Sensemaking with Wolé and Tobi

104: What the Diddy Story Forces Us to Confront

Familiarity does strange things to judgment.
It’s surprisingly easy to feel informed about people we’ve never met. Artists, leaders, creators, public figures. When someone has been around long enough, their presence alone can start to feel like understanding.
But being familiar with someone isn’t the same as knowing them.
Using the recent conversation around Sean “Diddy” Combs as a loose reference point, we talk about what happens when new information messes with a picture we already had in our heads. How quickly we settle into stories about people. How slow we are to change them. How much of what we “know” is really just repetition and proximity doing their thing?
We also explore the concept of parasocial attachment, examining why closeness (real or imagined) sometimes softens our judgment and how familiarity often convinces us we’ve figured someone out.
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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

103: Are We Falling Out of Love With Social Media?

If you’ve been feeling weird about social media lately, we’d love to hear it. Send us a quick voice note on Speakpipe (http://bit.ly/sensemakingvn).
Now… into the episode:
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Do you ever feel like everything online looks like a movie trailer now? From Instagram reels to indie films - same lighting, same tone, the same “algorithm-approved” format.
In this episode, we talk about the conflict of being people who actually enjoy creating things… but are slowly falling out of love with the platforms we’re supposed to use to share them.
We get into why Instagram has started to feel like junk mail, how marketing your work can quietly breed resentment, and why even modern cinematography — as clean and beautiful as it looks — sometimes feels strangely empty.
We also get into the deeper questions:
Is it still possible to make meaningful work in a world that seems to reward noise?
What does authenticity even look like anymore?
And what happens when your art starts serving the machine, instead of the other way around?
A slow-burning, think-out-loud kind of episode. For the creators, the observers, and everyone in between.
Before you go, remember you can send us a quick voice note on Speakpipe (http://bit.ly/sensemakingvn) and tell us how you feel about social media right now. Are we all experiencing the same quiet fatigue?
 

102: Thinking Out Loud at About AI

You can send us a quick voice note with your thoughts on Speakpipe (http://bit.ly/sensemakingvn).
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.Artificial intelligence has gone from a niche conversation to an unavoidable presence in work, in creativity, in relationships, in how we communicate, and even in how we think. And suddenly, it’s hard to remember a time before “ChatGPT”
But beneath the hype, there’s a deeper struggle: How do we stay human when the tools around us are accelerating faster than our ability to make sense of them?
For some of us, AI feels like magic, the thing that expands what we can build, speeding up work, giving us leverage we’ve never had.
For others, it triggers anxiety, identity questions, shame, and a quiet fear that we’re slowly outsourcing the very things that make us who we are.
In this episode, we sit in the messy middle. We talk about how easy it’s become to hand our thinking over to machines, where the line is between getting help and becoming dependent. Why the internet is filling up with AI-generated slop. And how we risk losing the muscle of thinking if we stop using it.
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You can also share your thoughts with us. How is AI showing up in your work and life right now? Send a quick voice note on Speakpipe (http://bit.ly/sensemakingvn), and we’ll weave your thoughts into future conversations.

101: We're Back

After an 18-month break, a rebrand, a move across countries, a wedding, a baby, and a whole lot of growing up, we’re back on the mics - this time as Sensemaking with Wolé and Tobi.
If you’ve been with us for a while, the name probably won’t surprise you as it’s what we’ve always quietly been doing on this show: trying to make sense of a world that feels familiar and unpredictable at the same time.
Work, relationships, cost of living, identity shifts… and now AI headlines, changing definitions of home, and the pressure to choose wisely and stay sane in the middle of it all.
Underneath the life updates, there’s a bigger “wicked problem” we’re trying to make sense of: How do you keep making sense of your life when everything keeps changing - your city, your work, your relationships, the tech you use - and you’re stuck between overthinking and actually doing?
This is what Sensemaking is for.
Formally, it’s the process of giving meaning to experience. Informally, it’s psychological survival - a way of keeping chaos from taking over.
This podcast is our modest attempt to engage in that process: earnestly, imperfectly, and out loud. And this time, it won’t just be our voices.
We want to hear you: your reflections, your questions, your confusions, your hard-won insights. Fewer guests, more community. Because the antidote to isolation is shared attention, and the path forward is rarely walked alone.
If you’ve been with us since 20s Convos or The Yellow Pill, this episode is a welcome-back hug.
If you’re new, this is the perfect place to start.
Welcome to Sensemaking. Let’s bring order to the chaos, one conversation at a time.

S10E20 - The Farewell Episode

After four amazing years and 100+ unforgettable episodes, The Yellow Pill journey comes to an end 💛
It has been an incredible chapter of our lives, & we want to take a moment to express our deepest gratitude to each and every one of you.
Whether you’ve been with us since day one of ‘Instagram Lives’ and 20sConvos or you’ve joined the journey along the way, you have been the heartbeat of our podcast.
Your presence and support have meant the world to us and have been the driving force behind every episode.
Together, we’ve explored 100 burning and meaningful topics that have inspired, challenged, and entertained us. You have no idea how much the conversational exercises on such diverse topics have made us nearer to being Whole. We’ve laughed, we’ve learned, and we’ve grown.
Honestly, it’s been a privilege to have had this shared space that permitted you to witness our thoughts, experiences, and passions each week. Your engagement, comments, and messages have sparked countless conversations and brought our community closer together.
We also want to extend a special thank you to all 60+ guests who have been on this podcast, and whose words and experiences have enriched our podcast over time. We know you are all one text away and we appreciate that. Thank you! 💛
And finally, to you, our listeners, thank you for inviting us into your lives, for lending us your ears, and for being a part of this extraordinary journey. Your support has been the greatest gift of all, and we are endlessly grateful for the memories we’ve shared 💛
This may be the end but it is not goodbye. We hope our paths will cross again in the future, whether it’s through new projects, social media, or chance encounters 😉. Until then, please know that you will always hold a special place in our hearts.
As we bid farewell, we urge everyone to take up our message in the previous episode and believe that your lives have meaning. And with that, have a great 2024!
Thank you for being a part of our podcast family and for making these past four years an unforgettable adventure.
Peace & love,Wolé & Tobi
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To leave a comment at any point during your listen, here's a link you can use - https://bit.ly/typs10e20
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Before you go, here's one more way to still support the podcast for one last time 💛
Leave us a review where you're listening right now! 💫

S10E19 - Why Your Life Has Meaning

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Season 10, Episode 10, our 100th topic-episodeThis will be the most important episode to emerge from our podcast. There’s a chance it will also be the last.We’re closing the curtain with an episode we believe will be an abiding formula for hope and sustenance. We’re bowing out with a hymn of encouragement.We believe your life has meaning. Despite all the unfathomable and overwhelming chaos that may exist (in reality or perception) on a global, societal, and personal level, we believe your journey is meaningful, we believe you matter.Young adults are rarely taught how to realise that their existence has a justification. And from this podcast seat, convincing one of these truths is the most difficult of tasks.Due to this difficulty, we ended up with a 2-hour episode. But it’s an episode where each sentence, response, and message maturely represents what we’ve learnt in the last 4 years, inside and outside the podcast.We hope this episode helps to confirm that your life has meaning.
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Before you go, here are a few ways to support the podcast!
Become a TYP Patreon ♥️ - http://patreon.com/theyellowpillpod
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S10E18 - The Future of TYP II

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As the title suggests, this episode serves as a follow-up to our previous "cinematherapy" episode, where we invited all of you to "eavesdrop" on our conversation about the future of the podcast.
In this episode, we make our best effort to address a detailed comment about the original episode and also take the opportunity to share a few more thoughts about what lies ahead for The Yellow Pill.
We hope you enjoy listening to it!
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Before you go, here are a few ways to support the podcast!
Become a TYP Patreon ♥️ - http://patreon.com/theyellowpillpod
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S10E17 - PDA on Social Media

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From the days of Display Pictures (DPs) on Blackberry Messenger to the present day with Instagram and others, many social media users have chosen to share and post about their love lives online.
This activity of public displays of affection (PDA) online is not new, but it is certainly pervasive. With obvious reasons aside, why do we do it? Why do some people share a lot more about their partners and relationships with the world than others?
In this episode, our intention is not to categorize this behaviour as good or bad, right or wrong. After all, to each their own 😉.
For this reason, we focus our discussion on online PDA mostly based on our own experiences. No science, no philosophy, just our personal experiences and approach to online PDA.
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Before you go, here are a few ways to support the podcast!
Become a TYP Patreon ♥️ - http://patreon.com/theyellowpillpod
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S10E16 - The Future of TYP

To listen to this episode in its entirety and for more exclusive content from Wolé and Tobi, join us on Patreon! - http://patreon.com/theyellowpillpod
To leave a comment at any point during your listen, here's a link you can use - https://bit.ly/typs10e16
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With Season 10 nearing its end, we chose to bring one of our off-air conversations into this on-air cinematherapy episode: what does the future hold for this podcast?
While this may or may not sound existential lol, it’s actually a normal behind-the-scenes exercise for us to re-evaluate our podcast, our responsibility, and frankly, ‘why we (continue to) do this’.
We haven’t yet figured out what the future holds, but we hope we can do that together by inviting you into our thoughts.
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Before you go, here are a few ways to support the podcast!
Become a TYP Patreon ♥️ - http://patreon.com/theyellowpillpod
Leave us a review where you're listening right now! 💫
Ask us anything - http://bit.ly/typauas10
Follow us on Instagram (@theyellowpillpod) 📷
Follow us on Twitter(X?) (@yellowpill_pod) 🐦

S10E15.9 - Happy New Year!

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What’s in store for you this new year?
Did you make any new resolutions focused on 2024? Goals? Paradigm shifts? Or is it business as usual because the ‘new year change’ is often overstated?In this episode, we exchange our feelings and thoughts about the new year, most of which centre around gratitude, love, health, & money!
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Before you go, here are a few ways to support the podcast!
Become a TYP Patreon ♥️ - http://patreon.com/theyellowpillpod
Leave us a review where you're listening right now! 💫
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S10E15.5 - The One About Christmas

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In their usual fashion, Wole and Tobi take a "break" from their regular programming to reflect on Christmas and its significance to them. They discuss their Christmas traditions, or the lack thereof, as well as how their backgrounds and cultures influence the celebration of the season among their families. The conversation also includes Tobi's “recurring complaint” about capitalism and its impact on various aspects of life.
Enjoy the conversation and Merry Christmas!
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Before you go, here are a few ways to support the podcast!
Become a TYP Patreon ♥️ - http://patreon.com/theyellowpillpod
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S10E15 - The Death of Hobbies?

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What are your hobbies?
Depending on the context, we’ve struggled/cringed at answering this question at some point.
When we talk about hobbies colloquially, we are describing an aspect of a broader idea of ‘serious leisure’.
Hobbies, or serious leisure, have typically been associated with activities undertaken for play or pleasure during free time. But there’s a growing concern that nowadays, everyone’s free time activities always have to be ‘productive’ or ‘profitable’, and therefore we are witnessing the death of hobbies.
We try to tackle this in this episode by answering some of these questions: What is the function of hobbies? How do they differ from leisure? Are hobbies truly dying? What role has capitalism and social media played in modern hobbies? What hobbies are attractive, and why?
By tackling this, we realised that understanding the role of hobbies is of huge importance to our humanity and why hobbies matter!
Not sure if this caption does justice but this was one of our favourite episodes to record so far! 🎤 💛
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Before you go, here are a few ways to support the podcast!
Become a TYP Patreon ♥️ - http://patreon.com/theyellowpillpod
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S10E14 - Cinematherapy: Parasocial Gone Wild!

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Coming up next on Cinematherapy is a rather strange movie called "Ingrid Goes West," a dark comedy that tells the story of Ingrid Thorburn, who becomes fascinated with Taylor Sloane, a popular social media influencer.
Motivated by a series of unexpected events, Ingrid decides to relocate to Los Angeles to befriend Taylor and immerse herself in the glamorous and seemingly flawless world showcased on Taylor's Instagram feed. However, as Ingrid's fascination intensifies, the boundaries between reality and the carefully crafted online personas start to blur.
Following our main episode on parasocial relationships, we unpacked the theme a bit further, trying to answer questions like: at what point does admiration for someone popular become a problem? Are parasocial relationships 100% bad? Are there leading indicators for folks who build up parasocial ties?
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Before you go, here are a few ways to support the podcast!
Become a TYP Patreon ♥️ - http://patreon.com/theyellowpillpod
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S10E13 - Parasocial Relationships

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Ever heard of parasocial relationships? Regardless of your answer, the odds that you're in one are quite high.
Parasocial relationships are those one-sided relationships where one person extends emotional energy, interest, and time, and the other party, the persona, is completely unaware of the other's existence.
This is very common with celebrities, sports teams, influencers, and many famous media personalities.
While PSRs can be a natural part of human development, these relationships can easily become self-destructive for many reasons.
When deciding on this episode, we were lucky that one of our friends, @aanjola, also focused on this concept in her master's thesis, and having her join this conversation was definitely more enlightening for us!
We posit that PSRs are okay but require more attention as we get older, as the negative impacts can loom even more.
Even for us creators, we also have a responsibility to foster healthy PSR connections with all of you!
It's a great episode not to miss! We learned a lot..
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Before you go, here are a few ways to support the podcast!
Become a TYP Patreon ♥️ - http://patreon.com/theyellowpillpod
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S10E12 - Cinematherapy: To Kill One or Save None?

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In this latest cinematherapy episode, we deep-dive into the intricate world of ethics, aiming to dissect the perplexing film, "The Killing of a Sacred Deer (2017)."
We follow the journey of Steven, a charismatic surgeon, whose life spirals into darkness when a mysterious teenage boy introduces a chilling ethical dilemma.
As we untangle the plot, it beckons us to ponder the haunting question, "to kill one or save none?"
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Before you go, here are a few ways to support the podcast!
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S10E11 - This Thing Called Ethics

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There is one rule about conversations and debates on ethics: they never ever end ♾️. However, this conversation had to end because we needed to sleep 🛌. Plus, no one would enjoy a 9-hour podcast episode anyway.
Fortunately, this episode was a concise 90 minutes of learning and debating ethics, including its origins, various perspectives, and real-life ethical dilemmas.
There are two kinds of people in this world: those who find ethics sexy and those who yawn at the sound of Kantianism. Which one are you?
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Episode resources
The Trolley Problem in Real Life (Youtube Video) - https://youtu.be/1sl5KJ69qiA?si=NFf9JBsYcKYvA6Kd
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Before you go, here are a few ways to support the podcast!
Become a TYP Patreon ♥️ - http://patreon.com/theyellowpillpod
Leave us a review where you're listening right now! 💫
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S10E10 - Cinematherapy: Going The Distance

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Navigating long-distance relationships can be challenging. In this cinematherapy episode, we explored the complexities of love, distance, and pursuing dreams through the romantic comedy "Going the Distance."
While the movie added humor to the narrative and prompted reflection on commitment, sacrifice, and striking a balance between personal aspirations and shared goals, our discussion delved even deeper into the real-life implications and emotional complexities of long-distance connections
We examined factors that influence the stability of geographically close relationships (GCRs), including socioeconomic contexts, age dynamics, relational quality, and reasons for the move. By dissecting these elements, we unravel the intricate webs that shape a long-distance relationship.
We also explored the impact of career prospects and future intentions on the move, and how they can introduce complexities like resentment or guilt.
Additionally, we addressed gender differences and cultural nuances, investigating how the "mover" and the direction of the move can affect relationship dynamics.
Whether you are in a long-distance relationship, considering one, or intrigued by human connection, this episode offers a thought-provoking exploration of the elements that contribute to the success or challenges of love and geography.
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Before you go, here are a few ways to support the podcast!
Become a TYP Patreon ♥️ - http://patreon.com/theyellowpillpod
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S10E9 - A Guide To Long Distance Relationships

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.In this episode, we examine the findings from a dozen top scientific publications on LDRs & combine this with the contextual touch of personal experiences to present a guide on what makes long-distance relationships successful.By success here, we simply mean satisfaction and stability, and not necessarily “going all the way”.This episode will form part 1 of 2 on this topic! It’s one not to miss..
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S10E8.9 - What Happened on Holiday?

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After a 2-week break, Wole and Tobi are back on the mic with updates from their trip. Wole talks about his experience of coming back to Nigeria after being away for a while, while Tobi, being a bit mysterious, drops a few hints about his trip to the U.S., leaving us all curious about what he was really up to.
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Before you go, here are a few ways to support the podcast!
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S10E8.5: The Holiday Pill

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.We’re hitting you with a brief mid-season break as we’re both away on holiday missions at different locations 😄We recorded a short catch-up and it spills the tea on what we’re up to and when we’re back! 😉
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Before you go, here are a few ways to support the podcast!
Become a TYP Patreon ♥️ - http://patreon.com/theyellowpillpod
Leave us a review where you're listening right now! 💫
Ask us anything - http://bit.ly/typauas10
Follow us on Instagram (@theyellowpillpod) 📷
Follow us on Twitter(X?) (@yellowpill_pod) 🐦