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Reqless: Software in the Age of AI

Latest episodes

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Apr 9, 2024 • 1min

Podcast Coming Soon

Just a quick update today, because....WE'RE LAUNCHING A SHINY NEW VERSION OF ABOARD!!! Paul and Rich will be back on Thursday with a full episode (which, as you can imagine, will be about the shiny new version of Aboard). In the meantime, check out all our changes—open up the app or visit Aboard.com!
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Apr 2, 2024 • 28min

Stop Wrestling With Giants

This past week, the big news in the design software world was Canva’s acquisition of Affinity, and Paul and Rich kick off the episode by asking, “Is this a failure on Adobe’s part?” But of course Adobe remains a massively profitable company—so what drives the impulse to frame a giant tech company’s misses as overarching “failures”? As they mull over various motivations, they discuss how to reframe success on your own terms, outside the simple metrics of competition or industry trends.
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Mar 26, 2024 • 27min

Planning Through the Vibe Shift

Can we all agree that the vibes are off? On this week’s podcast, Paul and Rich dig into our broader societal malaise (the effects of the pandemic; our phones as an endless portal to misery) and discuss how business leaders can combat these feelings. Plus: Some early analysis of the DOJ’s antitrust case against Apple, and a story about a Formula 1 team using a single Excel spreadsheet for…everything.
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Mar 19, 2024 • 26min

What the TikTok Ban Means to Tech at Large

Algorithmically innovative? An important tool for connection? A grave national security threat? Paul and Rich discuss the recent bipartisan vote in the U.S. House of Representatives to ban TikTok—and whatever you think of the platform itself, they argue that the move says something significant about the American government’s relationship with big tech.
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Mar 12, 2024 • 23min

Exciting Product, Boring Business

How do you build a company that has an exciting product—but has nice, boring, stable qualities, too? Paul and Rich tackle this question from a variety of angles, from tax strategy to the value of marketing to treating the user like a spouse who might cheat on you if you stop putting any effort into the marriage. (And yes, don’t worry: There is also a fair bit of synth talk. And synth noises!)
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Mar 5, 2024 • 33min

Hard AI Choices

Will generative AI give us the answer or lead us to the answer—or is that the wrong question entirely? Paul and Rich assess the promise of AI through a lens of lightly skeptical optimism, trying to sort out hype from reality and figure out how exactly these tools might be embedded in everyones’ lives someday.
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Feb 27, 2024 • 27min

Demolishing the Global Town Square

As the last decade’s big social media platforms crumble, Paul and Rich reflect on the (false) promise of the “global town square,” and the suggestion that putting millions of people in a giant room together could be productive in any way. If the era of building software to facilitate networked connections is truly on the way out, does AI promise a return to an earlier, utility-based era of technology?
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Feb 20, 2024 • 27min

Learning From People We Hate

When Paul suggests recording a podcast about public figures they admire, Rich has a counter-offer—why not talk about people they hate instead? But this particular exercise has a catch: They can only discuss things they admire or feel they can learn from said figures, a very tricky exercise with certain politicians! A countdown of five business and political leaders that some large number of people hate—plus listen to the very end to hear exactly how Paul compares himself to Taylor Swift.
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Feb 13, 2024 • 25min

Paul Breaks His Foot and Observes Enterprise Healthcare Software

When Paul injures himself and is advised by his wife, Rich, and ChatGPT (seriously) to seek emergency medical attention, he goes to the urgent care and marvels at their utterly Byzantine technological set-up, from parallel, disconnected patient portals to being handed a literal CD-ROM with his X-rays. What can we learn from systems built for the captive user—and how does that apply to enterprise software more broadly?
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Feb 6, 2024 • 26min

Selling Software Like Tote Bags

What makes a person pay $120 for a tote bag—or fall in love with your software? Paul and Rich use a recent article about a TikTok influencer’s pricey (and popular!) tote bag to discuss our relationships with the things we buy, from unboxing videos (“commerce translated into emotional satisfaction”) to technologists’ largely incorrect assumption that adding one more feature will fundamentally change the way users feel about their product.

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