What if you could search your own life the way you search the internet?

On this episode, we explore what happens when AI turns years of your digital history into a searchable record of your life. From Spotify and Instagram to Google, Facebook and Uber, our data captures pieces of who we were, often in ways we don't remember and may never have seen.

Clinton Hazel Jr. is building Ori, a personal AI memory app that helps users rediscover those forgotten moments and uncover patterns in their own history. But the technology raises a much bigger question: what happens when our digital footprints become a more complete record of who we were than our own memories? We talk about the future of personal memory, why owning and controlling your own data matters, where AI should draw the line when interpreting our past, and whether technology could eventually become an external memory that knows our lives better than we do.

Because we forget. Our data doesn't.

Clinton Hazel Jr. is a solo founder and software developer originally from New York City, now based in Melbourne, Australia. He's the creator of Ori, a personal AI memory app that turns your own data exports into a daily feed of rediscovered moments. Clinton has been building digital products for more than a decade, including an earlier social platform that taught him a hard lesson about owning your own data. Ori is the product that came from that lesson.

Trent Livingston is back on That Tech Pod. When Trent first joined the pod for Episode 3 in 2021, he was leading ESI Analyst, a pioneering SaaS company focused on data discovery for the legal industry. Today, after selling ESI Analyst, he’s tackling a very different problem: America’s housing crisis. As co-founder and CEO of ZoneLex, Trent is focused on one of the least visible but most consequential pieces of the housing puzzle: zoning law. Fragmented, constantly changing local regulations can determine what gets built, where it gets built, and whether the housing Americans need can actually get approved.

We talk about Trent’s journey from legal tech to housing, why zoning is such a massive technology problem, and how his experience working with complex legal and data systems led him to this new challenge. We also dig into his philosophy around Applied AI and Small Language Models, and why bigger models aren't necessarily better for enterprise applications.

From the limits of today's AI systems to the possibility that technology is beginning to outpace the laws governing it, Trent makes the case for a different approach to AI: know the land. Know the laws. And, naturally, we end with the question: after taking on zoning, housing, and some of America's most complicated regulatory data, what's the next impossible problem Trent might decide to tackle?

Trent Livingston is a two-time founder who specializes in bringing macro-level technology visions to life. After founding and selling ESI Analyst, a pioneering SaaS data discovery solution in the legal tech space, Trent turned his attention to a massive new challenge: U.S. zoning law and the nation's housing crisis. His motivation to tackle this space is directly tied to his deep foundation in legal technology and his work as a testifying expert in complex data analytics. Recognizing that the "missing middle" housing shortage ultimately starts and stops with fragmented, ever-changing laws, he co-founded ZoneLex. As CEO, Trent drives the strategic vision for an enterprise platform powered by Applied AI and Small Language Models designed to decode and structure this complex legal landscape. With over two decades of experience, Trent excels at identifying massive, unaddressed bottlenecks and building market-defining B2B businesses that drive real-world impact.

AI agents are moving from experimentation to execution, but what does that actually mean for the future of work? In this episode of That Tech Pod, Laura and Kevin sit down with Raj Chandrasekar, Chief Technology and Innovation Officer at Consilio, returning to the show after more than two years to discuss how the AI conversation has evolved from "Can we trust AI?" to "Can AI actually do the work?"

Raj shares his perspective on the current state of AI agents, what separates true agentic systems from advanced chatbots, and why successful AI adoption depends as much on people and processes as it does on technology. The conversation explores the challenges organizations face as AI becomes more autonomous, including human oversight, hallucinations, AI governance, and the emerging question of whether AI agents will eventually need other AI agents to validate their work.

They also revisit predictions from their previous conversation, discuss how AI is changing software development, and explore how leaders can determine when an AI agent is the right solution versus when traditional automation is the better answer.

You can listen to Raj's previous episode here: https://podcasts.apple.com/us/podcast/this-valentines-day-fall-in-love-with-consilio-and-ai/id1559586772?i=1000645127580

Raj Chandrasekar is Chief Technology and Innovation Officer of Consilio where he oversees Consilio’s technology and innovation functions – merging Development and Engineering, Infrastructure, Security, Product Management, Business Intelligence, and Corporate Services functions. In his role, Raj frequently interfaces with clients to understand and accommodate processing, security and uptime needs and is also responsible for the day-to-day operations of their industry-leading eDiscovery and legal industry software solutions.

Raj has over 25 years of experience in the field of Software Development and Infrastructure Management and has held technology leadership positions in various large corporations.