Thinking Straight

Thinking Straight

By Jason GriffingBusinessTechnology
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Thinking Straight episodes

  • Hard-Earned Lessons from AI's Front Lines, with Melissa Tondi

    Melissa Tondi is an agentic AI and quality engineering leader with deep experience in process engineering across the software development lifecycle. She has deployed AI at scale inside real organizations, and in this conversation we dig into the traps companies fall into and how leaders can use proven change management to avoid them.

    We start with why AI is an operating model change, not a tool rollout, and why buying licenses is the easy part. Melissa shares a candid story about a company-wide adoption metric that measured activity instead of value, and how it sparked fear, shadow AI, and eroded trust.

    We then get into what worked instead: letting department leaders own their outcome metrics, one-on-one conversations with respected detractors, and an AI ambassador program built on peer credibility.

    From there, we make AI governance concrete, covering approved tools, data classification, human review by risk level, and customer disclosure. We close with agentic engineering, including how a risk-tiered approach to testing and autonomy keeps quality built in rather than inspected at the end.

    If you're a leader trying to move your organization from tossing out AI licenses and hoping for the best to generating real results, this one is for you.


    ๐Ÿ”— Episode Links:
    Melissa Tondi on LinkedIn: https://www.linkedin.com/in/melissa-tondi-186551/?isSelfProfile=false

    ๐Ÿ”– Chapters:
    00:00 - Intro
    00:52 - Introduction to AI and Operating Models
    03:37 - Common Traps in AI Rollouts
    12:43 - Navigating AI Mistrust and Detractors in Organizations
    28:54 - Building an Ambassador Program for AI Engagement
    36:44 - Establishing Governance in AI Implementation
    42:03 - Understanding Agentic Engineering and Its Impact
    54:02 - Balancing Quality and Flexibility in Software Development

    1 hr
  • Grok Bot, Robotics, Cybersecurity, and AI Infrastructure, w/ Rob Carpenter

    Rob Carpenter is the managing member of Frost River Capital, where he's actively acquiring and growing a portfolio of residential service businesses. Before that, he founded and led Valyant AI, a conversational AI platform for the drive-thru food industry that was acquired in 2024. He holds five patents in conversational AI and has been featured by Fox Business, The Washington Post, The New York Times, the BBC, and TechCrunch.

    We cover: Grok Bot, cybersecurity in the age of AI, robotics, and AI Infrastructure

    ๐Ÿ”– Chapters:
    00:09 Grok Bot
    00:29 Intro
    02:07 The Age of the Agent
    06:47 Grok Bot
    18:09 Context Windows
    21:33 Security and Computer Control
    27:03 Grok Bot & Image Creation
    28:36 Is Grok Bot the Real Deal?
    34:58 The Broader Cybersecurity Landscape
    40:26 Robotics
    44:59 Infrastructure Build-Out
    49:31 How Optimistic Are You?
    52:00 Getting in Touch

    53 min
  • Keeping Your Mind in the Age of AI, with Erika Lenz

    Is AI making everyone in the room dumber, one polished answer at a time?

    In this episode of Thinking Straight, we talk with Erika Lenz, founder of KeepYourMind.ai and Kinetic Change, about the human side of AI adoption: the messy, cognitive, and organizational work that most companies skip on their way to "just go use AI."

    We explore what "human-centered AI" actually means in practice, why 95% of AI adoptions are failing to deliver expected ROI, and why the real bottleneck in software isn't engineering anymore; it's distribution, customer attention, and the humans still stuck in every workflow.

    We dig into the theory of constraints, the danger of frameworks that automate an entire product lifecycle while skipping the ends that matter, and why senior judgment and taste are becoming more valuable, not less, even as AI writes the code.

    We also get into AI critical literacy: the discipline of asking not just how to use AI, but whether and when to use it at all. That includes the sycophancy baked into these tools, the practice of demanding the "bull and bear case" before trusting an output, the real research on cognitive de-skilling, and simple habits like journaling decisions, drafting without AI once a month, and capturing a first take before handing it to the model, for keeping your own thinking sharp.

    52 min

About Thinking Straight

From the publisher's feed

Thinking Straight is a podcast for business leaders, product builders, and entrepreneurs who want to think rigorously about AI.

Featuring interviews with founders, builders, investors,โ€ฆ