These are a few of my favorite podcasts for regular listening while I'm on the road...

My Favorite Podcasts for Daily Listening and Life on the Road

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I spend a lot of time on the road (it’s a long drive to the end of South America) and you can only listen to the same tunes so many times before you get bored. While I’m driving down the road, going for a long run, or heading on a big overseas flight, I regularly turn to my favorite podcasts for fresh interesting content to listen to.

These podcasts make great company on long drives, so be sure to check out my road trip planning guide.

My Favorite Podcasts

My favorite podcasts are those that educate, inform, or inspire. There’s a lot of good shows that fit that mold, but here are a few of my favorite shows that I listen to most often and have subscribed so I always get the latest and greatest (so nice to have them on your phone automatically these days).

If you’re looking for some awesome podcasts to check out, I’d strongly recommend taking a look at these first!

My Favorite Podcasts for Daily Listening and Life on the Road travel, road-trip, location-independence, armchair-alpinist


Stuff You Should Know


This is a relatively recent addition to my podcast repertoire, but it makes for interesting and somewhat random listening. Josh and Chuck tackle one big topic each episode about, well, pretty much anything.

It’s a deep dive into how (proposed) head transplants work, how corsets work, or how the sun works, just to name a few.

While some topics are more interesting than others, the hosts always bring a fun spin to it and crack jokes. It makes for a light and interesting listening experience, and you always learn something new.

If you’ve ever found yourself getting lost down a trail of links in Wikipedia and reading about random subjects, I think you’d find this podcast to be up your alley.

The Lex Fridman Podcast

My Favorite Podcasts for Daily Listening and Life on the Road travel, road-trip, location-independence, armchair-alpinist

This is perhaps one of my podcasts. This podcast is not for light listening though and usually delves into some pretty intellectually heavy stuff in a wide range of topics. Lex interviews guests who are often on the cutting edge of science, technology, and other revolutionary fields.

The conversations are not typically dumbed down for the listener so there are definitely times where it goes over my head. But that is precisely what makes the conversations so fascinating. They challenge your comprehension of the world and push you to learn more about some pretty dense topics.

When I first started listening, I found Lex to be a little dull — him and his guests frequently joke that he is like a robot — but he does ask interesting questions and provide insight into fascinating topics. I just play the podcast at 1.1x speed to pick up Lex’s pace a little, so if you can get past that, I think you will find this one interesting.

The Dirtbag Diaries

dirtbag diaries

Fitz Cahall hosts the Dirtbag Diaries, a long-running podcast that tells stories of everyday adventurers or professional athletes overcoming challenges, avoiding disaster, or just having a good time in the great outdoors.

It centers on outdoor adventures from climbing to backpacking and more. The episodes are relatively short and can be sad, inspirational, or hilarious. They do an excellent job shaping the stories into an excellent storytelling experience.

If you love the outdoors, you should definitely be listening to the Dirtbag Diaries podcast.

Smart Passive Income

smart passive income

Pat Flynn hosts the excellent Smart Passive Income podcast which deals with all manner of online business.

If you are involved in the world of blogging, freelancing, marketing, or other similar subjects, Smart Passive Income is the most interesting and in-depth podcast on the subject and should be required listening.

Or maybe you’ve got a burgeoning interest in starting an online business, but you have no idea what you would do or how to get started? Still a great fit, I think, because Pat often interviews people with very different businesses and you may just find a creative spark for something you could do or use as a model.

Highly recommended, and definitely one of my favorite podcasts.

The Tim Ferriss Show

tim ferriss show

Tim Ferriss is most well known for his “4 Hour” series of books — aka the Four Hour Work Week, the Four Hour Chef, and the Four Hour Body — but most recently he’s been delving into the world of podcasting.

I particularly loved the 4HWW, and think it should be essential reading for anyone considering kicking the normal career to the curb.

But to be honest, when I first heard Tim’s podcast way back when, I found it too rambling, disjointed, and tough to listen to. I dismissed the show for the longest time before someone recommended it again (and assured me it had improved). Upon listening again I saw that he’d found his feet and now puts together a pretty interesting program.

They are still often rambling and random, but they are always packed with something of interest. They cover all manner of topics from health and athletic performance, diet, business, or simply human psychology.

These podcasts often feature insights from big-name celebrities or athletes, not your everyday Joe, so the episodes can sometimes seem a little out of reach at times in terms of replicating their success.

Entrepreneurship Elevated

My Favorite Podcasts for Daily Listening and Life on the Road travel, road-trip, location-independence, armchair-alpinist

This podcast from Mike Michalowicz focuses on overall business health and entrepreneurship. I’ve been a big fan of Mike’s ever since I read his Profit First book which changed how I do my entire accounting for my blogging business, resulting in more profit and a healthier business.

The shows feature a variety of different guests from all sorts of industries and are usually peppered all sorts of wise business advice among the craziness and nonsense (he’s a pretty funny dude). 

Definitely check out this podcast if you’re at all interested in starting a business or already have one.

Other Great Podcasts

These four podcasts are part of my current regular rotation as we drive through South America, but there are plenty of others that I’ve enjoyed over the years, while I’m out for a run, traveling by plane or bus, or while I was cooking up lunch at my apartment in Medellin.

A few more podcasts I’ve enjoyed:

The Story Grid Podcast – I found this to be an excellent insight into writing and the art of storytelling, it was extremely informative and motivating as I worked through the first draft and edits of my book the Road Always Leads West.

This American Life – Ira Glass’ program is a classic of journalism and storytelling that covers a wide range of subject matter. Of course, some are more interesting than others, but this is the classic example of this genre, and there are enough episodes to keep you listening for years.

TED Radio Hour – I love TED talks, and NPR’s TED Radio Hour puts together some awesome episodes wrapped around a central theme, putting a handful of different TED talks into a neat little package.

My Favorite Android Podcast App

I keep all of my podcasts on my cellphone on a removable SD memory card and have found Podcast Addict (on Android) to be the most fully-featured podcast player (after trying a number of others).

I just download a whole batch of episodes whenever I’ve got a good internet connection, and I’m usually good to go for a few weeks of travel.

Be sure to check out a few of my other favorite road trip apps.

Your Favorite Podcasts?

What are your favorite podcasts to listen to? Any recurring, weekly shows that you would recommend myself and others to check out? Sound off in the comments below.

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My Favorite Podcasts for Daily Listening and Life on the Road travel, road-trip, location-independence, armchair-alpinist


Head Writer and Adventurer at Desk to Dirtbag
Ryan is an author, adventurer, perpetual wanderer, and self-proclaimed dirtbag (but that might not mean what you think). Originally from Seattle, he headed to Washington D.C. where he spent five years working for Congress before heeding the call of the wild. He set out truck camping to road trip across the American West, and then across all of Central America and South America. When he isn't on the move, you can find him living as an expat in Colombia. He is also the author of the best selling book: Big Travel, Small Budget that will help you travel more for less. Follow the adventures on social media or read more.

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