Wild Hearts

If you're here for commentary on the Pope, Trump, or the geopolitics of frontier AI - this isn't that episode. If you're here for the unfiltered view from the people actually building Claude - stay.
This one is for the builders, the tinkerers, and the curious. Two of the people behind Claude - not here for governments, the press, or the Vatican. Instead, here to zero in on what they're seeing, and how you can get more from AI, however you're using it.
Katelyn Lesse runs engineering for Anthropic's Claude Developer Platform. Angela Jiang runs product. They're the people closest to what builders are actually doing with the technology and are exactly the kind of spark people they'll tell you every team needs.
What they're seeing: teams that transform overnight because one person in them is genuinely obsessed. Founders who move with the model instead of against it. A shift from "content is king" to "context is king" that most people haven't caught up to yet. And a clean slate advantage - available to anyone willing to look at an old problem as if it's never been solved before.

Earlier this year, Eucalyptus sold for $1.6 billion - one of the biggest exits in Australian startup history. Charlie Gearside co-founded it.
A year on, he's spending his time on YouTube and on Build Australia, the nonpartisan movement he launched last month to make space for a more ambitious version of this country. He talks publicly about property investing, the universities, and a culture that calls earnest people try-hards. None of it is comfortable, and none of it is what most people do after an exit.
He's also the first to admit that none of this pays off quickly. The work is to shift what Australians think is acceptable to want. A project that’s measured in decades, not quarters.
Kate sits down with Charlie to talk about untangling your identity from a company you built. The brutal question he had to ask himself before leaving Eucalyptus. Why he won't go into politics. Why he thinks the most risky thing right now might be doing nothing. And the one topic he's still too nervous to make a video about.

After 77 episodes and eight years at Blackbird, Mason Yates is signing off as host of Wild Hearts. This is his final episode - just eight minutes, no fanfare and true to how he hosted: generous with the floor, light on his own voice.
Mason started Wild Hearts in 2020. Lockdown. Sourdough. Tiger King. Across the six seasons since, Mason has sat down with founders building mind control for cows, sending toaster-sized satellites into orbit, and chasing a million-qubit quantum computer. Holding the mic through the 2021 supernova, the 2022 correction, the survivor years, and the deep tech wave defining this moment.
There's one question he's asked nearly every founder along the way: what gives you the most energy? In this episode he walks back through the answers that have stayed with him - Melanie Perkins, Tim Doyle, Tom Kelly, Flavia Tata Nardini - and shares three lessons from 77 episodes on the craft of interviewing.
And then he hands the show over to Kate Glazebrook.
If you've been listening since 2020, this one's a love letter to the archive you helped build. If you're new, it's the perfect doorway in.
Thank you, Mason. From all of us.

When Apple's iOS privacy changes hit, most people saw a headache. Rory Garton-Smith and Harry Dixon saw something else: millions of brands suddenly unable to reach customers, and no good solution in sight. So they built one.
Checkmate connects consumers with personalised offers at the exact moment of intent, replacing spray-and-pray marketing with something precise enough that household brands are now paying attention. Eight-figure ARR. 260 million users. Revenue up 6,000% in six months.
But the more interesting thing is what they've learned along the way. Because when you sit inside the shopping journeys of hundreds of millions of people, patterns emerge. Shopping windows. Platform preferences. How intent signals behave. What converts and what doesn't - and exactly why. That data is now the foundation of an AI marketing platform that goes well beyond savings.
In this conversation with Mason Yates, Rory and Harry talk about how they found the gap, how they solved the chicken-and-egg problem between brands and consumers, and where the intelligence they've built is taking them next.

Min-Kyu Jung was a corporate lawyer who taught himself to code because he saw a problem that needed solving. Three years later, Ivo is winning enterprise deals against vendors with much bigger names, with clients like Uber, Netflix, Shopify, and Reddit choosing them in head-to-head bake-offs.
How does an unknown startup from New Zealand win those deals? Min-Kyu stopped coding for three months to talk to 400 people. He went all-in on in-house legal teams while competitors hedged. He built features over weekends to save deals, then spent years on details others ignored.
In this conversation with Mason Yates, Min-Kyu shares why being unknown became an advantage, what it takes to win trust with lawyers, and why going deep on one thing beats being everywhere at once.