend, and in this episode of Behind the Magic, you are getting the full Disneyland girl experience. Camille is an entrepreneur, writer, Southern California native, mom of five, and married to her wonderful husband Jeff. She is also our cruise buddy. We sailed on the Disney Wish together and already have the Disney Destiny on the calendar next year. Disney is not just something she visits. It is woven into her life story, her marriage, her motherhood, and even ...

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46:52

120: Disney World Lightning Lane 2026: Pre-Booking...

Well Hello Magic: A Disney Planning & Experience Podcast ·

2026/02/17

Send a text f you’re planning a Walt Disney World vacation in 2026 and feeling overwhelmed by Lightning Lane pre-booking, this episode is for you. Lightning Lane is not random. Sell-outs are not random. Mini drops are not random. And standby wait times are definitely not random. In this episode, I break down Disney World Lightning Lane strategy using real data — including pre-booking rules, Multi Pass vs. Single Pass differences, and what actually sells out first in each park. We go park by p...

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42:06

119: The Magic of Friendship: A Galentine’s...

Well Hello Magic: A Disney Planning & Experience Podcast ·

2026/02/10

Send a text Friendship can look a lot like magic and in this special Galentine’s Day episode, we’re celebrating the kind of connections that feel like home. This week on Well Hello Magic, Jessica is joined by three women who have become far more than fellow Disney creators: Corina from The Magical Latina, Meg from Meg For It, and Lauren from Lauren Dreams of Magic. What started nearly two and a half years ago on a hosted Disney trip grew into real friendship, mutual support, and a sisterhood ...

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29:14

118: Is the Disney Dining Plan Worth it in 2026??

Well Hello Magic: A Disney Planning & Experience Podcast ·

2026/02/03

Send us a text Is the Disney Dining Plan worth it in 2026? Should your family add the Disney Dining Plan or pay out of pocket? How does the Disney Dining Plan actually work, and who is it really for? In this episode, we break down everything you need to know about the Disney Dining Plan at Walt Disney World so you can decide if it makes sense for your family’s vacation. We start by explaining how the Disney Dining Plan works, including how dining credits are calculated, how meals are redeemed...

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70:41

117: Behind the Magic with Kellie Krueger from We...

Well Hello Magic: A Disney Planning & Experience Podcast ·

2026/01/27

Send us a text Disneyland hits differently when you experience it like a local, and in this episode of Behind the Magic, we’re unpacking exactly why. I’m joined by Kellie Krueger, a Disneyland pass holder of over 20 years and the creator behind We Don’t Wear Ears. Kellie brings a perspective that only comes from decades of regular park visits, raising a family alongside Disneyland, and learning how to enjoy the parks without turning every visit into a checklist. In this conversation, we talk ...

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53:12

116: Disney World Do’s and Don’ts: What Actually...

Well Hello Magic: A Disney Planning & Experience Podcast ·

2026/01/21

Send us a text Planning a Walt Disney World vacation can feel magical… until it doesn’t. Between budgeting, park planning, Lightning Lane decisions, dining reservations, heat, crowds, and kids with very real limits, it’s easy for a Disney trip to miss the mark—especially for families. In this episode, I’m breaking down the real Disney World do’s and don’ts I actually follow as a mom of four and someone who plans Disney trips regularly. This isn’t about doing Disney perfectly or squeezing ever...

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61:39

115: Behind the Magic with Guest Creator Matt Richardson

Well Hello Magic: A Disney Planning & Experience Podcast ·

2026/01/13

Send us a text In this episode of Behind the Magic, Jessica sits down with Disney Parks content creator Matt Richardson for a conversation that goes far beyond a typical Disney vacation story. Matt shares how his career in tech has taken him around the world, teaching and working with teams on how to integrate technology into everyday life. Those global work opportunities have also opened the door for him to experience Disney parks internationally, allowing Disney to become a natural extensio...

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27:51

114: Disney World 2026: What to Expect, What’s New,...

Well Hello Magic: A Disney Planning & Experience Podcast ·

2026/01/09

Send us a text Planning a Walt Disney World vacation in 2026 and wondering what’s new, what’s changing, and what you need to know before you book? This episode is your complete Disney World 2026 planning guide, breaking down everything coming to Disney World in 2026, park by park, so you can plan with confidence. In this episode, we cover what to expect at Magic Kingdom, EPCOT, Hollywood Studios, and Animal Kingdom in 2026, including ride reopenings, closures, new entertainment, character exp...

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74:30

113: Behind the Magic - Guest Creator Brittany from...

Well Hello Magic: A Disney Planning & Experience Podcast ·

2025/12/16

Send us a text Today’s episode is extra special because we’re welcoming back one of the original Well Hello Disney family members—Brittany B! If you’ve been here since the early days (we’re talking 2022, under 1,000 followers), then you might remember when Brittany was planning her very first Walt Disney World trip with her two young kids. What started as a mom planning her first Disney vacation has turned into something truly magical. Fast forward three years, and Brittany has gone from firs...

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35:28

112: Fort Wilderness Tips, Jollywood Nights with...

Well Hello Magic: A Disney Planning & Experience Podcast ·

2025/12/05

Send us a text This week on The Well Hello Magic Podcast, we’re taking you on a full Disney journey that spans Fort Wilderness Resort & Campground at Walt Disney World, the Jollywood Nights holiday party at Hollywood Studios, and the peaceful, relaxing escape of Disney’s Hilton Head Island Resort. If you’ve been searching for real reviews, tips, and honest experiences on Fort Wilderness campsites, Disney RV camping, DVC beach resorts, or what Jollywood Nights is like for families, this ep...

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53:08

111: Behind the Magic with Guest Creator Melissa from...

Well Hello Magic: A Disney Planning & Experience Podcast ·

2025/11/26

Send us a text Melissa from Happy Haunts Plan Magic on Instagram is joining me today, and you are going to love this conversation. She is the owner of Foolish Mortal Planning Co. and a travel expert who has helped hundreds of families plan intentional and magical Disney vacations. Recently, she had the incredible opportunity to be one of the very first people in the world to step onto the Disney Destiny. Through her partnership with the travel agency A Mouse in the Beach, she was invited on t...

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48:00

109: Mickey’s Very Merry Christmas Party, Jollywood...

Well Hello Magic: A Disney Planning & Experience Podcast ·

2025/11/11

Send us a text The holidays have officially arrived at Walt Disney World, and we’re talking about all things Mickey’s Very Merry Christmas Party and Disney Jollywood Nights in this festive episode of the Well Hello Magic Podcast. If you’ve ever wondered which of these two holiday parties is right for your family, I’m breaking it all down with honest insights, practical planning advice, and real parent perspective. We’ll start with Mickey’s Very Merry Christmas Party at Magic Kingdom, the cl...

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55:27

110: Behind the Magic – Guest Creator Shakira from...

Well Hello Magic: A Disney Planning & Experience Podcast ·

2025/11/11

Send us a text In this episode of Behind the Magic, we’re thrilled to welcome Shakira Patterson of Occasions by Shakira, a family-first creator who turns the everyday into something extraordinary. Shakira opens up about life as a military spouse, raising four children, and building a brand centered on intentional memory-making. She shares how she started her career, the unexpected path it took, and how she developed her product line (including The Occasions Bin®) to serve families looking to ...

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59:38

108: Podcast Guest Creator: Brianna from Expedition...

Well Hello Magic: A Disney Planning & Experience Podcast ·

2025/11/07

Send us a text I’m thrilled to welcome Brianna Watson of Expedition Watson to the podcast! Brianna is a dedicated mom blogger, lifestyle and travel creator based in Orlando, where she shares her family’s real-life adventures through motherhood, Disney, travel, and everyday magic. Her brand is all about keeping it real and inviting families to find joy in the beautiful chaos of life. Brianna has built an incredible platform filled with warmth, authenticity, and creativity. Over the years, she’...

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121 results

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