Turn your Disney obsession into a career. We're looking for passionate, dedicated people to join our growing team of Compass Planners.
We're not a call center. We're a tight-knit team of Disney fans who help families create the most magical vacations of their lives — and we take care of the people who do that work.
All of our positions are fully remote. Work from your home, a coffee shop, or (yes, really) the beach at Castaway Cay. All you need is a good internet connection and a passion for Disney.
Disney invests in agents who specialize in their products — that means familiarization (FAM) trips, discounted sailings, park visits, and sponsored training experiences. You'll be expected to know Disney firsthand because you'll actually go.
Our commission split is among the best in the independent agency world. As you grow your client base and expertise, your earning potential grows with it. Top performers at Ironcrest earn full-time income on a flexible schedule.
We're small by design. You won't be a number here — you'll be a valued member of a team that genuinely supports each other, shares knowledge, and celebrates wins together. Sarah and James still know every single client by name.
All positions are remote and commission-based unless otherwise noted. We welcome applicants from all backgrounds — Disney passion is the most important qualification.
We're looking for a Disney Cruise Line enthusiast who can confidently advise clients on everything from ship selection and stateroom categories to dining, excursions, and onboard experience. You'll be responsible for building strong client relationships, managing bookings end-to-end, and delivering the Ironcrest standard of white-glove service.
Walt Disney World is the most complex Disney destination — and the most popular. We're looking for someone who knows the resort inside and out: parks, resorts, dining, Lightning Lane, crowd patterns, and all the planning nuances that make a WDW trip go from good to legendary. Training is provided for the right candidate who brings genuine WDW passion and a commitment to client excellence.
We're looking for a creative, Disney-passionate content creator to manage and grow the Ironcrest brand on Instagram and TikTok. You'll create engaging content — tips, trip recaps, behind-the-scenes planning content, offer announcements, and trending Disney coverage — that reflects our brand's personality: expert, enthusiastic, and approachable. This role is perfect for someone who is already active in the Disney social media community.
We keep our hiring process simple and personal. Send us an email at hello@ironcresttravel.com with the subject line "Application: [Position Name]" — for example, "Application: Disney Cruise Line Travel Advisor."
In your email, tell us a little about yourself, why you love Disney, which position interests you, and any relevant experience. No formal resume required — we care more about who you are than where you've worked. If you're a good fit, Sarah or James will personally reach out within a few business days for a friendly introductory call.
Email Us Your Application