That Tech Pod

Laura Milstein, Gabriela Schulte and Kevin Albert

Welcome to That Tech Pod, a podcast co-hosted by Laura Milstein, Gabi Schulte and Kevin Albert. Each Tuesday, That Tech Pod will feature in depth discussions about data privacy, cybersecurity, eDiscovery, and tech innovations with heavy hitters in the industry. Subscribe so you don't miss an episode! Visit thattechpod.com for more information.

  1. قبل ١٨ ساعة

    The New Security Layer: AI Governance with Walter Haydock

    In this episode, Laura and Kevin chat with Walter Haydock, whose path from Marine intelligence to Capitol Hill to AI governance gives him a rare view of what “security” actually means in the age of AI and generative models. Walter talks about why he thinks governance is becoming the next real defense layer, and how to sort actual AI risks from the odd glitches everyone loves to talk about. He breaks down common myths he hears from non-tech folks, what recent cloud outages say about the shortcuts companies take, and whether the latest hospital ransomware attacks signal a true AI-driven threat wave or just better marketing from bad actors.  We also get into the personal side: what feels high-stakes after years in national security, and which unexpected habits from that world turned out to be useful in tech. Walter closes by looking ahead at what might trigger the first serious AI crackdown in the U.S. and whether a federal AI law is finally on the horizon. It’s a grounded, candid look at where the field is headed from someone who’s seen the stakes up close. Walter Haydock is the Founder and CEO of StackAware, where he helps AI-driven companies handle cybersecurity, privacy, and compliance risk. He’s one of the leading voices on ISO 42001 and has guided organizations through the audit process as AI governance becomes a core part of security. Before building StackAware, Walter worked in national security as a staff member on the House Homeland Security Committee, an analyst at the National Counterterrorism Center, and a Marine Corps intelligence officer. He’s a graduate of the Naval Academy, Georgetown’s School of Foreign Service, and Harvard Business School.

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  2. ٢٥ نوفمبر

    Crypto’s Dirty Secret: It’s Not the Tech, It’s the Tax Code with Janna Scott

    This week on the pod, Laura and Kevin sit down with Janna Scott, founder of DeFi Tax, to unpack one of crypto’s most confusing and controversial topics: taxes. Janna shares how she went from frustrated accountant to tech founder after realizing how broken the crypto tax ecosystem was. She explains why the IRS treats digital assets differently than stocks, how compliance rules can border on entrapment, and what it will take for fairer regulation to emerge.  We talk about the darker side of crypto: market manipulation, whales, and whether regulation is actually working or just pushing bad behavior further underground. Through it all, Janna brings a mix of technical insight and practical insight, reminding us that the hardest part of crypto isn’t the technology, it’s the system built around it. Between murky IRS rules and hidden market forces, it’s easy to understand why so many investors feel lost or opt out. But as Janna makes clear, accountability isn't out of reach. You just have to do the math.  Janna Scott is the founder of DeFi Tax, a platform bringing clarity and compliance to cryptocurrency tax reporting. Her journey began in 2021 after her accounting clients raised concerns about unreliable crypto tax tools. Over the next two years, Janna collaborated with the SEC, IRS, and top universities to identify and fix major compliance gaps. Her work set new standards in the field and earned recognition from regulators and academics. Today, DeFi Tax is known for its audit-ready reports, direct blockchain integration, and user-focused design. Janna’s mission is to help individuals and businesses navigate crypto taxes with confidence and transparency.

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  3. ١٨ نوفمبر

    Outsourcing Judgment: How Far Is Too Far? with Ashwin Mehta

    In this episode, Dr. Ashwin Mehta joins us to talk about how AI is quietly changing the way we think, learn, and make decisions. Drawing from his global career in pharma, government, and consulting, from building digital learning systems in West Africa to leading AI strategy at Bayer — Ashwin shares why he’s dedicated his work to keeping the “human” at the center of technology. We explore how trust in AI can evolve from confidence to dependency, what “agentic AI” really means for the future of work, and the mental habits we risk losing as machines start thinking for us. Ashwin also reflects on what he still refuses to let AI handle, and why maintaining human judgment may be the ultimate competitive edge in an increasingly automated world. Dr. Ashwin Mehta helps organizations adopt AI in ways that put people first. With a PhD in digital learning adoption and over 20 years across pharma, government, consulting, and international health, he focuses on the intersection of technology, human capital, and transformation. His experience includes leading AI-enabled learning at Bayer, advising enterprises and governments at Deloitte, and building digital training systems in West Africa during crises. As founder of Mehtadology, Ashwin designs AI strategies that align technology with human potential, covering topics from large language models to intelligent automation while addressing readiness, infrastructure, and culture. His research and writing offer insights on adaptive learning, AI ROI, and the cognitive impacts of delegating decisions to machines.

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  4. ١١ نوفمبر

    The Human Side of Automation - Learning to Trust the Machines with Shay Howe

    In this episode of That Tech Pod, we get into the next industrial revolution,  Industry 5.0, where technology and people work together instead of competing for the same space. Shay Howe, Chief Strategy Officer at ActiveCampaign, joins us to unpack how automation is evolving from efficiency-driven systems to human-centered collaboration. We explore how the relationship between humans and machines is shifting from replacement to augmentation, and what that means for marketers, entrepreneurs, and the future of work. Shay shares real examples of automation that make marketing more personal, not less, and explains why technologies that enable creativity, empathy, and ethics will define the next era of innovation. The conversation covers everything from data transparency and responsible AI to how automation might create entirely new industries, just like cars once did for roads, dealerships, and repair shops. Along the way, Shay draws lessons from The E-Myth and The Innovator’s Dilemma to remind us that disruption always brings opportunity. The big takeaway? Industry 5.0 isn’t about replacing humans, it’s about empowering them. When used thoughtfully, automation can give people more time to focus on creativity, connection, and strategy. The future of marketing belongs to those who design technology that amplifies human potential. Shay Howe is the Chief Strategy Officer at ActiveCampaign, where he drives the company’s corporate strategy, new product lines, corporate development, and strategic partnerships. He has previously held leadership positions across marketing, product, and design, and his product-led growth approach has helped scale the company into a global tech unicorn. Prior to ActiveCampaign, Shay was Vice President of Product at Belly and Yello, where he was responsible for product strategy and design. He previously led product teams at multiple high-growth companies, including Groupon, and has held in-residence roles as an advisor with Techstars, Lightbank, and Prota Venture portfolios. Shay’s passion for building teams extends outside of work, as he also serves as a mentor with Techstars and LongJump Ventures.

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  5. ٤ نوفمبر

    Bad Medicine: AI’s Deadly Advice with Dr. Ross Albert

    In this episode of That Tech Pod, Laura and Kevin talk with Kevin's brother, Dr. Ross Albert, Medical Director of Hartford HealthCare at Home Hospice and Palliative Care, about one of the most unsettling trends in the digital age: health misinformation driven by AI. The conversation kicks off with a real case of a man hospitalized after following ChatGPT’s bad advice and spirals into the broader question of why people are so quick to trust AI over actual doctors. Ross shares what it’s like when patients bring AI-generated “facts” into the exam room, how often he has to correct them, and what happens when politics, ideology, and misinformation collide with medicine. We get into the risks of fake medical citations, the line between bad advice and malpractice, and whether AI companies should be required to include stronger safeguards for health-related content. From hallucinations caused by bromide poisoning to the daily challenges doctors face correcting digital myths, this episode looks at what happens when artificial intelligence meets human vulnerability, and why it’s more important than ever to check your sources before taking medical advice from a chatbot. Dr. Ross Albert, MD PhD is the Medical Director of the Hartford HealthCare at Home Hospice and Palliative Care teams. Over the last 15 years, he has practiced in primary care, hospital medicine, and palliative care roles across Connecticut. He holds board certifications in Family Medicine, Hospice and Palliative Medicine. Ross holds faculty positions with the UConn Internal Medicine and Quinnipiac Family Medicine residency programs. He has published numerous articles focused on evidence-based medical care for patients across the spectrum of disease. Note: this episode is for informational purposes only. We talk about how medical misinformation spreads and what we can learn from it, but nothing you hear should be taken as medical advice. If you have questions about your health, talk to a doctor or another qualified healthcare professional. Also the views expressed by our guests are their own.

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  6. ٢٨ أكتوبر

    The Dual Life of a CTO and CISO: Balancing Risk, Speed, and Innovation with Ben Wilcox

    This week we sit down with Ben Wilcox, a tech leader who straddles two high-stakes worlds as both Chief Technology Officer and Chief Information Security Officer at ProArch. Ben shares how a teenage interest in “link lists” and web hosting turned into a 25-year career at the intersection of innovation and cybersecurity. We talk about what it really means to balance the drive to move fast with the need to stay secure, and whether those two priorities can truly coexist under one roof. From high-profile AI prompt injection attacks targeting Microsoft Copilot to the growing sophistication of indirect exploits that manipulate corporate systems through AI agents, Ben breaks down what’s happening behind the headlines and how companies can protect themselves. He also opens up about his passion for car racing, a world that mirrors his approach to tech: fast, calculated, and always built with safety in mind. Ben then closes with some simple advice: say yes to new things, whether it’s tackling the next wave of AI risks or trying something unexpected outside of work, curiosity and courage are what keep you ahead of the curve.  Ben Wilcox is the Chief Technology Officer and Chief Information Security Officer at ProArch, a global IT consulting firm helping enterprises secure their data and accelerate digital transformation through strategic Microsoft partnerships. With more than 25 years of experience in technology leadership, Ben brings a rare dual perspective—driving innovation while protecting the business from ever-evolving cyber threats. Known for making complex topics approachable, he’s passionate about helping organizations move fast without breaking things, preparing their infrastructure for AI, and building security into the foundation of innovation. When he’s not guiding enterprises through digital change, you might find him on a racetrack, channeling the same balance of speed and precision that defines his work in tech.

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  7. ٢١ أكتوبر

    AI Won’t Make You Dumber—Unless You Let It. The Truth About AI Intelligence, Impact, and Imagination with Kevin Surace

    Two Kevins are better than one on this week’s That Tech Pod, as Kevin Albert and Laura sit down with Silicon Valley legend Kevin Surace, the inventor and entrepreneur, who helped shape everything from the first smartphone to the first digital assistant, decades before Siri or Alexa. Kevin S. shares stories from his time at General Magic, where he helped build Mary, the original voice-based AI assistant that could schedule meetings and manage calendars long before the world caught up. He explains how Moore’s Law and modern compute power turned AI from a niche tool for programmers into something everyone can use. The conversation goes into what AI really is (spoiler: it’s not intelligent, just really good at pattern matching) and whether tools like ChatGPT are helping us think faster or making us lazy. Kevin references an MIT report suggesting AI could dull our brains if we let it replace learning. but argues that if you use it to amplify your thinking, it can make you five or ten times more productive. We also talk about AI and creativity, from digital actors like Tilly to musicians and artists using technology to speed up their process without losing originality. And when it comes to cyber risk and control, Kevin stays optimistic: this, he says, is the best time in history to be alive and creating. We wrap with practical advice, don’t stop at ChatGPT. Try Perplexity, Claude, and Gemini, and keep asking yourself: what can’t I do better with GenAI? This is a must listen! Kevin Surace is a Silicon Valley innovator, serial entrepreneur, and self-described “futurist and AI disrupter.” Kevin has held leadership roles at companies including Appvance.ai, Serious Energy, Perfect Commerce, and General Magic, and earlier worked with tech pioneers like National Semiconductor, IBM, and Seiko-Epson—each chapter shaping his path as an inventor and Silicon Valley innovator. He has helped pioneer technologies that shaped the modern world, from the first smartphone and human-like AI assistants to soundproof drywall and energy-efficient building systems. With 93 worldwide patents and a track record that spans startups, sustainability, and AI, Kevin has been recognized as Inc. Magazine’s Entrepreneur of the Year, a CNBC Innovator of the Decade, and a World Economic Forum Tech Pioneer. He’s been featured on CNN, Forbes, Time, and Businessweek, and has keynoted events everywhere from TED to the U.S. Congress. He is known for blending deep technical insight with humor and storytelling. Outside of tech, he’s also an accomplished music director and Broadway producer—proving that creativity, whether in code or composition, drives everything he does.

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Welcome to That Tech Pod, a podcast co-hosted by Laura Milstein, Gabi Schulte and Kevin Albert. Each Tuesday, That Tech Pod will feature in depth discussions about data privacy, cybersecurity, eDiscovery, and tech innovations with heavy hitters in the industry. Subscribe so you don't miss an episode! Visit thattechpod.com for more information.