About us
Welcome to the JGOOT Travel Hacking Enthusiasts Meetup Group! Whether you're a seasoned traveler or just starting to explore the world of points and miles, this group is perfect for anyone looking to travel more luxuriously for less.
Come hang out with fellow travel enthusiasts and swap stories, tips, and tricks about travel hacking! Whether it’s maximizing rewards programs or finding the best ways to use points for flights and hotels, this is a laid-back space to share ideas and pick up new strategies. Connect with experienced travelers and get inspired to level up your adventures.
Located in the Chicago area, we host engaging, interactive events where you can ask questions, share experiences, and find inspiration for your next adventure.
Ready to turn your travel dreams into reality? Come join us and learn how to travel smarter, better, and for nearly free! 🌍✈️
Upcoming events
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LIVESTREAM | A Trip Worth Repeating: Groundhog Day Edition
·OnlineOnlineClick here to attend: https://www.jgoot.com/livestreams
A Trip Worth Repeating: Groundhog Day Edition
Some trips are good.
Some trips spoil you.
And some trips completely reset your standards.This was one of those trips.
In this special Groundhog Day edition livestream, Anna is walking us through a luxury trip so dialed in, so well-executed, that you’d book it again without changing a thing.
Because the real flex in travel isn’t pulling off one incredible trip.
It’s knowing you could run it back.Welcome to A Trip Worth Repeating: Groundhog Day Edition.
Anna will break down how thoughtful planning, smart strategy, and confident execution came together to create an over-the-top experience that delivered on comfort, value, and wow factor at every turn.
This isn’t about showing off.
It’s about understanding why this trip worked so well — and how that same thinking creates repeatable luxury, not one-time wins.No theory.
No unicorn scenarios.
Just a real case study of luxury travel done right.Inside this session, you’ll learn:
- What made this trip feel seamless and elevated from start to finish
- The strategic choices that turned great redemptions into a truly luxury experience
- How repeatable travel becomes possible when you understand the tools at a deeper level
- What to look for when planning trips you’d happily take again
- How to raise your own travel standards without increasing complexity
This isn’t about copying Anna’s itinerary.
It’s about learning how to build trips that feel just as intentional, just as elevated, and just as repeatable — no matter where you’re going.If you’ve ever come home from a trip and thought,
“Yeah… I’d absolutely do that again,”
this livestream will show you why that matters — and how to make it happen.Show up for this one.
The best trips aren’t once-in-a-lifetime. They’re worth repeating.Click here to attend: https://www.jgoot.com/livestreams
2 attendees
Past events
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