PODCAST · education
Shit You Don't Learn in School
by Calvin Rosser & Steph Smith
Formal schooling does a terrible job of preparing you to thrive as an adult. The Shit You Don't Learn in School podcast exists to make up for this societal failure. In this show, Calvin Rosser and Steph Smith share stories, insights, and resources designed to help you improve the quality of your personal and professional life. If all works out, you'll be at least 1% better at navigating the waters.
Episodes
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90. What You Discover Walking 100km+ of the Camino
A sampling of resources that I bookmarked throughout the journey to spend more time with, including how you can conduct your own walk & talk, a structure that Kevin Kelly and Craig Mod have mastered. A public recap of some of our adventure from Craig Mod How to conduct your own Walk and Talk...
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89. An Unplanned Month in Basque Country, Portugal, and Morocco
After an invite to walk the Camino from Kevin Kelly, Steph and Cal ended up on an unplanned month in Portugal, Morocco, France, and Spain. In this episode, we cover cruising the Portuguese coast in search of surf and the less-touristy towns beyond Lisbon and Porto, Cal's solo surf mission through...
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88. How to Plan a Trip to East Africa
In Part 3 of our East Africa series, Steph and Cal walk through how they'd plan a trip to East Africa after spending 26 days across Kenya, Tanzania, and Rwanda. We cover when to go, how to think about safari (luxury, budget, or somewhere in between), gorilla trekking logistics in Rwanda, which...
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87. Rwanda: Gorillas, Genocide, and a Country Reborn
After two weeks on safari in Kenya and Tanzania, Steph and Cal spent a week in Rwanda — a last-minute addition that ended up being their favorite leg of the trip. In Part 2 of our East Africa series, we cover the history and lasting impact of the Rwandan genocide, what Rwanda is like today, and a...
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86. Life on Safari in East Africa
Last summer, Steph and Cal spent 26 days traveling through East Africa, including a safari through the Maasai Mara, Serengeti, and Rubondo Island. In Part 1 of this three-part series on Africa, we cover what life on safari is actually like — from watching a fresh lion kill and getting…
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85. 8 Days On a Boat (In the Galapagos Islands)
Steph and Cal spent 8 days on a boat in the Galapagos Islands with 14 strangers, a local guide, and exotic animals that barely noticed their presence. In this episode, we cover what boat life is actually like, the wildlife moments that blew our minds, a wild experience with scopolamine, and why…
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84. Mastering the Marathon
A year ago, Steph ran her first half marathon and crushed it. Five months later, she ran her first full marathon and spent seven miles puking her way to the finish line. In this episode, we cover what went wrong the first time, how she retrained, and whether she hit her goal on her second attempt…
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83. We're Back! 2025 Recap & What Comes Next
Steph and Cal are back to take stock of a wild 2025 — the wins, the bad experiments, the money mistakes, the obsessions that stuck, and the questions that refused to go away. From health and work to travel, marriage, and what comes next, this episode is a reset and a preview of the season ahead....
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82. Creating 6-Figure Projects Online (With a FT Job!)
Technology has enabled more people than ever to support their lives via online side projects. Steph is one of the people who understands this world well, having created multiple six-figure projects over the last few years. In this episode, Cal interviews Steph about her perspective on bringing an...
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81. Sprucing Up Your Space (Without Busting Your Budget)
You probably spend more time at home than anywhere else. And how you feel about that time is heavily influenced by the design and functionality of your space. But how do you create a space that you truly enjoy? Unless you're an interior designer or have the resources to hire one, you may not know...
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80. 80/20 Experiments in Health
You’ll be hard-pressed to find someone who doesn’t say their health is paramount, yet you'll be just as hard-pressed to find someone who knows what to do to "get there". While every person’s health journey is going to be unique, in this episode Cal and Steph share their experimentation across…
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79. Running Toward a Healthier Life
Everybody warns you that your body slows down with age, but that deterioration so sneaky, we continue to convince ourselves that we’re doing just fine. At least, that’s what happened to Steph over the past decade, going from an athlete in her youth to waking up one day without the fitness she…
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78. Navigating the Best Country in the World
In part 2 of our series in Japan, we dive into the how behind planning a trip there, from what is worth seeing, how to navigate the epic train system, their unintuitive review system, and more. After traveling to 40+ countries each, we’ve found Japan to be a unique beast, and hope this helps you...
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77. The Good, Bad, and Weird of Japan
We’re back with a whole new season. In our first episode back, we discuss everything from the wonderful to the wacky of Japan. You'll hear about an epic art island, specialty coffee and konbini (AKA convenience store food), 100+ year-old businesses, the philosophical ideas that make Japan such a...
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76. The Half-Baked Business Idea Roast: Sensory Museums, Zyn Tins, Unrecordable Spaces, and Much More
This is the 10th episode back for SYDLIS, so if you want us to continue creating new episodes for the podcast, let us know by leaving a review at ratethispodcast.com/learn. In this episode, Steph and Cal bring a medley of half-baked business ideas to the table. They introduce the origin story of...
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75. Identity: The Strongest Force in the World
There is something out there that can make one person more productive and kind, while another inharmonious -- even resentful. That thing is identity. And while we passively adopt parts of identity, we often forget that much of our identity is left up to us. In this episode, Cal and Steph explore...
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74. Opportunity is Everywhere: Using Twitter, Wikipedia, Patents, & Niche Databases to Discover Trends
The internet has a treasure trove of information that you can use to generate business ideas, spot trends, and understand what the future will look like before everyone else. But to benefit from the internet's wealth of knowledge, you need to learn how to use it in the right ways. In this…
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73. Writing to Save Your Life
Writing is one of the most powerful tools on Earth. But few have mastered the craft. Perhaps because success in writing often actually veers you off course, leading you to a life of talking instead of living -- the very thing that drove the quality of your writing in the first place. One man --...
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72. Inside the Early Days of Digital Nomadism
Few waves have hit the world quite like remote work; a wave impacting billions of people overnight due to a worldwide pandemic. But in reality, this wave was brewing for decades and thousands of nomads had long been proving there was a different and viable way to work. Calvin and Steph were two…
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71. The Most Influential Artist You've Never Heard Of
Few people inspire us more than Yayoi Kusama. Cal recently discovered this 94-year old's work while at the Guggenheim in Bilbao. Like many others, he was immediately gripped by her art – enough to be the only artist he looked up after his visit. Little did he know she was one of the world's most...
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70. What Do You Want?!
Many people waddle through life without asking themselves a simple, but important question: What do I want? In this episode, Steph and Cal discuss how to figure out what you want and avoid some common traps that take you down unhelpful detours. The episode is based on two of Cal's recent…
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69. Tipping Culture: Have We Gone Too Far?
Some people argue for tipping. Some people argue against. But the one thing that unites most people with an opinion on the topic is a lack of understanding of where the practice came from in the first place. In this episode, Cal and Steph walk through the history of tip culture, how that led to...
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68. The Cost of Excellence
The Master Somm test is widely recognized as one of, if not the hardest test in the world. Only 273 people have passed it since it was incepted in 1969, also making it one of the rarest distinctions out there (<0.00001% of the world!) In this episode, Steph and Cal discuss some of the hardest…
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67. The Long Road to San Fransisco
After years of being nomadic, we embarked on an experiment of living in Encinitas. That experiment lasted 3 years, but provided us with a clearer view of what we wanted next. But could we get past the multi-year stand-off around location and find a place that fit both of our needs? Listen in to...
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66. The AI Debate: Where Do You Sit?
ChatGPT broke records in adoption, hitting 100m monthly active users in a matter of months... faster than any other web platform prior. Even faster than TikTok! But with fast adoption comes equally swift resistance, surfacing questions around how this technology is changing the wider world.…
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65. Finding a Life Partner
One of the most important decisions in life is who you choose to spend your life with, yet it's also one of the hardest things to get right. Inspired by a recent conversation with a friend that may have unrealistic expectations, Cal and Steph discuss the data behind dating, but also their own…
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64. The Weight of Things – From Physical to Digital
Have you ever looked around your home and thought, "Where did all this stuff come from?!" Cal and Steph are currently going through this exercise, as they go through their first move in years. It turns out they're not alone in this feeling of overwhelm and is shared by many others who used to be...
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63. The Best Sh*t We Learned in 2022!
Each January, Steph and Cal sit down to reflect on the prior year and this one is no different. You'll find out their... Best New Idea Best New Life Hack Best New Experience Best/Worst Purchase Best/Worst Trend Best Personal Win/Accomplishment #1 Goal for Next Year Prediction for the New Year...
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62. Opportunity is Everywhere: Lupini Beans, Niche Sports, and More
A few weeks ago, Steph and Cal had a locksmith come in. It cost $185 and was shockingly quick... just 10 minutes! Little did they know it would also be the fodder for one of Steph's most popular tweets of all time. Perhaps it shouldn't be surprising – people love learning about new opportunities....
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61. Is Cheating Ever Okay?
There has been a wave of recent cheating scandals, from chess to poker to fishing. But cheating is not new, nor is it a rare occurrence. In fact, some articles sport stats like "75 to 98% of college students have cheated" or "over 46% of respondents in a monogamous relationship said they had...
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60. Generative AI: The Next Big Thing?
For years, people thought that artificial intelligence would wipe out repetitive tasks, but leave the creatives untouched. But recent developments have left many people surprised and taken the creative world by storm. Tools like DALL-E, Midjourney, and Stable Diffusion gave anyone with a keyboard...
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59. Be a Magnet, Not a Jail
It's human nature to worry about the things that can go wrong. But often overlooked is the mentality of attraction instead of detraction, or in other words focusing on what you can bring to the table instead of what you can prevent from happening. While so many companies signal they want...
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58. Money x Relationships
Money is a leading cause of problems in relationships. It’s not just not having money, it’s conflict around money, lack of alignment, and the downstream effects of that. Money is complicated because it’s influenced by your direct circumstances, but also by your childhood, psychology, and...
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57. [Part 3] How to Get Married in 10 Days
In part 3 of our 3-part series, Steph and Cal discuss how they planned a wedding in 10 days, what they did (including traditions kept and scrapped), and the pros and cons of taking a less conventional approach to marriage.
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56. [Part 2] Love, Marriage, and Monogamy
In part 2 of this 3-part series, we decided to re-air part of our most popular episode, #35: Does Marriage, Retirement, or the 40-Hour Work Week Still Make Sense? In this segment, we share: How humans are actually not wired for monogamy What animals within the animal kingdom are monogamous The...
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55. [Part 1] The Narratives Behind Love with Amanda Natividad and Marissa Goldberg
In part 1 of our 3-part series, we're joined be Amanda Natividad and Marissa Goldberg – two friends of the podcast – to discuss the traditions that surround love. After getting engaged last year, Steph found herself in a place she didn't expect and with emotions that she didn't feel entitled to...
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54. Ask Us (Literally) Anything
In this special episode, Cal and Steph answer audience questions across a wide range of topics including writing, relationships, finances, and even death. Listen in to find out. Next Steps Essay about the nuance of privilege If you liked this episode, make sure to subscribe and leave a review. To...
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53. The Promises and Pitfalls of the Creator Economy
Steph has some exciting news to share in today's episode! Listen in to find out. In this episode, Cal and Steph also cover the rise of the creator economy -- both its promise and pitfalls. They breakdown why the heightened attention toward creators, whether we can expect a creator "middle class"...
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52. Deciding Where to Live with Endless Choice
We all know that where you live is one of the most important decisions you can make, but it may be more important than you think. And with more people working remotely, there is no more freedom than ever in deciding where you call "home." In this episode, Steph and Cal discuss how to think about...
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51. The Life You Could've Lived
Life feels like a bunch of micro-decisions, yet a few macro-decisions often end up determining how you spend most of your time. Perhaps one of the most significant are the degree you choose and the first job you take. The decisions that follow those are inevitably pulled by their inertia. In this...
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50. Making a Difference During Wartime
We believe that the desire to give is universal, but is just as much a skill as anything else in life. In this episode, Cal and Steph discuss the how you can make a difference during your limited time on this earth, with the limited resources you have -- especially during times like these. They...
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49. The Hidden Power of Language
Language is one of the most powerful tools that humans have accessible to them. Don't believe us? Consider the fact that someone could walk up to you and say something that could immediately change your mental state. Nothing around you has changed, other than the words echoed through the air. In...
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48. It's Time to Leave the Casino
The allure of getting rich quick is intoxicating. It's even more intoxicating when you're trapped inside and it seems like all your friends have cashed in big. In this episode, Cal and Steph discuss Cal's experience with active investing over the last 20 months and ultimately, why it's time to…
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47. What Can Happen in 300 Years?
"The only constant is change", they say. In this episode, Cal and Steph discuss just how drastically the world has changed and will continue to change. From the iPhone... to the Internet... to antibiotics... to human flight... to to the sequencing of DNA... to perhaps the most important fact that...
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46. The Life Lessons You Shouldn't Ignore
There's an endless sea of advice online. Whether it's from a vague Twitter thread or a clickbait blog post, the advice sounds catchy, but if we're honest... often holds little water. However, we all know from experience that the right lessons, sometimes even sitting in plain sight, can genuinely...
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45. Are You Playing Russian Roulette With Life?
In this episode, Cal and Steph discuss the hidden side of risk: the infrequent, often unpredictable events that make the biggest differences in our lives. If you look around, rare, high-impact events are everywhere. A small number of days in the stock market drive the bulk of the returns. Large...
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44. The Best Sh*t We Learned in 2021
In this episode, Steph and Cal break down the best of 2021. You'll find out the... Best New Idea Best New Skill Best New Life Hack Best New Experience Best/Worst Purchase Best/Worst Investment Best/Worst Trend Best Podcast Creator of the Year Best Personal Win/Accomplishment #1 Goal for Next Year...
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43. Technology that People Feared
What do airplanes, railroads, and jazz music have in common? They were all innovations that people feared. In fact, if you look into any key technology shift from the past, you'll find a wealth of fear, uncertainty, and doubt surrounding it. And while this shouldn't be surprising, we can still...
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42. Special Episode: Finding Meaning in Sudden Death
Death is universal part of the human experience. During our lives, we often must confront the painful reality of death around us, and eventually, we face that reality ourselves. What's odd is that despite death being at the core of the human experience, many people avoid talking or thinking about...
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41. The Future of Work: What Comes Next? (Part 2)
In the second part of this series on the future of work, Steph and Cal dive into new products and services, alongside macro trends that they predict are in full flux. These include mass migration, global tax infrastructure, opportunities for services to specialize, increased isolation, UBI, and…
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ABOUT THIS SHOW
Formal schooling does a terrible job of preparing you to thrive as an adult. The Shit You Don't Learn in School podcast exists to make up for this societal failure. In this show, Calvin Rosser and Steph Smith share stories, insights, and resources designed to help you improve the quality of your personal and professional life. If all works out, you'll be at least 1% better at navigating the waters.
HOSTED BY
Calvin Rosser & Steph Smith
CATEGORIES
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Frequently Asked Questions
How many episodes does Shit You Don't Learn in School have?
Shit You Don't Learn in School currently has 97 episodes available on PodParley. New episodes are automatically indexed when they're published to the podcast feed.
What is Shit You Don't Learn in School about?
Formal schooling does a terrible job of preparing you to thrive as an adult. The Shit You Don't Learn in School podcast exists to make up for this societal failure. In this show, Calvin Rosser and Steph Smith share stories, insights, and resources designed to help you improve the quality of your...
How often does Shit You Don't Learn in School release new episodes?
Shit You Don't Learn in School has 97 episodes. Check the episode list to see recent publication dates and frequency.
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You can listen to Shit You Don't Learn in School on PodParley by clicking any episode. We provide an embedded audio player for direct listening, and you can also subscribe via your preferred podcast app using the RSS feed.
Who hosts Shit You Don't Learn in School?
Shit You Don't Learn in School is created and hosted by Calvin Rosser & Steph Smith.
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