Upgrade looks at how technology shapes our lives, from the devices in our hands and pockets to the streaming services that keep us entertained.

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Jason Snell

Six Colors

Myke Hurley

Relay Co-Founder
The Enthusiast

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    Audio editing by Jim Metzendorf.
    Video edition produced by Jamie Snell.
    Theme song composed and performed by Christopher Breen.

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    #590: Who’s This John Apple?

    November 17th, 2025 · 94 minutes

    Tim Cook's succession planning hits another gear, Tesla may be embracing CarPlay, Apple shifts its iPhone release plans, and Jason considers the place of the iPad Pro today after traveling with it for a week.

    This episode of Upgrade is sponsored by:

    • Gusto: Payroll, HR, Benefits. Simplified. Get 3 months free.
    • Squarespace: Save 10% off your first purchase of a website or domain using code UPGRADE.
    • DeleteMe: Get 20% off your plan when you use this link and code UPGRADE20.

    Stream this episode

    Download: MP3 (110.33 MB)

    Links and Show Notes

    🎁🚨 Get 20% off an annual Upgrade+ subscription 🚨🎁
    Upgrade Merch – Available until the 19th
    Major League Soccer is coming to Apple TV starting in 2026 - Apple
    Report: Apple and MLS make all games available to Apple TV subscribers – Six Colors
    Cue: “No plans” for Apple TV ad tier – Six Colors
    Apple hit with $634 million verdict in Apple Watch patent fight with Masimo - 9to5Mac
    Give the Gift of Relay
    Apple intensifies succession planning for CEO Tim Cook – Financial Times
    Tim Cook could step down as Apple CEO ‘as soon as next year’ - 9to5Mac
    Daring Fireball: Financial Times: 'Apple Intensifies Succession Planning for CEO Tim Cook'
    Tesla Is Working to Add Apple CarPlay in Bid to Boost Vehicle Sales (TSLA, AAPL) - Bloomberg
    Bloomberg: Tesla working to add CarPlay – Six Colors
    Electrek
    Apple Delays Release of Next iPhone Air Amid Weak Sales — The Information
    iPhone Air Sales Are So Bad That Apple's Delaying the Next-Generation Version - MacRumors
    Apple’s iPhone Road Map: iPhone Air 2, iPhone 18; Mac Pro Future; Tesla CarPlay - Bloomberg
    Apple Explores Adding Second Camera to Next iPhone Air to Boost Sales — The Information
    Report: Apple Considers Adding Second Camera to Delayed iPhone Air 2 - MacRumors
    Leaker claims poor sales of iPhone 16e; iPhone Air production ends – 9to5mac
    Traveling with the iPad Pro, 10 years on – Six Colors
    The iPad Pro, 10 years later – Six Colors
    iPad Pro Review: No Country for Old Macs – Six Colors
    The iPad Pro has finally fulfilled its destiny, with a little help from the M5 | Macworld
    The iPad Pro at 10: a decade of unrealized potential | The Verge
    Connected #578: A Healthy Computing Lifestyle - Relay
    Superagent
    ‎Hidden Bar
    Vanilla
    Steam Frame
    Tribit XSound Go – Amazon
    The London Air (Live in London!) | Upgrade 589 (HDR version) - YouTube