That Tech Pod

Laura has been looking forward to this one for a while. On this episode of That Tech Pod, we sit down with Justin Silverman, the Chief Operating Officer of Legal Solutions at Mitratech, to talk about what it really takes to build and scale enterprise software in the age of AI. Justin has led product organizations across legal technology, insurance technology, and enterprise SaaS, giving him a uniq...

This week on That Tech Pod, we sit down with Matt Mahon, Vice President of Client Solutions at Level Legal, to talk about what's really happening across the legal technology landscape in 2026. Matt shares what attorneys are asking for today, why AI hasn't driven costs down as quickly as many predicted, and how legal teams should be preparing for emerging evidence sources like AI assistan...

This week on That Tech Pod, we sit down with Sebastian Wernicke, a globally recognized expert on data and AI strategy whose TED Talks have been viewed more than five million times. Sebastian argues that successful AI adoption has far less to do with choosing the right tools and far more to do with building the right culture. We explore why "data-driven" organizations often struggle to ma...

AI has moved far beyond experimentation, but many organizations are still figuring out what happens when it becomes part of everyday work. In this episode of That Tech Pod , we sit down with Meredith Kildow, President of Consilio , to explore what it really takes to operationalize AI at scale. Drawing on more than 25 years of experience spanning sales, consulting, operations, and executive leaders...

As we celebrate our 300th episode, we looked back at two very different conferences that revealed the same technology trend. First was the Bitcoin conference in Las Vegas, where the conversation was no longer about whether Bitcoin would survive. Instead, attendees focused on institutional adoption, corporate treasury strategies, regulation, and how Bitcoin fits into the future of global finance. L...

What does it take to modernize the systems that keep water flowing, wastewater moving, and nine million New Yorkers served every day? In this episode, we sit down with Robert "Max" Maxfield, Chief Systems Architect at AITHERAS and the architect behind New York City's SCADA modernization efforts for the Bureau of Wastewater Treatment. Max takes us inside the world of critical infrast...

In this episode of That Tech Pod , we sit down with Greg Upah for a conversation that goes far beyond scripts, software, and sales tactics. With a career path spanning academia, advertising, Wall Street, and sales education, Greg brings a rare perspective on what actually influences decision-making and why human behavior still sits at the center of great selling. We explore what stays constant acr...

In this episode of That Tech Pod , Laura and Kevin sit down with Chad Gold, CFO of Fullstory and former finance leader at G2 and Salesloft, for a candid conversation about what finance leadership actually looks like in today’s SaaS market. Chad breaks down how the CFO role has evolved as the industry shifts away from growth-at-all-costs and toward profitability, operational discipline, and measura...

This week on That Tech Pod, Kevin and Laura talk with David Turner, Global Leader of Data & Analytics and Co-Leader of AI at FTI Consulting, about what it really means to operate at the center of data, AI, and high-stakes problem solving. David’s career path might look straightforward, from Arthur Andersen to Capital One and then more than two decades at FTI, but he explains it was less about...

Coming off the Bitcoin 2026 conference in Las Vegas, Laura and Kevin sit down with Eliézer Ndinga, the Global Head of Research at 21Shares, a Switzerland-based financial services company that issues cryptocurrency exchange-traded products, to unpack what they heard, what actually matters, and what’s still just noise. We get into Eli’s background and how he’s been navigating the intersection of cry...

Today's episode starts off with an enthusiastic push to adopt dogs, spotlighting Tonka , a sweet, cuddly miniature pit bull from the Colleton County Animal Shelter . Despite a cosmetic leg issue, he’s healthy, great with other animals, and in need of a home. Laura makes a passionate case for adoption or fostering, even joking about personally arranging transport. It’s a genuine reminder that...

In this episode, we sit down with Ilan Sherr, VP of Investigations and Regulatory Response at Lineal, to explore how AI is reshaping legal work, investigations, and compliance. Ilan shares how his background in competition law and regulatory enforcement led him to see early on that reactive approaches weren’t sustainable, pushing him toward building AI-driven methods to identify risk before it esc...

With Tax Day right around the corner, Laura and Kevin take a hard look at a question a lot of high earners quietly avoid: if you’re making great money in tech, why aren’t you actually on track to retire? Haley Gray, CFP®, joins the pod to break down the gap between income and real wealth. She explains how strong salaries can create a false sense of security, especially when taxes, lifestyle creep,...

This week on That Tech Pod, healthcare cybersecurity gets a reality check.  Ed Gaudet, Founder and CEO of Censinet, joins the show to unpack how he found his way into healthcare security and why it became the problem he chose to focus on long term. From there, the conversation moves quickly past surface-level explanations and into where things actually break inside health systems. It’s not a lack...

On this week's episode of That Tech Pod, we sit down with Michel Langlois, a longtime engineering leader whose career spans the rise of modern networking, from scaling Cisco’s IOS platform to leading as CTO at Calix. He joins us to cut through the noise around AI in network security and talk about what’s actually happening under the hood. We get into how AI is actually being used inside moder...

This week Laura and Kevin sit down with Bruno Lecoq, CEO of BEMO, to talk about the reality of cybersecurity for small and mid-sized defense contractors. Bruno shares how he ended up leading a cybersecurity company and why smaller organizations, especially those connected to the defense supply chain, have become some of the most attractive targets for attackers. The conversation challenges the com...

In this special Legalweek recap episode Laura and Kevin unpack everything that stood out at Legalweek 2026 in New York. This year’s conference felt different from the start. For the first time in decades, Legalweek moved from the Hilton to the Javits Center, giving the event a much larger, more energetic feel and bringing together thousands of lawyers, technologists, and legal operations professio...

In this episode of That Tech Pod, Kevin and Laura sit down with IT entrepreneur Rob Calvert, founder of Second Son Consulting and a longtime leader in the Apple enterprise ecosystem. After being laid off in the early 2000s, Rob built his consulting firm from a home office into the largest member of the Apple Consultants Network in Los Angeles and one of the top firms in the country. Drawing on mor...

In this episode of That Tech Pod, we sit down with Dr. Jonathan Schaeffer, a longtime computer scientist who didn’t arrive in AI chasing demos or hype, but by trying to solve a much harder problem: how to keep data safe. Jonathan walks us through his path from privacy and security research into modern AI, and why those early concerns feel even more urgent now. While everyone is fixated on hallucin...

AI is no longer just a background tool. It’s drafting contracts, reviewing discovery, sending emails, negotiating deals, and triggering real-world consequences. In this episode of That Tech Pod , Laura and Kevin unpack what happens when AI starts behaving less like software and more like an employee. If an AI clause costs a company millions, misses privileged evidence, or sends sensitive informati...

In this Valentine’s Day episode of That Tech Pod, Kevin and Laura talk with fertility specialist Gabriela Rosa about how having a baby has quietly become a technology story. From IVF and genetic testing to telehealth and wearable data, modern fertility is increasingly shaped by algorithms, platforms, and private equity–backed clinics. What most people picture as love and biology is now deeply inte...

On his episode of That Tech Pod , Kevin and Laura sit down with Ray Biederman, CEO and Co-Founder of Proteus Discovery Group, to talk about what actually happens when legal theory, technology, and human behavior collide. Ray walks through his unusual path from music education to law to legal tech, and how that background shaped the way he thinks about systems, judgment, and risk. Rather than chasi...

This week Laura Milstein and Kevin Albert are joined by Nick Schutt, entrepreneur, executive leader, and host of Robots and Red Tape , for a candid conversation that starts with hiring and quickly widens into how tech is reshaping work and society. Nick breaks down why even highly qualified candidates are struggling in today’s government and contracting job market, pointing to market saturation, c...

On this episode of That Tech Pod, we talk with Logan Lawler, Senior Director at Dell Technologies, about what it takes to make AI actually work in the real world. Logan shares his 16-year journey at Dell and why his focus today is less on hype and more on practical infrastructure choices that enable AI at scale. We break down Edge AI versus Cloud AI with clear, concrete examples, including how GPU...

This week on That Tech Pod, Laura and Kevin sit down with Cindy Cohn, Executive Director of the Electronic Frontier Foundation, to talk about the power structures hiding in plain sight across the internet, money, surveillance, and AI. Cindy breaks down what EFF actually does and why access to the internet is not just an infrastructure problem, but a civil liberties issue that shapes who gets heard...