top of page

Meet Our Magical Team

Jill Ashe

Travel Agent


It all started with a mouse… Jill’s first love was Mickey Mouse and the infatuation has only grown over the years. Along with her husband, she has raised a Disney family! They have traveled to Disney World almost ever year, sometimes multiple times a year, have surprised their kids with a trip to Disneyland and in recent years have discovered the fun at sea with Disney Cruise Line. The magic of Disney is undeniable and she loves to help others experience it!
Email Jill at

Iona Dupill

Travel Agent


Iona was born and raised in North Central Massachusetts. After raising 5 children and weathering the brutal winters, she knew she would eventually move to Florida where her parents were already snowbirds. Iona and her husband saved their tax refunds so they could vacation at Disney with their 5 children. The first trip was a 21 hour drive with all the kids in a van for a 10-day stay at the All Star Sports resort, complete with length-of-stay park passes and a dining package. That’s where her Disney obsession started. After retiring early from a government job, she and her husband moved to Lakeland, Florida, with the main objective of being close to Disney. They immediately became Annual Passholders and DVC members so they could visit Disney often. Her son proposed to his wife in the Rose Garden (which is no longer there), and her daughter was proposed to along side her favorite character, Eeyore, during breakfast at the Crystal Palace. She was married at The Boardwalk in a Disney Fairytale Wedding and honeymooned at The Animal Kingdom Lodge. To say they are a Disney family is an understatement. When the opportunity presented itself to become a Travel Agent, it was a natural choice to team up with an authorized Disney Travel Agency. Iona says, “I can’t wait to share travel advice and tips to help you with your next vacation, whether it’s at Disney World in Florida or across the world at Tokyo Disneyland, Disneyland Paris or any of the many Disney Resorts.”
Email Iona at

Kim Hartleb

Travel Agent


Growing up in Daytona Beach during her high school years, it was always just a quick drive for Kim to see her favorite character, Donald Duck! Weekend jaunts to Disney World were a "no-brainer". Every chance she had, she was hanging out with Mickey and Friends. The adventures were endless. As Mickey would say, "Laughter is timeless, imagination has no age, and dreams are forever!" Kim lives by that! She will never be too old to live this quote.
Along with her husband and two children, she has created a Disney family. No matter what their day has in store, "a little bit of magic" is all they need. The magic of Disney is undeniable! 
As a first grade teacher, Kim instills the love of Disney in her classroom. Mickey and Friends and Toy Story are all around! "Mrs. Hartleb" even drives around in a Disney Jeep decked out in Mickey and Friends! And of course, she included one of her favorite quotes, "to double infinity and beyond."

She can't wait to help you with your adventures!
Email Kim at

Stephanie Milldrum

Travel Agent


Born and raised on the West Coast where she grew up camping, hiking and traveling throughout every National Park with Tahoe and Yosemite practically in my backyard, Stephanie's love for adventure and travel started early. Being close to Disneyland, SeaWorld and more, added the thrill of theme parks and rides to those core memories making her parents responsible  for creating an eager adventurer. She can not wait to create those for her own family as well as others. 
That adventurous side had her uproot herself to the Northwest into her adult life where there was a whole new world of mountains in her front yard and the coast in her backyard. Monthly trips to Astoria were the best because, well...Goonies Never Die! Fast forward 15 years, 3 kids later, a couple years in Nashville, TN, then back to the west coast in Reno, NV, she is now in Cincinnati, OH.

Her oldest is still back in Portland but she has 2 girls now, 6 and 7 years old, that keep her on her toes.  Summer days are their favorite and when it gets too cold there....guess what's only a 2 hour flight away?  Disney World!  She loves watching her childhood memories reignite through them and is eager to share so much of her childhood adventures with them as they grow! 

Stephanie finds so much joy in what people always joke with her about and refer to as "Hallmark moments," and making them happen. Whether it be for herself,  a neighbor, friend or stranger,  if she can be part of their next story of memories and experiences they shared together,  THAT makes HER just as happy as it makes them! 

Email Stephanie at

Katie Rawlings

Travel Agent


Katie Rawlings has always had a passion for travel and all things Disney! She was a Walt Disney World Cast Member for 10 years. She worked with the characters at Magic Kingdom, Epcot, Hollywood Studios, Animal Kingdom, and many of the resorts. After working for Disney, she became a travel agent. She loves helping plan vacations to Disney and beyond and would love to help make your next vacation extra magical and memorable! 

Email Katie at

Nicole Smith
Travel Agent


Nicole Smith grew up on Long Island New York and loved boating and the beach. She met her husband, had a couple of kids, and moved to South Carolina in 2019.
Since moving, she and her husband decided to start living for family experiences. Being a Disney Villain family, they booked a Disney Vacation and fell in love with everything Disney had to offer. Now she can’t wait to help you and your family book your next experience together so you too can make amazing memories of your own.

Email Nicole at

Casey Torchio Travel Agent


Casey has always loved traveling.  From big family vacations to quick weekends away, she is an avid traveler near and far. All-inclusive resorts, cruising, cross-country road trips, European vacations, and exploring the United States from coast to coast, she loves them all, She's thankful to have had the opportunity to enjoy many amazing destinations throughout her life so far. But Disney destinations became her obsession when she moved to Charlotte, NC in 2015. Shortly, after her move, she realized she was just a drive away from Walt Disney World. They took their then tiny baby and toddler for the first time and she fell in love with Disney all over again, like when she was a child. Casey truly felt the magic of Disney and couldn't stop planning her own trips. Eventually this led to helping plan family and friends' Disney trips, and then becoming an official Disney travel agent. 

Casey is currently residing in California, so Disneyland has become her family's home away from home. They are Magic Key holders and have loved discovering all of the ins and outs of the Happiest Place on Earth, while still visiting Disney World at least once a year. They have also visited Aulani, a Disney Resort & Spa, on the island of Oahu, and have enjoyed Disney cruising out of San Diego. Casey loves all things Disney and wants everyone to love Disney as much as she does, and with her expertise feels that's possible when she helps families plan stress-free magical vacations. 

Email Casey at

Stephanie Walker

Travel Agent


Howdy from Texas! Stephanie is a mom of 6 who loves to travel. After teaching for over 25 years, she wanted to find her fun career that she can do til the end of her days, so jer husband suggested travel.

After a little research,  Stephanie soon jumped into the travel industry and has loved being a part of it! Stephanie currently books corporate travel, group sales, all-inclusive properties, and cruises. Of course, she is always am working toward new specialties. That is why she loves her new team at Hat's Off Adventures because we are Disney Pros. Stephanie love all things Disney, especially Star Wars, and she loves Universal too- especially Harry Potter world. Stephanie will be our hands-on girl when Universal opens their new property in Texas! 

Email Stephanie at

bottom of page