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I Thought Planning a 500 Mile Hike Would Be Harder…

398 views· 35 likes· 9:36· May 30, 2026

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Planning a 500-mile thru-hike sounds overwhelming… and honestly, I expected planning the Colorado Trail to be one of the hardest parts of this adventure. But this time around, the process has actually felt simpler — and I realized it’s because I stopped trying to control every detail. In this video, I talk about the biggest planning mistake I’ve made on past thru-hikes, how overplanning created unnecessary stress on and off trail, and what I’m doing differently as I prepare to hike the Colorado Trail with my son. #ColoradoTrail #Backpacking #ThruHiking ---------------------------------------------------------- P.S. Some of the links in this description are affiliate links, meaning I earn a small commission if you make a purchase through them. It helps support the channel at no extra cost to you. Thanks for your support! ---------------------------------------------------------- Ways to Support the Channel: Venmo: @colbyonthetrail ---------------------------------------------------------- Discount Codes: Tell Your Trail 12% off: ColbyontheTrail12 https://tellyourtrail.com/?ref=ColbyontheTrail12 Hilltop Packs 10% off: COLBYONTHETRAIL https://hilltoppacks.com/colbyonthetrail Backcountry Foodie 20% off: COLBYONTHETRAIL https://backcountryfoodie.com/aff/73/ ---------------------------------------------------------- My Favorite Gear: Sleeping Pad: https://amzn.to/4kLxv71 Titanium 750ml Pot: https://amzn.to/4kWEk5t Ultralight Stove: https://amzn.to/4kUKbbr Water Filter: https://amzn.to/4o45itc Ultralight Trowel: https://amzn.to/4iaU7Mr Summit Suds Powdered Soap: https://amzn.to/3FyXOgx Unpaste Toothpaste Tablets: https://amzn.to/3DUGIJh Outdoor Research Echo Sun Hoodie: https://amzn.to/4iay6gG Nike Men's Challenger Dri-fit 5" Lined Running Shorts: https://amzn.to/4kq1S2B Garmin inReach Mini 2: https://amzn.to/4kAYVML inCharge XL 6-in-1 Multi Charging Cable: https://amzn.to/41QdkMh Camera Gear: Camera Gear: DJI Pocket Osmo 3: https://amzn.to/3QVjNRi DJI Osmo Action 6 : https://amzn.to/4axDqtE Insta360 X5: https://amzn.to/4qm7qOw Sony A6700: https://amzn.to/4qkKwa5 Sony G Master 15mm f1.4 Lens: https://amzn.to/4b7pyX9 ---------------------------------------------------------- Timestamps: 0:00 — I Thought Planning a 500-Mile Hike Would Be Harder… 1:48 — My Biggest Mistake 4:40 — What Changed 6:29 — Why This Feels Easier 7:49 — Final Thoughts ---------------------------------------------------------- #hiking #thruhiking #backpacking

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