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.
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 the Galapagos Islands might be the best place on Earth to see nature as it was before humans took over.
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Disclaimer: This episode and all episodes of the SYDLIS podcast are not affiliated with Steph's work at Nvidia and is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice.
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Disclaimer: This episode and all episodes of the SYDLIS podcast are not affiliated with Steph's work at Nvidia and is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice.
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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Quick note: This episode was recorded in December 2025. Much has changed in that month, including that Steph is now at Nvidia! All content published on the SYDLIS podcast (past/present/future) is unaffiliated with Nvidia.
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 idea to life, managing your psychology, maintaining a reputation, how to price projects, and doing all of this while working a full-time job.
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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 where to start and default to keeping things the way they are. That's okay, but what if you could make a few simple, affordable changes to enhance your experience at home?
In this episode, Cal and Steph discuss how a trip to Japan inspired them to spruce up their home after years of not giving this topic much thought. You'll learn about what they did, how they made decisions in a world of infinite choices, how much it cost, and other ideas that may give you a head start if you take on a similar project.
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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 many of the major categories – from sleep to supplements and beyond.
Of course, this podcast is for information purposes only and is not health or medical advice. Always consult a healthcare professional for any medical concerns or questions.
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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.
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!
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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.
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.
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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.
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.
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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.