245 On April 1, 1976, Apple was founded. Fifty years later, Bobby and Jon jump on the phone for a candid, unfiltered conversation about the company that shaped so much of their tech lives.

This isn’t a polished keynote-style retrospective. It’s two Apple fans talking honestly about the products, moments and memories that stuck with them most.

They get into their earliest encounters with Apple, from old Macs and the first iPods to the iPhone 3GS, iPhone 4, iPhone X and the original iPad. They also talk about why Apple still has such a hold on people, how certain products changed the wider tech industry, and what might come next as rumours continue around foldables, AR glasses and future Apple Watch upgrades.

There’s nostalgia here, but there’s also scepticism. Bobby and Jon also touch on Apple in 2026, Tim Cook’s legacy, privacy, product strategy and whether the company can still deliver the next truly era-defining device.

If you’ve ever owned an iPod, queued mentally for an iPhone, or wondered whether Apple still has the magic, this one’s for you.

In this episode:

• Apple’s 50th anniversary and why it still matters
• The first Apple devices that pulled us in
• Why the iPod changed everything
• The iPhone models that felt genuinely revolutionary
• The original iPad and how opinions changed
• Foldables, AR glasses and Apple’s future
• Apple Watch Ultra, Vision Pro and what we’d actually buy next
• Tim Cook, ethics and the harder questions around Apple today

Listen now and tell us: what was your first Apple device, and what’s your all-time favourite?

Timestamps

00:00 Intro and setting the scene

01:10 Travel chat, hand luggage and taking tech away

06:22 MacBook vs iPad and the convenience debate

09:58 Apple’s 50th anniversary and current Apple books

12:27 Steve Jobs, Steve Wozniak and Apple’s founding story

15:53 Ronald Wayne, the early Apple story and what might have been

20:08 Jon’s first Apple experience using an old Macintosh

22:02 The first iPod and the moment Apple became irresistible

26:56 First iPhones, networks and early Apple buying memories

27:52 Why the iPhone 4 was such a landmark device

30:11 The iPhone X and the jump to Face ID

31:44 The original iPad and how different it felt

35:55 What Apple might do next - foldables or AR glasses?

41:37 Apple Watch Ultra, future upgrades and rumours

44:08 Meta glasses, privacy and waiting for Apple’s version

46:53 Tim Cook, politics and the more complicated side of Apple

49:18 Final thoughts at the 50-minute mark

Apple 50th anniversary, Apple podcast, Apple history, Steve Jobs, Steve Wozniak, first iPod, first iPhone, iPhone 4, iPhone X, original iPad, Apple Watch Ultra, Apple foldable, Apple AR glasses, Tim Cook, Apple nostalgia, tech podcast, Apple fans

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