All Episodes

July 25, 2025 28 mins

Most travelers walk away from a guided trip thinking, “That was amazing”—but they have no idea what it actually took to make it feel that way.

In Part 2 of my conversation with former REI Guide of the Year Chris Anderson, we go behind the curtain to uncover what guides really do:

  • How REI tried to flip the script and treat guiding as a real career—and why that model didn’t survive
  • The long hours, behind-the-scenes prep, and emotional labor that guests never see
  • The broken tipping culture—and why it puts guides in a tough, awkward position
  • What it really means to serve 10+ guests for 14+ hours a day with zero margin for error
  • How underprepared guests affect group dynamics, safety, and morale
  • The impossible math behind seasonal contracts, no PTO, and $100 day rates
  • Why the best guides make you feel like the trip ran itself—and how much effort that actually takes

If you’ve ever been on a guided trip—or plan to—this episode will change how you see your guide forever.

🎧 Start listening now—and maybe rethink that tip envelope.

Check out the LinkedIn post from Chris that sparked this two-part series…

Ask Me How To Get Fit For Your Next Hike, Trek or Backpacking Trip:
https://fitfortrips.com/consultation/

Get Your 3 Free 12-Week Hiking Training Plans:
https://fitfortrips.com/free-hiking-training-plan/

LIKE & SUBSCRIBE for new videos:
https://www.youtube.com/@HikeStrongPodcast

Check out the audio podcast version on all platforms:
https://fitfortrips.com/hikestrongpodcast

Mark as Played

Advertise With Us

Popular Podcasts

On Purpose with Jay Shetty

On Purpose with Jay Shetty

I’m Jay Shetty host of On Purpose the worlds #1 Mental Health podcast and I’m so grateful you found us. I started this podcast 5 years ago to invite you into conversations and workshops that are designed to help make you happier, healthier and more healed. I believe that when you (yes you) feel seen, heard and understood you’re able to deal with relationship struggles, work challenges and life’s ups and downs with more ease and grace. I interview experts, celebrities, thought leaders and athletes so that we can grow our mindset, build better habits and uncover a side of them we’ve never seen before. New episodes every Monday and Friday. Your support means the world to me and I don’t take it for granted — click the follow button and leave a review to help us spread the love with On Purpose. I can’t wait for you to listen to your first or 500th episode!

Stuff You Should Know

Stuff You Should Know

If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.

The Joe Rogan Experience

The Joe Rogan Experience

The official podcast of comedian Joe Rogan.

Music, radio and podcasts, all free. Listen online or download the iHeart App.

Connect

© 2025 iHeartMedia, Inc.