JOIN THE 
Second Story Travel Team
Turn your love of Disney and travel into a rewarding career!
Your Story Starts Here
Independent contractor role
Flexible schedule, work anywhere
Unlimited earning potential
Team training + travel opportunities
As a Second Story Travel agent, you’ll build your own business with the freedom to choose your niche, supported by our team and resources.
This is a commission-based position with generous splits, training, and the tools you need to succeed.
Step into life as a
Second Story Travel Agent
Just like the names on the second story windows of Main Street, U.S.A., we believe every agent’s story deserves to be celebrated. At Second Story Travel, you’ll never walk this journey alone. From the very beginning, we equip you with tools, training, and a supportive community so you can focus on building a business that shines without feeling overwhelmed by where to start.
Here’s what you’ll enjoy as part of our Second Story family:
Travel besties for life
We’re more than an agency, we are a supportive family where friendships are built every day!
Specialize where you shine
Focus on your favorite destinations and build the business you love.
Exclusive marketing tools
Ready-to-use social posts, Canva templates, and thousands of team travel photos.
Step-by-step training
Onboarding modules, resources, templates, and FAQs so you always know what to do next.
Flexibility & rewards
Ability to charge planning fees and earn travel benefits after benchmarks.
Agents-only Facebook group
Daily connection, Q&A, fun weekly threads, and contests with prizes.
Empowering culture
A positive, no-competition team that shares ideas, creativity, and encouragement.
Automated client emails
Supplier emails written by Sara with tips, videos, and resources to nurture your clients.
At Second Story Travel, your name is more than just a name, it’s part of a legacy.
When you join our agency, you step onto Main Street with us, where every window tells a story…
and we can’t wait to help you write yours.
Hear From Our Agents
Chelsea F.
“Being a travel agent with Second Story Travel feels like stepping into a little bit of magic every day—turning dreams into itineraries and “what ifs” into booked memories. It’s a world filled with shared wins, inside jokes, late-night planning sessions, and a team that genuinely cheers each other on. Add in the joy of helping others see the world, and you’ve got a career built on friendship, fun, and a whole lot of sparkle.”
Autumn W.
“Being part of Second Story Travel has been incredibly supportive and empowering. The collaboration, guidance, and community make it easy to grow your business while still staying true to your own style as an agent.”
Danielle S.
“Being a part of Second Story is more than just being a member of a team, it is being part of a family. I have found some of my best friends within this agency and I know that I can always count on them from every day life to helping me make the most magical itinerary for my clients.”
Amanda W.
“Working with the powerhouse women of Second Story Travel means being surrounded by good energy, teamwork, and zero dimming of anyone’s light. We all lift each other up. Strong minds sharing their ideas and knowledge, and the kind of inspiration that makes you want to show up and do better every single day.”
Paula H.
“Being a travel agent with SST means you are supported, encouraged and are part of a wonderful community.”
Our Expectations
Find clients beyond friends & family
Commit at least 20 hrs/week to your business
Recent Disney/Universal travel experience preferred
Strong communication & customer service skills
Attend trainings + willingness to learn
Excitment to join us for our annual conference or on agency adventures
Second Story Travel is not a hobby agency—we’re committed to helping families create unforgettable memories.
Ready to Apply?
If this sounds like the right fit, we’d love to meet you!
Please note: This is an Independent Contractor position.
A minimal start-up fee applies, covering CRM access, website setup, interview process, and start-up training.