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Trip Ideas Lab: Chat Anytime is happening in 21 hours
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Open Office is back — Trip Ideas Lab 🧭
This Sunday, Sept 6th, 6-7pm Chicago time, I'm opening up the Trip Ideas Lab again. No pressure to show up live. Drop a comment anytime this week about a trip you've been thinking about, a place you're curious about, or something you're stuck on, and I'll be checking in regularly, some Sundays live, some just catching up on replies. Whenever it crosses your mind is the right time. What's on your mind lately, a trip you've already decided on, or one you're still turning over?
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 Open Office is back — Trip Ideas Lab 🧭
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HOW TO FIND ANYTHING IN THIS COMMUNITY
Skool has a search bar at the top of every page. It searches three places at once: Discussions, Classroom, and Members. Most people never use it. Here's how to make it work for you. Watch this (3 min): [How to Search Posts in Skool — 2026 Full Guide] https://www.youtube.com/watch?v=cdl9hQJxjJw What each tab actually gives you: - Discussion tab — every post and comment mentioning your search term. Best for finding past conversations, trip Q&A, or what someone said about a place. - Classroom tab — course content and trip pages mentioning that term. Best for finding the actual built-out trip info, not just chatter about it. - Members tab — yes, this searches members, including by city. Type a city name and you'll find members near you. If you're hoping to find a local travel buddy, this is how. ---------------------------------------------------------------------------------------------------------------------------------------------------------------------- Search terms to try right now (current trips): - "New Orleans" — everything tied to the NOLA trip - "Santa Fe" — Santa Fe planning and updates - "National Parks" — last night's planning session and what comes next Search terms you might want to try: - "Roommate matching" — how we pair solo travelers so nobody pays the solo supplement alone - "Deposit" — how deposits work, what's refundable, what locks your spot - "Solo travel" — conversations from people who've been exactly where you are right now - Your city name — find members near you Search terms we'll be using soon: - "Passport" - "Travel insurance" - "[Next trip name, once named]" ---------------------------------------------------------------------------------------------------------------------------------------------------------------------- Try one search today. Comment below with what you searched and what you found — curious what surprises people. ----------------------------------------------------------------------------------------------------------------------------------------------------------------------
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Upgrade/Why You'd Want To
Curious what Premium actually gets you? Here's the honest breakdown. This community stays free. That's not changing, ever. But if you're ready to actually go on a trip, not just think about one, Premium gives you a real head start. What's in it right now: - Roommate matching, so you're never stuck paying the single supplement - Early access to every trip before it's announced to the group - Direct access to me for trip questions, no waiting in a comment thread The price: founding rate is $9/month, locked in for as long as you stay. Cancel anytime, no contract, no catch. Full breakdown of what's included at every level lives in the classroom: 👉 Member Benefits & Perks If you've been on the fence, this is the page that actually answers "is it worth it." Take a look, no pressure either way.
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Travel has a funny way of showing you what's actually possible.
You keep meaning to go. Then life gets in the way, or the logistics feel like too much to figure out alone. And then someone tells you they just got back from somewhere you've been dreaming about for years — solo, no less — and it makes you wonder what's really been stopping you. So, for everyone here: 🌍 What's one trip you've been putting off — and what's actually been in the way? And if you've already taken that first step... what finally got you to go?
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Can we be honest for a second?
Real question, for the ones of you who've been thinking about a trip for a while now and just… haven't. Not the answer you'd give if someone asked at dinner. The real one. "I've almost booked this same trip three different times." "I keep telling myself next year." "I don't want to go by myself, and I don't have anyone to go with." "I started looking, got overwhelmed, and closed the tab." "I don't even know what's stopping me. I just know I haven't done it." If any of those sound familiar — I'd genuinely like to hear which one. Drop it below, even just one word. I'll respond to every single comment. 🧡
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🛑 overthinking travel ✈️
This is where trips go from idea → booked.
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