All Episodes

Displaying episodes 31 - 60 of 138 in total

Online Dating and Unconditional Parenting

After a few weeks away, we’re back with another episode that dives into Ali’s dating life and explores more theories and ideas around children and parenting. We first...

Starting A Charity, Having An Impact and An Important Pledge

This week we’re joined by returning guest to the podcast, Lucia, to talk about her charity work. We discuss her reasons for starting her charity, LEEP, her experiences...

Guitars, WeWork & The Curse of Knowledge

After a couple of weeks away, we’re back with updates on what we’ve been up to since our last recorded episode. From Taimur’s live rendition of Brown Eyed Girl to Ali’...

Anna Codrea-Rado (Author & Podcaster) on Writing, Careers & The Changing Nature of Work

This week we’ve got another in-betweenisode because our diaries didn’t match up for us to record a podcast so we’re releasing an interview that Ali recently did with j...

How should we treat children? (A Brief Discussion)

In this short episode, we continue our recent discussions around how kids are treated in society. We talk about a recent post by Duncan Sabien which raises four main p...

Toxic Productivity, Competition & Framing Work

After a week away, we’re back with a typically wide-ranging episode. Our discussion ranges from toxic productivity to mindsets around competition and competitiveness t...

Brandon Sanderson (Best-Selling Author) on Writing, Careers and Finding Your Passion

Hey everyone - another bit of an 'in-between'-isode this week. In this episode, Ali talks to Brandon Sanderson - his favourite author of all time. Brandon is a best-se...

Reflections on 100 Episodes

In this episode, we look back over the past two years of recording this podcast. We discuss why we think it’s lasted so long, reflect on how the podcast has changed ov...

Should we optimise our relationships?

In this episode, we're joined by Joey Savoie, co-founder of Charity Entrepreneurship. Joey's an expert at 'spreadsheetising' all aspects of his life, including health,...

Introverts, Extroverts and Identity Signals

In this episode, we begin by talking about Ali’s theory for what makes for a good blog post or YouTube video before a tweet from none other than Agnes Callard about in...

Social Media and Sincerity

In this episode, we talk about earnestness and sincerity when posting on social media. We discuss Ali’s decision to start writing online, why it feels different postin...

Justin Kan (Twitch Co-Founder) on Entrepreneurship and Living a Meaningful Life

Hey everyone - a bit of an 'in-between'-isode this week. In this episode, Ali talks to Justin Kan a renowned internet entrepreneur, investor and founder and the co-fou...

Pity vs Sympathy

In this episode, we break down our feelings over the outpouring of nice comments that viewers kindly left on YouTube on our last episode. We touch on the difference be...

Emotional Rollercoasters

In this episode, we explore some emotional rollercoasters we've both been on - Ali with regards to his book and reading mean comments online, and Taimur with regards t...

Book Discussion: The Righteous Mind

In this episode, we discuss The Righteous Mind by Jonathan Haidt, which explores questions of morality. We take a look at the three principles about morality that form...

Should we be trying to build an online audience?

This week we talk about the phenomenon of 'social media grifting' - trying to build an audience online through deliberate tactics. Most people think it's cringe, but w...

Trying to be Confidently Wrong

In this episode, we talk about epistemic humility - acknowledging the limitations of our beliefs. Taimur has recently made an effort to be *less* "epistemically humble...

Book Discussion - The Tyranny of Merit

In this episode, we discuss Michael J Samuel's book the Tyranny of Merit, which talks about the problems with the ideals of Meritocracy. We take a look at the history ...

How can we optimise for a meaningful life?

In this episode, we're joined by Neel Nanda to discuss life optimisations, career choices, how to live in alignment with your own values and how to treat your relation...

Misogyny, Generalisation and Controversial Topics

In this episode, we’re joined by our friend Sheen to discuss some complaints that a few listeners have raised over the years about this podcast having misogynistic und...

2020 Not Overthinking Highlights

In this episode, we discuss the highlights of the podcast from 2020, Ali shares some of the advice he's received about how to be better with women, and we try and figu...

Probing Questions to Reflect on 2020

In this episode, we answer some reflective end-of-year review questions. We introspect about new ways we've had fun in 2020, new ways we've suffered in 2020, and what ...

What do we want from life?

In this episode, we discuss some thought-provoking questions designed to help us (and you) figure out what we want from life. This turns into a commitment we make to o...

Disappointment, Seriousness and Sincerity

In this episode, Ali shares a disappointing moment from his week when System 1 thinking took hold of him. We then discuss Alan Watts' famous framing of life as a game ...

An Existential Crisis

In this episode, Taimur talks about the existential crisis that he's going through. We try and figure out what our real goals and motivations are for the things that w...

How authentic are we on this podcast?

In this episode, Ali moans about how he always comes across poorly in podcasts while Taimur always comes across well, and how this doesn't accurately represent how we ...

John O'Nolan on Life as a Nomad, Ghost and Optimising for Happiness

John O'Nolan is the developer, founder and CEO at Ghost which he has grown to a $2.7m/year business. He has become a digital nomad in recent years and has been working...

Austin Kleon on Writing, Creativity and The Importance of Idleness

This is an 'inbetweenasode' and features an interview Ali did with Austin Kleon as part of his Deep Dive series last month.

Is it immoral to publicly share revenue numbers?

In this episode, we discuss Taimur and Mack's setup of coliving in the Caribbean while Ali's stuck in rainy England. We then wonder aloud at length about whether Ali i...

Book Discussion - The Psychology of Money Part 2

This is the second part of our discussion of Morgan Housel’s book The Psychology of Money. We continue to explore some of the key points, like the role that luck plays...

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