Podcast / since 2019
With Ross Podcast.
Audio journals from my travels and experiments with tech.
The With Ross Podcast began on December 29, 2019 on a park bench in sunny Playa Del Carmen, Mexico.
The only equipment I had was my cellphone and its built-in microphone.
The only audience I had was the iguana sitting on the other side of the bench.
Over 170 episodes later, not much has changed except that the iguana no longer listens to the show…
I started the podcast as an audio blog to share with my friends and family as I embarked on what I planned would be a multi-year trip around Central/South America and Southeast Asia.
The universe had other plans.
Just three months into my trip, COVID made travel not fun. But the podcast didn't stop.
I got stuck in COVID lockdowns in Kathmandu, Nepal. After three wonderful and wild months in Nepal, I returned to the US and the podcast pivoted into a business show as I bought, ran, and eventually sold a doggy daycare.
Recently, the show has covered a lot of Mexico topics as well as technology and AI.
I've had an absolute blast making it and it's something I plan to do for the rest of my life...even if that iguana never listens to another episode.
By the numbers
Updated September 27, 2026
10K+
Downloads
185+
Episodes
6+
Years Running
Podcasted from 9 countries
- Mexico
- Belize
- El Salvador
- Colombia
- Cambodia
- Thailand
- Nepal
- USA
- Canada
All episodes
185 episodes
202619 episodes
- 09-23 Tesla Diner - what it is like 3:36
- 08-28 Grok Bot - My Experience after 10 days 8:12
- 07-19 Live from MOX, San Francisco: Podcast Editing Without Becoming an Editor [VIDEO] 18:27
- 07-18 I took a ride in a Zoox robotaxi [VIDEO] 15:39
- 07-17 He rescued 2,000 dogs and now is facing 31 years in prison 20:54
- 06-01 [14] Google Stitch is impressive 2:40
- 06-01 [13] Google Omni - the best video generator I've tested so far? 2:54
- 06-01 [12] Setting up Automations with Descript 2:05
- 06-01 [11] When AI video is more trouble than it's worth 2:46
- 06-01 [9] Building a Vet Clinic Ad with ElevenLabs Flows 3:07
- 06-01 [8] I made an AI ad using Melius (it was easy!) 3:56
- 06-01 [7] AI Avatars are here 4:58
- 06-01 [5] Might Use Higgsfield for This Project 5:43
- 06-01 [6] Figuring out how to get consistent characters 3:25
- 06-01 So Claude Design can do motions graphics...sort of 12:39
- 06-01 Just discovered Remotion - here's my first attempt 5:03
- 06-01 Claude + Descript + Seedance Generated Today's Video 4:52
- 05-11 I'm making AI videos for the next 100 days 12:17
- 03-31 [VIDEO] The Waymo Experience in 2026 8:32
202512 episodes
- 12-13 Ross’ 2026 Tech List 27:46
- 11-11 🇸🇻 El Salvador - A Nation Reborn 29:08
- 10-31 AI Browsers are here to change how you interact with the internet 3:13
- 10-30 What I've Learned from 3 Years Living in Mexico 11:50
- 10-13 Social Media just changed forever (Sora 2) 7:02
- 09-19 Watch me make an app in the next 6 min 8 sec 6:07
- 09-16 5 insane ways I'm using AI in September 2025 8:46
- 07-05 AI 2027 (+ NotebookLM Demo) 39:16
- 05-01 Vibecoding 10:27
- 02-28 New AI Tool Creates Diagrams from Text 6:07
- 02-09 [VIDEO] Valle de Bravo, 🇲🇽 6:35
- 01-07 Analyzing 2024 Predictions & Predicting 2025 26:29
202428 episodes
- 12-07 Tren Maya Review: Is Mexico’s High-speed Train READY? [video] 12:56
- 12-05 Full Circle: Back to Quintana Roo [video] 18:48
- 10-08 The App Everyone is Talking About - Google NotebookLM 6:19
- 10-06 Museum & Food Tour of Mexico City 9:43
- 09-23 Biking to the Ancient Canals of CDMX (Xochimilco) 7:47
- 09-08 Coffeeing Myself [video link in show notes] 17:12
- 09-04 Tepoztlan - Trip Journal [video] 19:16
- 08-19 Grocery Shopping at the Mercado [video] 3:41
- 08-06 Flying Machines Which Do Not Fly 6:01
- 08-05 San Francisco - Trip Documentary [video] 39:45
- 07-22 1000 True Fans 10:13
- 07-11 Exploring Life and Philosophy with Derek Sivers 52:54
- 06-28 7 Steps to Internationalize Yourself 2:23
- 06-27 Coming Age of Biotech 7:17
- 06-19 4 Ways to Avoid Ads Online 2:04
- 06-18 5 Common-sense Security Measures 4:11
- 05-25 [Video] Checking out the Mexican Campaign Posters around town 4:39
- 05-20 ChatGPT 4o 9:11
- 04-26 SMALL Language Models: Phi-3 Mini 1:51
- 04-25 Chat With Your Health 6:47
- 04-24 Checking out Llama 3 - Meta's Open Source AI Model 9:35
- 04-23 AI-Generated Music 6:28
- 04-19 How to help someone use a computer. 6:26
- 04-17 Mexico's 2024 Presidential Battle 5:21
- 04-09 Stranger in a Strange Land 7:06
- 03-20 So much happening... 13:28
- 02-18 The Amazing Thing about AI Generated Video 5:44
- 01-01 Looking Forward to 2024: Predictions 21:25
202322 episodes
- 12-25 Reflecting on 2023 28:02
- 12-04 How to Guarantee a Life of Misery by Charlie Munger 13:54
- 11-03 One Year in Mexico 18:03
- 10-02 Remarkable AI 19:31
- 09-01 How to Get Around Mexico City 11:39
- 08-30 Jobs of the Future (or lack thereof?) 13:38
- 08-29 Verge of a New Era 22:04
- 08-20 The Blind Men and the Elephant 2:19
- 08-19 The Tale of the Two Advisors 3:14
- 07-31 On Moving 5:11
- 06-08 🇲🇽 Residency 16:00
- 06-07 Merida, 🇲🇽 10:26
- 05-10 From Mexico City to Afghanistan - Elmer 58:46
- 05-01 Six Months in Mexico City: An Update 16:14
- 04-20 The Rapid Iteration Cycle of AI 11:40
- 03-27 Fun with GPT 16:46
- 03-25 The AI Gardener 8:48
- 03-24 Second Interview with GPT 15:26
- 03-06 American Samoa to Yellowstone - An Interview with Milo 20:31
- 01-14 Interview with GPT 19:52
- 01-12 Apology for Printers 3:42
- 01-11 Buridan's Donkey 1:21
202226 episodes
- 12-30 On Three Years of Podcasting 4:43
- 12-26 Ben in London 4:49
- 12-25 Ben as a Teen 6:42
- 12-24 Ben as a Boy 7:19
- 12-23 Junto 8:14
- 12-22 Don't Pay Too Much for Your Whistle 4:06
- 12-15 One Month en la Ciudad 12:29
- 11-10 Thoughts on Leaving the US 9:39
- 09-26 I, Pencil 15:24
- 09-16 Paris of the Americas: Mexico City 13:12
- 09-03 One Trip Around the Sun in Austin, Texas 22:08
- 07-27 Vancouver/Whistler, Canada 15:45
- 07-15 Monterrey, MX 12:37
- 05-30 Global Population 11:10
- 05-22 Die With Zero 9:35
- 03-15 Deflationary Effect of Technology 7:37
- 03-12 Consumer Price Index 6:55
- 02-27 Bandwagon Effect 0:59
- 02-22 In-Group Favoritism 1:14
- 02-21 Self-serving Bias 0:40
- 02-20 Fundamental Attribution Error 0:45
- 02-19 IKEA Effect 1:13
- 01-24 Confirmation Bias 2:34
- 01-18 Anchoring Bias 3:20
- 01-09 The False Memory Bias 2:06
- 01-02 The Dunning-Kruger Effect 2:45
202125 episodes
- 12-30 Happy New Year & Declinism 3:34
- 10-28 Cryptocurrency Adoption 1:31
- 10-27 The Great Resignation 4:24
- 10-26 Texas 11:50
- 10-25 Advertisements 4:47
- 10-24 Exponents and Extrapolation 4:05
- 10-24 AirBnB: A Tool for the Modern Nomad 7:59
- 10-19 Moore's Law 4:39
- 09-19 Austin, Texas 9:07
- 09-07 With Ross 3:44
- 08-16 Quarantine Conversation with Del from Gaijin News 8:55
- 07-22 Historic Moment 3:46
- 06-30 Digital versus Analog Introduction 1:41
- 06-13 Dematerialization 4:58
- 05-24 Roadtrip Wrap-up 7:08
- 05-06 Three Questions 3:36
- 05-05 Road Trip, episode 1 2:50
- 05-04 New Direction 1:08
- 04-26 Profit First 7:15
- 03-22 Parkinson's Law 6:25
- 03-14 Reflecting on the last 365 days 7:42
- 02-12 Learning to Delegate 8:17
- 01-22 Thoughts from the Trenches 6:29
- 01-08 Thoughts from the Week 10:56
- 01-02 Happy 2021! 1:45
202052 episodes
- 12-10 Podcast question #1 9:21
- 12-09 Semiotics 1:36
- 12-08 Weigh Your Spending 2:01
- 12-07 Consumer Surplus 1:44
- 12-06 Resulting 2:55
- 12-01 Seek Challenges 1:57
- 11-30 Misogi 4:17
- 11-29 Ikigai 2:15
- 11-28 Send me a message! 1:42
- 11-28 Bad News Doesn't Get Better With Time 3:20
- 11-27 Burn Out 3:44
- 11-10 Pet Industry, part 2 9:21
- 11-09 The Pet Industry 7:51
- 11-08 Pareto Principle 3:59
- 11-01 Learning to Say No 5:23
- 10-28 Hair of the Dog 2:12
- 10-20 Leverage 3:14
- 10-09 The Power of Social Media 4:05
- 09-26 Perfect is the Enemy of Good Enough 14:44
- 08-09 The End of the Show...for now 2:25
- 08-02 Second Passport Series - Part 3: How to Get a Second Passport 10:33
- 07-26 Second Passport Series - Part 2: Benefits of a Second Passport 10:31
- 07-19 Second Passport Series - Part 1: Passports 8:28
- 07-13 Introducing the Second Passport Series 4:05
- 07-06 Observations on Coming Home 2:50
- 06-29 Traveling During COVID-19 3:18
- 06-21 Answering Listener Questions 13:52
- 06-14 Consumerism 16:56
- 06-07 On Gap Years 11:10
- 05-31 Cannabis in Nepal 12:32
- 05-24 Books That Shaped My Travel Philosophy 16:11
- 05-17 How I Stay Fit on the Road 15:41
- 05-10 On the Ground in Nepal: An Update 8:05
- 05-03 What To Pack For Extended Travel - A Conversation With Bossk 14:59
- 04-26 The Future of Travel (and work, education, and entertainment) 12:25
- 04-19 Podcasting: Why and How You Can Start Your Own Show 8:52
- 04-12 The Spanish Flu, part 2 15:15
- 04-05 The Spanish Flu 10:52
- 03-29 13: Locked Down 4:13
- 03-22 12: COVID-19 - Nepal 8:34
- 03-15 11: Hedonic Adaptation and Nepal 14:44
- 03-08 10: Nepal 11:36
- 03-01 9: Angkor Wat and Siem Reap 6:44
- 02-23 8: Kampot, Cambodia 7:01
- 02-16 7: Cambodia 9:19
- 02-10 6: An Expensive Lesson 3:00
- 02-02 5: Cozumel and Some Book Notes 11:30
- 01-26 Episode 4: Bacalar and Some Facts About Mexico 6:46
- 01-19 Episode 3: Belize 25:07
- 01-18 Maddy Reynolds of Lower Dover, Belize 13:56
- 01-12 Episode 2: Exploring the Yucatan 22:46
- 01-05 Episode 1: First Week in Cozumel 18:11