Sensemaking with Wolé and Tobi

Wolé and Tobi

Sensemaking (formerly titled 'The Yellow Pill') is a podcast where Wolé and Tobi navigate life, work, technology, and culture with thoughtful conversation, personal clarity, and modern insight, one honest episode at a time.

  1. 113: If We Were 18 Today, Would We Still Go to Uni?

    5H AGO

    113: If We Were 18 Today, Would We Still Go to Uni?

    Should you still go to university in 2026?   In this episode of Sensemaking, we wrestle with a question that feels increasingly uncomfortable: Is higher education still worth it?   With rising tuition costs, student debt, AI reshaping white-collar work, and youth unemployment climbing, the old promise — “go to school, get a good job” — doesn’t feel as solid as it once did. So what exactly is university for now?   We explore: The rise of the NEET generation (young people not in education, employment, or training) Whether degrees still translate into earning power Why migration has become a hidden driver of education decisions The generational gap between parents and today’s students What university actually gives you beyond a job And what they would tell their own 18-year-old selves today   To be real, this isn’t a rant against education, but an honest attempt to make sense of a system that feels like it’s shifting beneath our feet.   So we ask again: If you were 18 right now, would you still choose university? . . . If, while you’re listening, something crosses your mind, or you get that urge to jump into the conversation, we’d love to hear from you! Please send us a quick voice note using here: http://bit.ly/sensemakingvn

    48 min

  2. FEB 23

    112: Rethinking Work, Starting With the Job Market

    A simple question about today’s job market led us somewhere deeper. We began by reflecting on what we’re seeing — shifting hiring patterns, oversaturated applications, the quiet disappearance of certain entry-level pathways, and the rise of AI-augmented talent. But as the conversation unfolded, it became clear that the real question wasn’t just about jobs. It was about work itself. What makes someone valuable in their work? Is experience still defined by time, or by exposure and context? And as new tools begin to compress the distance between beginner and expert, what happens to the structures we’ve built around expertise, hierarchy, and apprenticeship? If knowledge can be accelerated, what becomes of judgment? If output can be amplified, what becomes of experience? . . . If, while you’re listening, something crosses your mind, or you get that urge to jump into the conversation, we’d love to hear from you! Please send us a quick voice note using here: http://bit.ly/sensemakingvn

    35 min
  3. 111: Are We Thinking Clearly About AI?

    FEB 18

    111: Are We Thinking Clearly About AI?

    We’re living through something strange, and nobody really knows how it ends. In this episode, we try to articulate that feeling — the sense that something massive is happening, billions are being poured in, companies are racing, narratives are hardening… and yet nobody actually knows how this ends. It feels like we’re inside a chapter that will later get a name. The “AI Boom.” The “AI Bubble.” The “AI Reset.” We just don’t know which one. We talk about: Why so many powerful people sound absolutely certain about the future What incentives are driving the hype (and who benefits if we believe it) Whether this is genuine transformation — or another cycle of over-promise But more importantly, this was a very human conversation about our scepticism and curiosity in all of this. About choosing to think for yourself instead of joining the hive mind. About asking what responsibility looks like when you’re building, investing, working, or creating in the middle of something that might reshape everything. Because sometimes the most important thing isn’t knowing what will happen, but being aware that you’re already living through it. . . . If, while you’re listening, something crosses your mind, or you get that urge to jump into the conversation, we’d love to hear from you! Please send us a quick voice note using here: http://bit.ly/sensemakingvn

    1h 7m
  4. 110: Bro, When Did Everything Become a Subscription?

    FEB 11

    110: Bro, When Did Everything Become a Subscription?

    Subscriptions used to be simple. A newspaper. A gym. Maybe a DVD club if you were feeling fancy. Now they’re everywhere: apps, TV, work tools, cars, even things in your house. And somehow none of them feel expensive on their own… until you look at them together.   This episode starts with a quiz, but it quickly turns into a bigger conversation about how the subscription model has quietly taken over modern life. We talk through how and when this shift happened, why entertainment subscriptions dominate so many budgets, and why cancelling things often feels harder than it should.  Subscriptions are everywhere now — from entertainment to work to things we used to own. But then you step back and realise how quietly that changed everything. And you start wondering if it’s actually better. We compare our own subscription lists, talk about the “zombie” payments we forgot to cancel, debate ownership vs access, and question whether this model is even sustainable long-term. Plus: which subs are genuinely worth it, which ones feel like scams in disguise, and the simple rules we use to avoid drowning in monthly charges. If you’ve ever looked at your bank statement and thought, “wait… what am I even paying for?” — this one’s for you. . . . If, while you’re listening, something crosses your mind, or you get that urge to jump into the conversation, we’d love to hear from you! Please send us a quick voice note using here: http://bit.ly/sensemakingvn

    59 min
  5. 109: When Did Raising a Child Become a Luxury?

    FEB 4

    109: When Did Raising a Child Become a Luxury?

    In this episode, Wole and Tobi try to make sense of a growing tension many people feel but struggle to articulate: why starting a family now feels economically overwhelming. Sparked by real nursery costs, they unpack how raising children has become increasingly financialised — from childcare and education to housing and work expectations. They explore fertility decline across regions, the mismatch between income growth and family costs, and whether modern economies have quietly made children feel like liabilities rather than a blessing. This isn’t an episode with neat answers. It’s a conversation about numbers, faith, fear, privilege, necessity, and meaning — and how people navigate parenthood when the system itself feels misaligned. As always, this is sensemaking in real time. . . . If, while you’re listening, something crosses your mind, or you get that urge to jump into the conversation, we’d love to hear from you! Please send us a quick voice note using here: http://bit.ly/sensemakingvn

    56 min
  6. 108: Is the Culture Moving On Without Us?

    JAN 27

    108: Is the Culture Moving On Without Us?

    In this episode, we explore a conversation around celebrity, accountability, and mental health, using Kanye West’s public apology as a reference point. We question what public apologies actually mean, how fame complicates responsibility, and why real growth usually happens away from the spotlight. We also touch on how mental health language has become more common, sometimes in helpful ways, but often in ways that blur accountability and reality.   From there, the conversation widens into culture and the rise of internet-native fame. We talk about figures like IShowSpeed and what they represent — a new kind of celebrity built on personality, algorithms, and constant visibility. It’s a reflection on how culture is shifting in real time, how relevance is being redefined, and what it means for people like us trying to stay grounded while the rules keep changing. . . . If, while you’re listening, something crosses your mind, or you get that urge to jump into the conversation, we’d love to hear from you! Please send us a quick voice note using here: http://bit.ly/sensemakingvn

    36 min
  7. 107: Between Point ‘A’ and Whatever’s Next

    JAN 21

    107: Between Point ‘A’ and Whatever’s Next

    A wide-ranging conversation on ambition, intuition, entrepreneurship, and the messy reality of building something meaningful. We talk about career uncertainty, momentum over clarity, the danger of hustle culture, and why sometimes the best progress happens when you stop trying to control everything. . . . If, while you’re listening, something crosses your mind, or you get that urge to jump into the conversation, we’d love to hear from you! Please send us a quick voice note using here: http://bit.ly/sensemakingvn

    48 min
  8. 106: The New Dad in Town

    JAN 12

    106: The New Dad in Town

    We’ve talked about fatherhood before, but usually in a vague, hypothetical way; looking at what it might look like, what it could require, what kind of men we'd need to become. But this time, it's different. One of us is now living it 🍼. So the conversation ended up being less about “being a dad” and more about what changes when life suddenly asks more of you. How your time feels different. How your head feels fuller. How you can be exhausted and grateful at the same time. How you catch yourself thinking, “Oh… this is me now.” We talk about the small stuff: the moments you don’t post, the quiet guilt, the pride you don’t know where to put, the sense that you’re still yourself but also… not quite. And how strange it is to figure things out while you’re already responsible for something that matters this much. We did not intend for this to come across as a how-to guide. There’s no big takeaway. Just two friends talking honestly about change, identity, and trying to show up properly, whatever that looks like right now. . . . If, while you’re listening, something crosses your mind, or you get that urge to jump into the conversation, we’d love to hear from you! Please send us a quick voice note using here: http://bit.ly/sensemakingvn

    59 min
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Sensemaking (formerly titled 'The Yellow Pill') is a podcast where Wolé and Tobi navigate life, work, technology, and culture with thoughtful conversation, personal clarity, and modern insight, one honest episode at a time.

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