Shit You Don't Learn in School

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.

  • 56 minutes 42 seconds
    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 once remembered. This episode is a walk through that story, but more importantly, how she got back on track and just ran her first half-marathon. This year, she’ll surpass over 500 miles and next year, the aim is 1000+.

    The best part is? This cornerstone of all our lives – health, that is – is possible for all of us to turn around. 



    17 November 2024, 8:00 pm
  • 1 hour 23 minutes
    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 navigate one of the best countries in the world.

    If you missed part 1, start there!

    Resources discussed:


    This episode is not affiliated with Steph's work at a16z and is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors in any a16z fund. For more details please see a16z.com/disclosures.


    3 November 2024, 7:00 pm
  • 1 hour 17 minutes
    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 distinct place, and much more.

    In our next episode, we get tactical and break down exactly how we would plan a future trip to Japan, in case that's something you've got on the horizon.

    Resources discussed:


    This episode is not affiliated with Steph's work at a16z and is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors in any a16z fund. For more details please see a16z.com/disclosures.

    27 October 2024, 5:00 pm
  • 50 minutes 45 seconds
    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 each idea, rate it on a scale of A-F, discuss modifications that would make it better, and most importantly, roast each other when the idea is a little too half-baked.

    This episode is a part of the broader nudge Steph and Cal push for everyone to see that there are endless ideas to pursue when you learn to see them in the world.

    Business ideas covered:

    1. Marketplace for premium goods
    2. Hot sauce tasting kits 
    3. Long-duration gifting platform
    4. AI-powered collectible evaluators
    5. The upgraded ZYN tin!
    6. Unrecordable digital spaces
    7. Making friends as an adult workshop
    8. Bidirectional poll-based newsletters
    9. Hyper-localized surf guides
    10. Immersive, animal sensory museums
    5 November 2023, 11:00 pm
  • 37 minutes 35 seconds
    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 the depths of identity and how being intentional around what parts of your identity you adopt, shed, or embrace can lead to a more fulfilled life.

    15 October 2023, 3:00 pm
  • 54 minutes 55 seconds
    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 episode, Cal and Steph discuss four unconventional ways that you can use the internet to find good ideas for businesses and products that people actually want.

    You’ll learn how to:

    • Use Twitter searches to discover products that people want
    • Tap into a rich reservoir of unsolved problems with Wikipedia
    • Leverage a sci-fi technology database to dream up the future
    • Leverage patents to see what companies are investing in

    Resources Mentioned

    This episode is not affiliated with Steph's work at a16z and is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors in any a16z fund. For more details please see a16z.com/disclosures.

    7 October 2023, 1:00 pm
  • 1 hour 2 minutes
    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  -- (who has written several novels, thousands of poems, and hundreds of short stories) has some merciless takes on the art of writing. And although merciless, many ring true.

    In this episode, Cal and Steph dive into the mind of Bukowski and the key lessons we can learn about creating art that truly shakes you alive

    This episode is not affiliated with Steph's work at a16z and is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors in any a16z fund. For more details please see a16z.com/disclosures.

    30 September 2023, 1:00 pm
  • 57 minutes 4 seconds
    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 of those people, starting in 2016.

    Now that the world has caught up, they decided to reflect back on what was so special about that period and what, in retrospect, they might've seen then that much of the world had still not (and in some ways still hasn't) understood.

    Listen in for a look inside the early days of digital nomadism.

    This episode is not affiliated with Steph's work at a16z and is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors in any a16z fund. For more details please see a16z.com/disclosures.

    24 September 2023, 12:00 pm
  • 40 minutes 25 seconds
    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 successful living artists, had been creating thousands of pieces across nearly a century, and has quite the storied past.

    In this episode, you'll learn about this incredible artist, from her long-time struggle with mental health (she has been living out of a mental facility for 50 years!) to her alienation from the art community and Japan, and how she ultimately succeeded beyond all of that noise by continuing to create a gobsmacking amount of art. A true hero's journey. 

    It's truly a wonder that we hadn't heard of Yayoi earlier. We hope this episode leaves you just as astounded by her as we are.

    18 September 2023, 2:00 pm
  • 33 minutes 37 seconds
    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 articles, which you can read here:

    This episode is not affiliated with Steph's work at a16z and is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors in any a16z fund. For more details please see a16z.com/disclosures.

    9 September 2023, 8:00 pm
  • 59 minutes 55 seconds
    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 vastly different norms around the world, and the confusing place we're left in today especially in an era of Square terminals and where tipping seems to be infiltrating the unexpected.

    Has tip culture gone too far? Listen in to find out.

    This episode is not affiliated with Steph's work at a16z and is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors in any a16z fund. For more details please see a16z.com/disclosures.

    2 September 2023, 1:00 pm
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