Shit You Don't Learn in School

People say that COVID was an accelerator, forcing trends that may have taken decades to develop, to instead take hold in much less time. Remote work was one of those trends. But we're not done yet! The future of work is constantly evolving and it doesn't just impact whether you can Zoom without pants. :) In this episode, Cal and Steph discuss the second and third order effects of the rem...

The information age gives us access to so much advice that it can be hard to see through the noise. 4AM morning routines that don't make sense for you. Productivity hacks that hardly move the needle. Hindsight bias cloaked as success stories. Most advice is well-intentioned, but rarely translates to improvements in another person's life. So this week, Cal and Steph took a step back to as...

With the exception of a few companies like Buffer and GitLab, 99.99%+ of companies opt to keep their salaries closed. This closed nature creates information asymmetry and at times, inequity in the workplace. Lack of transparency gives companies a hall pass to not develop a robust compensation system, but at the same time, sharing salaries openly isn't without its pitfalls, including privacy a...

Wealth inequality has been increasing for decades, and recently, there has been a heightened focus on billionaires as we debate what to do about the concentration of large swaths of wealth in a few hands. In this episode, Steph and Cal discuss whether or not billionaires should exist, common proposals for dealing with billionaires, and a few policy proposals for how we can start thinking about tac...

In this episode, Cal and Steph discuss the subjective nature of pricing. They explore how a value extends beyond utility or the physical nature of an asset (think luxury items, NFTs, etc) and use these ideas to explore new pricing models, including tiered, retention-based, and completion-based pricing. They also explore how our own psychology can inhibit use as consumers to spend on what's mo...

In this episode, Steph and Cal dive deep into traditions, the societal defaults that shape how we think and act in the world. They start by exploring the origins of the 40-hour work week, modern alternatives, and how we can rethink the idea of retirement. In the second half of the episode, they explore how the ways in which commonly held beliefs about monogamy, love, and marriage may not set peopl...

The big failure of most productivity advice is the focus on efficiency – getting things done more quickly. We should be focused on effectiveness – making sure we're doing the right things. In this episode, Steph and Cal explore how we can rethink productivity to get more out of how we spend our most valuable resource: time. They cover a variety of topics, including many practical ideas about...

We're all familiar with how to increase physical security – locking our doors, paying attention to our surroundings, putting valuables in a safe, etc. – but what about our digital security? With an increasingly digital world comes a less perceptible risk – the risk of having your information hacked and exploited by someone with whom you will never see or interact. In this episode, Steph and C...

At a time where several asset classes are at all-time highs, there's a lot of talk about whether we're in a bubble. That, coupled with crypto assets falling to ~half of their highs, prompted Cal and Steph to dive in to try to answer this question. In this episode, they discuss the markings of past bubbles, the innovation hype cycle, the difficulty in profiting from nascent innovations, t...

Travel is fun, but it becomes even more enjoyable once you know how to do it well. Collectively, Steph and Cal have visited over 70 countries while working remotely, learning a bunch of useful tips for better travel along the way. In this episode, they share some of the most useful learnings, including: - How to avoid getting scammed - How to choose a location and plan a trip - How to choose an ac...

30 days ago, Calvin and Steph set out to record 30 pods in 30 days. Today was the final episode of their challenge, where they reflect on what went well, what didn't go so well, and if they plan to continue recording. 

The world is run by incentives, but what happens when those incentives go wrong? In this episode, Calvin and Steph talk through the Cobra Effect, a phenomena incentives designed to improve society actually end in negative consequences, often resulting in actions counter to the original goal. They discuss several examples of the effect and how people can not only be more aware of it, but also how t...

Drinking alcohol is embedded within the social fabric of society, but how do we take control of our relationship with alcohol? For all of the fun it supports, alcohol is a poison that causes unnecessary physical, mental, and emotional harm for many people. In this episode, Steph and Cal interview Taylor Platt, a Princeton graduate and NBA strategist who went sober 3 years ago. Taylor shares why he...

Whether we'd like to believe it or not, age is a signal that people judge others by. In a professional setting, it can signal your level of experience and for that reason, it can be difficult to earn the trust of a team, if they happen to be older than you. In this episode, Calvin and Steph talk through their experiences managing at a young age and what tips they have for effective leadership...

In recent episodes, Calvin and Steph have discussed lifestyle creep and how when you make more, you have the tendency to spend more. In this episode, they brought on a friend and colleague Ethan Brooks, to discuss in what circumstances it does make sense to splurge. In particular, they discuss their experiences in hostels and when it was time to upgrade. 

We all accumulate possessions throughout our lives, but how often do we evaluate whether or not all that stuff is helping or hurting us? In this episode, Steph and Calvin talk about what they learned from living out of backpacks for 4 years, how expensive items carry a psychological burden, and how to think about what you buy over time.

No matter how talented you are, you'll inevitably be a victim of imposter syndrome. But, there's a flipside to every coin and for imposter syndrome, it's the compulsion to always be better. Is is possible to get the upside and limit the downside? In this episode, Calvin and Steph discuss how they've managed imposter syndrome and balance their ambition to improve, with the tende...

Most of us walk around thinking that the world is getting worse. But is this actually true? In this episode, Steph and I walk through a quiz that shows us just how wrong our instincts are about the state of the world and why we consistently believe that things are far worse than they actually are.

As technology becomes more ingrained in our daily lives, the question must be posed: how important is it for people to “keep up” technologically. In this episode, Steph makes a case for the importance of tech literacy and how she believes that with time, technical literacy will be viewed in a similar vein to written and oral literacy today. Calvin and her walk through how people can start dipping...

Whether we'd like to admit it or not, finances have such a significant impact in our lives, both in micro and macro decision making. We also can't ignore how people have different relationships with their wealth, even at the same level of income. In this episode, Calvin and Steph talk through the concept of being "post-economic", how they think about their "f*** you money&...

Facebook, Amazon, Apple, Netflix & Google (FAANG) have dominated and become integrated parts of all of our lives in the software era. But if you look at history, time and time again, the leading companies of the present aren't the leading companies of the future. In this episode, Steph and I explore the areas of innovation that might produce companies that displace FAANG and how those com...

Among the many biases that we can fall prey to, one of Calvin's favorites is the fundamental attribution error. The bias, sometimes known as the "correspondence bias", is your tendency to assume that someone's behavior is due to the "kind" of person they are, rather than the circumstances impacting them. In this episode, Calvin and Steph discuss the cognitive bias, wh...

With 7 billion people on Earth, it's incredibly hard to be at the absolute top of any field. In this episode, Steph and Calvin discuss what they learned from their brief stints of being "world-class" in chess and golf, respectively. They also dive into the 10,000-hour rule, mastering skills in adulthood, and managing your psychology along the way.

In most companies, there are two major role types: individual contributors and managers. The career track goes one way and not the other; IC upleveling to a manager. But is that the best way? Calvin and Steph share their stories as both ICs and managers, and think through how companies can get the most from their uniquely talented individual contributors.

As a follow up from episode 14, Calvin and Steph debate what work life will be like post-pandemic. Will people rush back to the office? Or will they bask in their newfound flexibility? Listen in to find out how they think both companies and individuals may progress over the coming years!