We're celebrating 20 episodes — and the landscape has never shifted faster. David and Dustin unpack Tim Cook's surprise resignation from Apple, then dive into Sequoia's provocative thesis that AI isn't replacing software tools — it's replacing the need for them. Figma, Workday, and Salesforce are already feeling it. Speaking of Figma, Anthropic just launched Claude Design and the stock took an immediate hit.

Plus: why being over 50 might be the secret weapon in the AI era, nearly two decades of iPhone camera evolution compared side-by-side, an MCW Enterprise Data Archive update, and a KCL Tip that takes 5 minutes a week but compounds fast — prompt journaling.

Parting shots land us on Peter Diamandis's Moonshots podcast and the party classic Time's Up.

🎧 Chapters00:00 — Celebrating Episode 20 & New Beginnings02:37 — Tim Cook's Resignation14:47 — AI Replaces the Need for Software31:34 — Claude Design Launches41:14 — The Hidden Advantage of Experience50:32 — Every iPhone Camera Compared54:40 — MCW Enterprise Data Archive58:37 — KCL Tip: Prompt Journaling1:04:00 — Parting Shots

📧 [email protected]

In this episode, David & Dustin talk through two skills - strategy and judgment - that AI cannot replace. We then talk about all the fun we're having with Claude Cowork, provide updates from previous episodes, before rounding it out with our parting shots.

00:00 Introduction and Updates

11:52 AI's Impact on Strategy and Skill

30:02 Claude and Personal App Development

48:06 Updates from Past Episodes

54:46 MCW Updates

01:05:11 Parting Shots

Send us questions, comments, or join our newsletter by emailing us at [email protected].

We take a look at three articles regarding AI and the future of society that recently went viral. We cover Matt Schumer's "Something Big is Happening," Citrini Research's "The 2028 Global Intelligence Crisis," and Don Muir's "It's 2030. The Citrini AI Crisis Never Came." We then wrap up with our parting shots!

00:00 Introduction

07:09 Article One: The Alarm Bell

20:17 Article Two: The Doomsday Scenario

36:45 Article Three: Debunking Doomsday

47:03 Summarizing the AI Articles' Key Insights

56:42 Parting Shots

David & Dustin discuss different approaches to maintaining a digital photography collections and give advice on how to curate. We also talk about the possible return of physical media, the use of ProofPoint at MCW, and our parting shot recommendations!

00:00 Introduction

03:07 The Challenges of Digital Photography

21:57 Steps to Effective Digital Curation

35:42 The Resurgence of Physical Media

45:48 ProofPoint Use at MCW

57:20 Parting Shots

David & Dustin discuss tech related Super Bowl ads, announcements from OpenAI and OpenEvidence, the privacy concerns of Shadow IT. We also discuss the latest with tech at Medical College of Wisconsin before finishing with our parting shots.

00:00 Introduction and watch updates

09:21 AI.com

23:48 OpenAI for Science announcement

28:45 OpenEvidence scores huge valuation

33:23 Privacy concerns with smart devices and shadow IT

43:55 AI note taking bots

46:39 MCW updates: DLP, Guest WiFi, ITS

59:10 Knowledge Changing Life Tip: Selective Screenshotting

01:01:11 Parting Shots

David & Dustin discuss OpenAI's announcement for ChatGPT Health, AI's innate desire to please the person interacting with it, and the big news about Apple leveraging Google's Gemini to update Siri. We also discuss the latest with tech at Medical College of Wisconsin before finishing with our parting shots.

00:00 Introduction and Banter

04:59 ChatGPT Health

18:32 AI's Desire to Please

24:05 Apple and Google's AI Partnership

28:33 Elon Musk's Vision of Economic Abundance

33:55 MCW Updates: Workday, DLP, Box

48:43 Knowledge Changing Life Tip: Viva Insights

53:18 Parting Shots

We discuss the increasing rejection of smart technology, particularly with smart watches and the desire to return to the simpler times of "dumb" watches and other analog devices. We also talk about the dilemma of controlling AI content and the value of authenticity. As always, we then go through what's going on technology-wise at MCW, drop our Knowledge Changing Life Tip, and close with our parting shots.

00:00 Introduction and Winter Reflections

03:06 Rejection of Smart Technology

05:49 The Freedom of Simplicity

08:56 The Shift from Smart to Traditional Watches

11:28 Nostalgia and the Return to Analog

13:56 The AI Content Dilemma

16:38 The Impact of AI on Social Media

18:35 The Wild West of AI Content Creation

21:27 The Need for Regulation in AI

24:08 The Value of Authenticity in Content

27:13 Living in the Moment

29:52 The Future of Digital Media

32:32 Disney's Licensing Strategy and AI Collaboration

37:32 Navigating Intellectual Property in the Age of AI

41:21 Workday Implementation and User Experience

46:53 Behind the Scenes: IT Lifecycle Management

51:17 Productivity Tips: Managing Digital Clutter

55:57 Parting Shots: Recommendations and Insights

David & Dustin talk through the positive and negative impacts of AI on the workplace, including exposing the illusion of the amount of work that is done in a given week. They also discuss the implications of the increasing reliance on AI having the effect of diminishing skill sets and critical thinking. After talking through the latest on tech at the Medical College of Wisconsin, they wrap up with a parting shot and a parting rant!

We take a break from our usual format to present our talk that we put together for a primary care conference. In it, we lay out an definitional overview of AI and then discuss how it is impacting the primary care experience for both the physician and the patient. We frame this discussion in the context of the pre-visit, visit, and post-visit interaction.

David & Dustin discuss the streaming wars and the fragmentation of content, the shift in viewing habits, a rumored Apple home hub for centralized smart home control, and AI changes coming to Google Maps. For MCW internal audiences, they also discuss the coming Workday transition, the System Status page, and the Knowledge Changing Life Tip of the Episode. Finally, they wrap up with their parting shot recommendations!