Everyone is on their own trek. And we can all use a little help along the way. The Tech Trek features conversations with top leaders in technology on how they are transforming their industry and organization. We explore the intersections of technology, m
What does it take to deliver innovation at just the right moment? In this episode of The Tech Trek, Amir sits down with Eric Hoffert, CTO at Kargo and former video leader at Apple and Spotify, to unpack the art and science of innovation timing. From building QuickTime at Apple to launching video at Spotify a decade before the market caught up, Eric shares stories that blend conviction, timing, and deep tech insight. This episode is a must-listen for anyone thinking about where AI, video, and advertising are headed—and how to lead through the chaos.Key Takeaways:Innovation is a blend of vision, timing, and execution—being first doesn't matter if the world isn't ready.AI is shifting us from an attention economy to an intention economy, transforming how video content and advertising are personalized.The best tech products often emerge from the intersection of diverse disciplines, creative conviction, and platform thinking.Timing mistakes are common—even industry giants miss the mark by years—but conviction keeps the momentum alive.Future video experiences will be radically personal, possibly generated in real time based on your preferences.Timestamped Highlights:00:58 — What Kargo does and why art + technology is their core advantage02:04 — The behind-the-scenes story of inventing QuickTime at Apple12:50 — Why Spotify's video ambitions in 2011 were 15 years ahead of their time17:33 — Can advertising become seamless and actually helpful? The AI-powered opportunity22:23 — Scene-level targeting and privacy-preserving personalization in video26:49 — Eric's 3 keys to innovating at the right time: see around corners, surf the wave, move fastQuote of the Episode:“We're shifting from an attention economy to an intention economy—where you're in the driver's seat of what you watch, and how it's monetized.”Call to Action:If this conversation got you thinking about where tech is headed, share it with a fellow builder or product leader. Follow the show for more deep dives into the minds shaping tomorrow's tech—and drop a comment to let us know what resonated most.
What if your infrastructure could predict demand before it happens? In this episode, Nilo Rahmani, CEO and co-founder of Thoras AI, breaks down how predictive scaling is transforming the Kubernetes landscape. With over a decade of experience in site reliability engineering, Nilo shares why the observability market is slower to adopt AI—and why that might finally be changing. If you're navigating the pressures of DevOps or building AI tools for technical teams, this conversation is a must-listen.Key TakeawaysAI adoption in reliability engineering isn't about replacing humans—it's about reducing fire drills and enabling better decision-making.Predictive scaling using ML can dramatically cut cloud costs and reduce latency—without compromising reliability.DevOps teams remain cautious with AI due to the high stakes of downtime and the need for human-in-the-loop decision-making.The best tools won't just optimize infrastructure—they'll increase engineer confidence and operational readiness.Nilo's founder journey started with a thesis and became unstoppable once she “couldn't unsee the better way.”Timestamped Highlights[01:02] What Thoras AI actually does—and how it tackles the double challenge of utilization and cost[03:12] Why reliability engineering is a high-stakes, thankless job and how AI can change that[08:54] Can AI fully handle outages at 2 a.m.? Why human-in-the-loop still matters[13:22] The low-hanging fruit: where ML delivers value fast in infrastructure planning[17:56] Increasing confidence, not replacing engineers—rethinking developer experience with AI[24:38] Nilo's founder story: from SRE to CEO, driven by a problem too obvious to ignoreQuote of the Episode“I couldn't unsee that there's a better way. Using machine learning to make decisions in reliability engineering is the obvious next step.”Resources MentionedThoras AI: thoras.aiConnect with Nilo on LinkedIn: linkedin.com/in/nilo-devopsCall to ActionEnjoyed this episode? Share it with someone who lives on-call or is building for DevOps teams. Subscribe on your favorite platform and leave a review—it helps more tech professionals discover the show.
What happens when UX design collides with generative AI? In this episode of The Tech Trek, Amir sits down with Mickey Alon, CEO and co-founder of Eucera, to explore how AI-first design is redefining SaaS product experiences. Mickey shares his vision for conversational UX, why menus are becoming obsolete, and how intelligent agents will soon become the most valuable “team member” in your product. If you build, lead, or design in tech—this one will get you thinking differently.Key Takeaways• Traditional UI can't keep up with modern feature sets—AI-first UX unlocks faster access to value• Conversational interfaces offer personalization and productivity that static workflows can't match• User expectations are evolving rapidly thanks to tools like ChatGPT—SaaS must catch up• AI-first design challenges product teams to rethink roadmaps, roles, and even user trust• Future UX will be hybrid: visual, prompt-driven, and increasingly agenticTimestamped Highlights03:12 — Why traditional menus break as SaaS features grow04:45 — The gap between AI-powered hype and true AI-first product experiences08:25 — How AI can personalize UX based on user skill level and intent17:50 — The need for audit trails and observability in AI-driven workflows21:30 — Will UX roles shrink or expand in the age of AI-first design?25:20 — What happens when every product is just an agent? Where do you differentiate?Quote of the Episode“The companies that will deliver AI-first experiences will outperform—because you're deploying the best person in the company, which is the agent, to assist any number of users in real time.”Call to ActionIf this episode made you rethink the future of product design, share it with a teammate or PM who needs to hear it. Subscribe to The Tech Trek for more smart conversations at the edge of tech, product, and leadership. And connect with Mickey Alon on LinkedIn if you want to dive deeper into AI-first UX.
How do we ship code faster without sacrificing quality or accountability? Greg Foster, co-founder and CTO at Graphite, joins the show to unpack how AI is reshaping code reviews, developer workflows, and the very definition of software engineering. From AI-assisted reviews to the challenge of maintaining context in a world of auto-generated code, Greg shares hard-won insights from the front lines of dev tools innovation. If you care about shipping fast, staying secure, and evolving your engineering org for what's next — this one's for you.Key Takeaways• Code review is becoming more about collaboration and less about bug catching• AI-generated code introduces a new challenge: how engineers maintain context without writing the code themselves• Developer experience is shifting toward orchestration, not just authorship — prompting, reviewing, shipping, and owning• Stack-based workflows are essential for speed, safety, and parallel progress in an AI-assisted world• Even with AI in the loop, human accountability — especially for security and architecture — remains criticalTimestamped Highlights2:10 – Why Graphite calls itself “code review for the age of AI”4:50 – What code review really means today (hint: it's not just about bugs)8:40 – The hidden cost of losing context when you're not writing the code12:05 – How the developer experience is evolving with AI-generated code16:10 – Is tech debt still a problem if code becomes disposable?21:00 – Inner vs. outer loops of development — and why the bottleneck is shifting26:10 – Why we hold AI to a higher standard than human engineersQuote of the Episode“We used to get context for free — just by writing the code. But in a world of AI code gen, we're going to need new ways to absorb and maintain that context.” – Greg FosterResources MentionedGraphite: https://graphite.devGreg on LinkedIn: https://www.linkedin.com/in/gregmfosterEmail Greg: greg@graphite.devPro TipsStack your PRs to keep shipping fast and safely. Whether it's AI or human writing the code, small, parallelized changes are easier to review, test, and deploy — especially when you're operating at high velocity.Call to ActionEnjoyed this episode? Share it with a fellow engineer, follow the show, and leave a review on Apple Podcasts or Spotify. For more insights like this, connect with us on LinkedIn or subscribe to our newsletter.
What does it take to build startups that last and come back for more? In this episode, Amir sits down with Russ Fradin, serial founder, longtime investor, and now CEO of Larridn. With nearly 30 years of experience and billions raised across multiple ventures, Russ shares what he's learned about founding companies, hiring the right people, navigating pivots, and representing other people's money with integrity. This isn't a highlight reel. It's a grounded, real-world look at what actually makes a great founder.Key Takeaways• Great founders haven't changed. The barriers to entry have• The best ideas evolve constantly. Early-stage success is about the team• Founding with the right people creates longevity and joy in the journey• Angel investors are betting on judgment, not just ideas• Fulfillment comes from building with people you respect and admireTimestamped Highlights00:53 Why Russ and his co-founder launched Larridn to reimagine productivity in the age of AI03:48 Lessons from 29 years of company building, from pre-Netscape to today05:36 How the startup world has changed and what hasn't since the 90s12:06 What makes the journey worthwhile even when startups fail14:56 How Russ chose the right co-founders and why it still matters most17:52 Knowing which idea to chase and when to pivot with purpose21:24 What representing other people's money really means to him as a founder and angel investorQuote of the Episode“There's just nothing better you can do with your time than go to work every day trying to build something amazing with amazing people.”Pro TipsWhen choosing your next venture, ask: where do I have unfair advantage? It's not just about solving a big problem. It's about solving the one you're uniquely qualified to tackle.Call to ActionEnjoyed this episode? Share it with a founder or investor in your circle. Subscribe to The Tech Trek for more conversations with leaders who've done the work and are still doing it. Follow Amir on LinkedIn for more insights and episode drops.
What do founders get wrong when trying to build a startup? Jeff Gibson, CTO and co-founder at Kintsugi, joins the show to break down how he approaches building around real business problems—not flashy features. Drawing from pre-IPO roles at Atlassian and his journey scaling Kintsugi, Jeff shares why understanding cash flow, revenue mechanics, and operational bottlenecks is critical for building something that lasts. Whether you're a startup founder or tech leader, this one's full of sharp insights on building with purpose.Key Takeaways • Solving “boring” problems can be wildly valuable—if you understand where the money flows • Great businesses start with a clear grasp of what companies actually value, not just what users say they want • Pre-IPO cleanup reveals hidden complexity in compliance, revenue recognition, and internal tooling • Pivoting without a strong North Star leads to wasted cycles; solve for the cause, not just symptoms • Not every successful business needs to be venture scale—but it does need to be viable and focusedTimestamped Highlights 01:17 — What Kintsugi actually does, and why indirect tax is a massive hidden challenge 03:49 — The “pre-IPO cleanup” playbook and how it shaped Jeff's understanding of business systems 06:52 — Why chasing product-market fit is risky if you don't deeply understand the business problem 09:44 — Talking to 100 customers before writing a single line of code 12:57 — The opportunity in low-innovation, high-value spaces (think CRMs, billing, compliance) 16:44 — Niche wins: why a $10M business in a focused segment can be more valuable than chasing unicorn statusQuote of the Episode “You don't want to find a boring problem that's commoditized. You want a boring problem that's valuable.”Resources Mentioned • Kintsugi: https://www.kintsugi.comCall to Action If you found Jeff's insights helpful, follow The Tech Trek for more conversations with builders and leaders shaping the future of tech. Share this episode with a founder friend, and don't forget to subscribe wherever you listen. Want to keep the conversation going? Connect with Jeff on LinkedIn.
Ashok Srinivas, SVP of Engineering at Aledade, joins The Tech Trek to break down what it really means to have impact as an engineering leader. With experience at Microsoft, Snapchat, Indeed, Dropbox, and now Aledade, Ashok brings clarity on how to assess your value, earn trust, and align technical strategy to business outcomes. Whether you're leading at a scrappy startup or an enterprise giant, this conversation offers a grounded and practical lens on leading with purpose, adjusting your playbook, and knowing when to pivot.Key Takeaways• Your first 90 days as a leader should be about listening, learning the culture, and earning trust• Technical strategy only matters if it maps to business value—long-term bets need short-term execution• Engineering leadership changes based on company stage: wartime vs peacetime, scale vs speed• Culture and resilience matter more than expertise—especially in remote, high-change environments• Great leaders don't just bring the right tools—they know when to use them, and when to stay curiousTimestamped Highlights00:36 — What Aledade does and why healthcare impact is personal02:14 — From chip design to engineering leadership: Ashok's career journey04:09 — Matching your leadership style to company stage and market dynamics06:39 — Why trust-building matters more than early change-making10:24 — How Ashok evaluates engineering impact across people, product, and execution13:13 — The thrill of learning new business models—and why he keeps switching industries16:41 — Aligning OKRs with team performance while still shipping hands-on21:51 — The most underrated skill in engineering orgs: resilience in the face of ambiguityQuote of the Episode“Strategies change all the time. If your team isn't aligned through culture, they won't be ready to pivot—and that's what really holds you back.” — Ashok SrinivasResources Mentioned• Radical Candor by Kim ScottCall to ActionEnjoyed the episode? Share it with an engineering leader you respect. Then subscribe to The Tech Trek so you never miss conversations like this—real insights from people building the future.
Vijaye Raji, CEO and founder of Statsig, left two decades of success at Microsoft and Facebook to start from scratch—at age 41. In this episode of The Tech Trek, we unpack the mindset, planning, and trade-offs that come with becoming a first-time founder later in life. If you've ever wondered what it really takes to leave the safety of big tech to chase a startup dream, this one's for you.What You'll Learn• Why Vijaye treated the decision to become a founder separately from the idea for Statsig• How he de-risked the leap by financially preparing his family for the journey• The emotional rollercoaster of being a solo founder—and how he stays grounded• The biggest blind spots coming from big tech to startup life (hello, sales and SOX compliance)• How he thinks about pivoting, product strategy, and avoiding the “limping-along” trapTimestamps to Catch02:03 – Why he walked away from Meta and Microsoft04:32 – The real difference between “wanting to start a company” and knowing what to build06:17 – How he set a 10-year plan—and avoided the dangerous middle zone11:54 – What he didn't know until he had to do it himself: sales, marketing, compliance15:28 – How he structured support at home to take the leap without a co-founder21:40 – Tactical advice for future founders to build toward entrepreneurship intentionallyQuote of the Episode“Startup is not an individual affair—it's a family affair. It affects people around you in subtle ways, and some not so subtle.”Resources Mentioned• Statsig: https://www.statsig.com• Connect with Vijaye on LinkedIn: https://www.linkedin.com/in/vijayePro Tip from VijayeIf you're planning to start a company in the next five years, structure your career today to pick up the missing skills: sales, marketing, financials, hiring, and firing. Be intentional about it.Enjoyed the episode?Follow The Tech Trek for more real conversations with startup builders, tech leaders, and product thinkers. Like, subscribe, and share this episode with someone who's thinking about taking the leap. And if you've got thoughts or feedback—drop a comment or connect on LinkedIn.
What if your data science team could drive business outcomes across products, not just models? In this episode, Hicham El-Hassani shares a tested blueprint for building data teams that are adaptable, retention-proof, and ready to ship.With 18 years of experience, Hicham has led high-impact data science orgs across insurance and software—and he's not afraid to challenge the standard playbook. He explains why most teams fail to scale, how generalist data scientists can outperform specialists, and what actually matters in model success (hint: it's not just the algorithm).Whether you're a technical leader, hiring manager, or data practitioner, this conversation is packed with insights on how to design for execution, avoid attrition, and get your models into production—fast.Key TakeawaysData science orgs need flexible, crew-style structures—not rigid vertical silosGeneralists thrive when given exposure, ownership, and tailored trainingFeature engineering and domain context often beat algorithm tuningExecution and documentation matter more than flashy toolsGenAI will boost productivity—but won't replace real data science judgmentTimestamped Highlights02:00 — Why rigid, specialized teams backfire in data orgs06:45 — The real value of domain knowledge and how to build it quickly11:50 — How data scientists can shape sales, pricing, and go-to-market strategy17:30 — A four-phase matrix to structure projects and reduce context switching23:00 — How AI tools are already speeding up DS workflows (and what's next)26:00 — One habit that separates scalable teams from forgettable onesQuote of the Episode"Cross-pollination is the best thing—when data scientists are exposed to different business problems, they evolve faster and stay longer."Call to ActionEnjoyed the conversation? Share this episode with someone building or managing a data team. And if you haven't yet, subscribe to The Tech Trek for more no-fluff insights from leaders building the future of tech.
What does the “long tail” of AI really look like in a highly regulated industry? In this episode, Dave Wollenberg, VP of Enterprise Data & Analytics at Scan, breaks it down. From cautious experimentation to enabling non-technical users to build AI-driven POCs, Dave shares a grounded, practical perspective on AI adoption inside a Medicare Advantage organization.You'll hear why the real transformation isn't just technical—it's cultural. We talk about how to shift employee mindsets, educate business teams, and unlock self-service analytics while staying compliant. If you're a tech or data leader trying to separate hype from real value, this one's for you.Key Takeaways:The long tail of AI means rethinking roles—not just automating tasksReal AI enablement starts with data quality, governance, and semantic clarityNon-technical employees can (and should) build AI proof-of-conceptsChange management will make or break your AI strategyIn regulated industries, open source and secure deployment models matterTimestamped Highlights:00:55 – What Scan Health Plan does and why AI matters in healthcare03:10 – From machine learning to generative AI: how use cases have evolved08:15 – Three types of business users and how to upskill them for AI12:40 – Shifting expectations: stakeholders want AI-powered insights, now15:20 – Why self-service BI still falls short without a solid data foundation18:35 – AI adoption isn't just IT's job—business users need to lead too22:15 – Navigating AI in regulated industries: risks, rules, and realitiesQuote of the Episode:“It's not as if there's a certain amount of work in the world, and if AI takes some, there's nothing left to do. When you make people more powerful, they add more value—and you want more of them, not fewer.”Pro Tips:Host internal hackathons to build excitement and break down resistanceUse sandbox environments to safely encourage experimentationDon't wait for technical users—give your business teams the tools to tryCall to Action:Like what you heard? Share this episode with someone exploring AI adoption in their org. Subscribe to The Tech Trek for more candid conversations with tech leaders on building, scaling, and leading through change.
What happens when you bring Silicon Valley tech thinking into an “unsexy” industry? Alex Jekowsky, Co-founder and CEO of Cents, shares how his vertically integrated platform is quietly transforming garment care—starting with laundromats. In this conversation, Alex breaks down what it takes to digitize an analog industry, earn operator trust, and build deep value with a lean team. If you've ever wondered what it really means to build vertical SaaS for SMBs, this is a masterclass.Key TakeawaysStart with digitization, not disruption—operators don't need revolution, they need visibility and options.Building for SMBs means listening first, innovating later. Reliability beats cleverness early on.A lean team can deliver better quality by being more deliberate, but it comes with execution risk.Cents' growth isn't about horizontal expansion—it's about going deeper with each customer.Clear alignment on mission—“garment care”—enables scale without complexity.Timestamped Highlights[01:50] – Why laundromats? The overlooked opportunity in an “unsexy” industry[06:30] – Digitize first, then provide optionality: Cents' real value proposition[09:40] – Why innovation is an earned right in SMB SaaS[12:50] – The tradeoffs and benefits of building vertically with a small team[16:40] – How Cents plans to grow deeper in garment care without chasing new verticals[21:50] – Culture, clarity, and staying anchored to the mission—how Cents keeps its edgeQuote of the Episode"Nobody works with you because you're innovative—they work with you because you work."Resources MentionedCents: https://www.trycents.comCall to ActionIf this episode changed how you think about vertical SaaS or SMB tech, share it with a founder or product leader who needs to hear it. And don't forget to follow The Tech Trek for more behind-the-scenes stories on building products that actually move industries forward.
How do you turn GenAI excitement into real enterprise value—without leaving people behind?In this episode, Amir talks with Mike Urban, Chief Technology Operations Officer at Best Egg, about the overlooked muscle every company needs to build: change management. Mike shares how his team is navigating the real-world complexity of bringing GenAI into production across a highly regulated fintech org—while aligning control and risk teams as unexpected champions of innovation.If you're trying to move fast without breaking trust, this conversation is packed with lessons.Key Takeaways:Change management isn't a framework—it's a living process, just like the changes you're navigating.GenAI adoption starts with personalized enablement, not just tooling. Everyone has a different “light switch.”Risk and control functions can be powerful allies in innovation, not blockers—if brought in early.Gamified onboarding and grassroots advocacy can shift perception and accelerate adoption.The real value of GenAI isn't replacement—it's amplification. Think "thought partner," not "automation engine."Timestamped Highlights:00:47 – What Best Egg does and who they serve in the fintech landscape01:46 – Why traditional change management often fails in tech orgs07:42 – The GenAI learning curve: why every employee needs their own light switch moment10:18 – Risk and control teams as enablers of innovation (not roadblocks)12:39 – A clever GenAI onboarding experiment with Best Egg's control team17:01 – Framing GenAI as a productivity co-pilot, not a job replacer22:33 – Why GenAI's constant evolution might actually make it easier to adoptQuote of the Episode:“Every person has their own GenAI light switch—and once it's on, it doesn't turn off.”Call to Action:If this episode sparked new ideas for how your team can embrace GenAI more effectively, share it with a colleague or drop us a review. And don't forget to subscribe so you never miss an episode of The Tech Trek. You can also connect with Mike Urban on LinkedIn to continue the conversation.
What does it take to build and scale AI responsibly inside a major media organization?In this episode, Amir sits down with Arvind Thinagarajan, formerly Head of Enterprise Data Science & Analytics at Gannett (publisher of USA Today), to unpack how they built a volunteer-driven AI Council that governs, guides, and accelerates AI initiatives across the company.From prioritization frameworks to cross-functional subcommittees, Arvind shares the inner workings of a model that supports nearly 90 AI use cases — and might just inspire how your org tackles AI at scale.Key Takeaways– Gannett's AI Council is fully volunteer-based and cross-functional, giving every department a voice in how AI gets used.– New AI ideas bubble up from across the org — the council exists to prioritize and support them, not to own or build them.– Every pilot starts with a scoped business case, clear success metrics, and a timeline.– The enterprise rollout phase is intentional — ensuring tech used in pilots aligns with the broader IT stack.– A separate IT Council works alongside the AI Council to avoid duplicate tools and ensure strategic alignment.Timestamped Highlights00:57 – What the AI Council is and how it's structured03:54 – How the council started and why it matters in media06:19 – Subcommittees that cover everything from tooling to compliance09:40 – Where AI use cases come from (hint: it's not top-down)11:39 – Who actually builds the solutions, and how governance plays out16:55 – 87+ tracked use cases and what happens after a pilot succeedsQuote of the Episode“The AI Council exists to make sure there are no silos. We're here to bring the right skill sets, tool sets, and mindsets together — to solve the right problems, the right way.”Call to ActionIf you're working on AI in a complex org — or trying to sell into one — this episode will give you the playbook from inside a company doing it right.Follow the show on your favorite podcast platform, share it with a teammate, and if you liked the episode, leave a quick review. It really helps.
What does it take to build AI systems that are private by design—and ready for tomorrow's regulations?In this episode, I'm joined by Rishabh Poddar, CTO and Co-founder of Opaque Systems, to explore how data privacy, compliance, and AI innovation intersect in a rapidly evolving landscape. Rishabh breaks down the impact of emerging privacy laws, the risks with agentic AI systems, and why building cryptographic guarantees into the foundation of your AI stack isn't optional—it's essential.Whether you're deploying AI at scale or just experimenting, this conversation will challenge how you think about trust, governance, and the future of responsible AI.
What happens when a data-driven founder leaves Big Tech to tackle a broken healthcare system?In this episode of The Tech Trek, Amir sits down with Tim Edgar, Co-founder and CTO at Venteur, to unpack how deep personal insight, emotional connection, and data all play a role in identifying real-world problems worth solving. From launching Bing under Satya Nadella to co-founding companies with his sister, Tim shares how his experience across startups and Microsoft shaped his approach to product, purpose, and people.This one is for builders, operators, and tech professionals who want to do more than just ship features—they want to build something meaningful.
In this episode of The Tech Trek, Amir sits down with Davy Li, Head of Engineering at Mesa, a startup redefining how homeowners earn rewards on everyday home expenses. Davy shares his personal journey from Big Tech to startup life, unpacks how he's built Mesa's engineering team from scratch, and offers a refreshingly candid look at what it means to be an effective leader in a small but growing organization.From defining cultural values to hiring without a brand name, Davy drops wisdom on leadership, team modeling, and giving engineers the freedom to thrive. If you're building or leading teams in tech—or planning to—this one's packed with insights you can act on today.
In this candid conversation, Bryan Mahoney unpacks his journey from CTO to CEO, exploring what it really takes to evolve beyond the engineering org into leading an entire company. We talk about how his curiosity and hands-on technical skills still shape how he leads today, the mental shifts required to manage AI-driven teams, and how leadership demands evolve as a company scales from services to SaaS.Along the way, Bryan reflects on AI's role in shaping engineering culture, the future of career ladders, and the illusion of control in modern software development. If you've ever wondered what it means to be a modern tech CEO—or how AI is transforming the very DNA of how we build software—this one is for you.
What does it really take to build company culture from the ground up—especially when you've done it more than once? In this episode, Amir sits down with Darren Nix, founder and CEO of Steadily Insurance, to talk about the wins and missteps that come with building startups. Darren shares what's stayed the same (and what hasn't) across the four companies he's founded, and why being deliberate about culture is more important than ever.They get into how founders leave their fingerprints on everything—from hiring to habits—and why your company might accidentally turn into a copy of your employees' old workplaces if you're not paying attention. Whether you're leading a 10-person team or scaling past 100, this episode is packed with hard-earned advice on keeping your culture intentional, honest, and real.
In this episode, Amir sits down with Jay Vijayan, Founder and CEO of Tekion, to explore how digital transformation and AI are modernizing the automotive retail industry. They dive deep into the complexities of dealership systems, the supply chain ripple effects of tariffs, and the evolving consumer experience. Jay explains why legacy systems can't meet today's expectations and how Tekion is building a unified platform that supports everything from purchase to after-sales. They also unpack why delivering a personalized, seamless customer journey may be the key to loyalty in an industry long seen as purely transactional.
In this episode of The Tech Trek, Amir sits down with Reed McGinley-Stempel, co-founder and CEO of Stytch, to explore what it means for applications to be agent ready. With the rise of agentic AI—intelligent systems that can take actions on behalf of users—the landscape for SaaS and consumer-facing apps is rapidly evolving.Reed breaks down the core concepts around agent integration, including how apps must prepare to serve not just human users but also AI agents acting on their behalf. They discuss the key challenges companies face: earning user trust, managing consent and privacy, and building in human oversight to minimize costly mistakes.Using real-world examples like coding agents and calendar tools, Reed illustrates how agent adoption succeeds where there's low friction and built-in validation. He also dives into the double standard AI faces, and why even psychologically, humans might need a "human in the loop" long after AI is capable of operating on its own.If you're building applications or thinking about AI integrations, this is a forward-looking conversation you won't want to miss.
In this episode, Amir chats with Jason Fellin, Head of Growth Engineering at OnX Maps, to unpack what makes growth engineering unique. Jason shares how his team focuses on speed, experimentation, and measurable business impact rather than long-term architecture. From hiring strategies to cross-functional collaboration with marketing, this conversation offers a tactical look at building and leading a growth engineering org.
In this episode, Amir sits down with Brooke Motta, CEO and co-founder of RAD Security, to unpack her career pivot from sales leadership to becoming a founder in the cybersecurity space. Brooke shares how her go-to-market background shaped her approach to building RAD, the challenge of stepping into technical leadership, how she's managing growth through hiring, and what's ahead for security and AI. Whether you're a technical founder or commercial operator, this one's packed with practical insight.
In this episode, Richard Girges, CTO at MNTN, breaks down the appeal and risk of emulating high-profile leaders like Elon Musk or Steve Jobs. From startup life to scaling teams, Richard shares how leaders can avoid the missteps of mimicry and instead cultivate their unique "mode of genius." You'll learn how intuition, failure, and self-awareness play a vital role in effective leadership—and why copying the “death stare” won't make you a visionary.
In this episode, Amir sits down with Brian McMahon, CEO and co-founder of Pickle—a fashion rental marketplace aiming to become the Airbnb for everyday items. Brian unpacks how Pickle solved the classic two-sided marketplace dilemma, why hyperlocal supply is their secret weapon, and how AI is powering everything from product tagging to customer support. They also dive into the evolution of Pickle's fundraising strategy—from getting no investor traction to securing repeat backers. Whether you're building a marketplace, navigating fashion tech, or fundraising in today's climate, this conversation is packed with insights.
In this episode, Amir sits down with Aaron Painter, CEO of Nametag, to explore how deepfakes and generative AI are reshaping identity security in the workplace. They discuss real-world attacks, such as the MGM breach, and how enterprises are responding with new technologies—from cryptographic identity verification to re-verification protocols. Aaron shares what companies are doing right, where they're vulnerable, and the role of identity in the future of enterprise security.
In this episode, Amir speaks with Anna Patterson, founder of Ceramic AI, about what it truly means to lead an AI-first company. They unpack the differences between engineering and AI leadership, the chaos and creativity of early-stage research, how Ceramic AI is betting on emerging talent, and why managing AI roadmaps is an exercise in uncertainty and invention. Anna also shares perspectives from her experience at Google and how search engine wars inform today's AI landscape.
In this episode of The Tech Trek, Amir sits down with Matt Moore, CTO and co-founder of Chainguard, to explore the escalating importance of software supply chain security. From Chainguard's origin story at Google to the systemic risks enterprises face when consuming open source, Matt shares the lessons, best practices, and technical innovations that help make open source software safer and more reliable. The conversation also touches on AI's impact on the attack surface, mitigating threats with engineering rigor, and why avoiding long-lived credentials could be your best defense.
In this episode of The Tech Trek, Christina Garcia, SVP of Engineering at Echo Global Logistics, shares her insights on integrating AI not as a replacement but as a partner in business operations. We unpack how organizations can holistically rethink processes, overcome adoption hurdles, and empower innovators inside the company to co-create AI use cases. Christina also opens up about the unique leadership pressures this wave of transformation brings—and how she manages them.
In this episode, Amir sits down with Anthony Jules, Co-Founder and CEO of Robust.AI, to explore how scaling lessons from the early days of Sapient translate into today's rapidly evolving world of AI and robotics. Anthony shares stories from growing a company from 3 to 4,000 people, what scale teaches you about communication and change, and how being ruthlessly honest about your business creates strategic advantage. From the hype vs. reality of AI to how hardware can stabilize innovation in robotics, this conversation is rich with insights for technologists, entrepreneurs, and leaders navigating change.
In this episode of The Tech Trek, Amir sits down with Joe Philleo, founder and CEO of Edio, an AI platform transforming K-12 education. Joe shares his journey from building websites in high school to writing a viral essay on Palantir that kickstarted his tech career. He dives into the critical role AI now plays in solving chronic absenteeism and driving measurable academic improvements. The conversation explores how tech is reshaping education—from device adoption post-pandemic to rethinking how we measure and manage learning outcomes.
In this episode of The Tech Trek, Amir sits down with Sus Misra, SVP of Data & Analytics at Solve(D) (IPG Health), to unpack what true precision targeting looks like in one of the most regulated industries: pharma. Sus explains how healthcare marketers uniquely leverage individual-level data to connect with professionals like doctors and oncologists—something unheard of in most sectors.But with great data comes great responsibility. Sus dives into the ethical, regulatory, and technical challenges of working with sensitive healthcare data, from HIPAA compliance to new state-level restrictions that are reshaping how campaigns are executed. He also shares how machine learning and generative AI are beginning to help—but warns they'll never replace human governance.Whether you work in data, marketing, or product, this episode is a masterclass in what happens when cutting-edge tech meets hard regulatory walls.
In this episode of The Tech Trek, Brian Clifford, Chief Data Officer at Amica Insurance, shares how his team translates core company values—like exceptional customer service—into actionable AI and data strategies. We explore how Amica approaches pilots, vendor selection, internal adoption, and governance to scale AI effectively and responsibly.
In this deep-dive episode, we explore what it truly means to be "AI-native" versus bolting AI onto existing products. Abhay Mitra, CTO of Nirvana Insurance, shares how his team is building industry-specific AI models to transform the $800B+ commercial insurance market, starting with trucking—one of the most complex and painful sectors in insurance.From telematics data platforms to fine-tuned underwriting models, discover why commercial insurance might be the perfect proving ground for AI and how a data-first approach is creating unfair advantages for startups competing against century-old incumbents.Key Takeaways
In this episode, we dive deep into the evolving relationship between engineering and product with Pranab Krishnan, CTO of Zeal - a payroll and payments platform for staffing companies. We explore how the traditional boundaries between engineering, product management, and customer interaction are dissolving, especially in the age of AI. Pranab shares insights on building a product-centric engineering culture, the concept of "shifting left," and how AI tools are reshaping the skills engineers need to succeed.Key Takeaways
In this episode of The Tech Trek, Vinayak Kumar shares how his team at Lynx strikes a practical balance between innovation and efficiency in the heavily regulated healthcare and finance space. He explains why innovation shouldn't be forced, how to avoid the "tech in search of a problem" trap, and why pattern-driven execution helps startups scale faster without compromising flexibility.
In this episode, Amir speaks with Ameya Brid, Global Director of Data & Analytics at Invista, about the maturation of GenAI conversations in the enterprise. They dive into the shift from hype to implementation, real-world challenges like data quality and change management, and how composable architecture is helping organizations adapt to rapid innovation cycles.
In this episode of The Tech Trek, Amir sits down with Andy Beam, CTO of Lila Sciences, to explore how AI is transforming the messy, serendipitous nature of scientific discovery into an engineered, scalable process. From automating lab work to accelerating the speed of breakthroughs, Andy explains why the future of science may be less about eureka moments and more about AI-driven iteration.
In this episode of The Tech Trek, Amir speaks with Alexander Schlager, founder and CEO of AIceberg, about how his company has tackled the AI talent shortage by partnering directly with universities. From building relationships with faculty to onboarding students into real-world R&D roles, Alex shares a unique, cost-effective strategy for hiring early-career tech talent and turning them into long-term contributors. It's a compelling listen for anyone in emerging tech, hiring, or leadership.
Wyatt Smith, CEO of UpSmith, joins Amir to unpack how agentic AI is transforming the skilled trades industry. From dispatch optimization to human-in-the-loop workflows, Wyatt shares a practical and visionary lens on how AI can solve deep productivity challenges, empower call centers, and proactively generate business opportunities. If you think AI only disrupts digital industries, this episode will make you think again.
What separates a successful founder from the rest? In this episode, Harish Abbott—CEO and co-founder of Augment—breaks down how he repeatedly spots opportunity early, builds products customers actually want, and navigates the fast-moving world of AI without falling into the trap of chasing every shiny benchmark.We explore how Harish's team shadowed 60 logistics operators before writing a single line of code, why storytelling is a founder's most underutilized superpower, and how to know when it's time to pivot—even if everything looks good on the surface.Whether you're scaling your first product or figuring out what not to build, this conversation is packed with real-world insights you can apply today.
In this episode of The Tech Trek, Amir speaks with Patrick Leung, CTO of Faro Health, about what it takes to lead an engineering organization through a transformation to become an AI-first company. From redefining the product roadmap to managing cultural and technical shifts, Patrick shares practical insights on team structure, skill development, and delivering AI-enabled features in a regulated domain like clinical trials. This is a must-listen for tech leaders navigating similar transitions.
In this episode of The Tech Trek, Amir sits down with Sunita Verma, CTO at Character AI and former engineering leader at Google. Sunita shares how she's transitioned from leading large-scale AI initiatives at Google to building novel experiences in a fast-paced startup environment. She dives into the mindset shift required to prioritize velocity over scale, how to lead AI-native product innovation, and what it means to be a female technical leader in today's tech ecosystem.
In this episode of The Tech Trek, Amir sits down with Emily Long, the CEO and co-founder of Edera, a deep tech startup focused on secure infrastructure. Emily shares her unconventional journey from HR leadership into the world of high-performance computing, infrastructure, and cybersecurity. Together, they explore the realities of leading a technical startup as a non-engineer, the underestimated value of soft skills in building scalable companies, and how trust, learning, and risk-taking shape leadership at every stage.
Arlene Watson, a product and engineering leader in the cybersecurity space with experience at CrowdStrike, ServiceNow, and Tenable, joins the show to unpack the critical challenges facing cybersecurity teams today. We dive into breach realities, the need for proactive defenses, how automation is reshaping security operations, and why AI is both a threat and an essential tool. If you're building, managing, or securing software in today's threat landscape, this episode is for you.
In this episode, Amir sits down with David Marchick, Dean of the Kogod School of Business at American University, to explore how AI is transforming higher education. From early skepticism to full-scale integration, David shares how his faculty is embracing generative AI—not just as a tool, but as a cornerstone of future-ready learning. The conversation dives into what it means to prepare students for an AI-infused workplace, the ethical dilemmas that arise, and how this technology could either widen or bridge existing academic gaps.
In this episode, Amir sits down with Brent Keator, an expert advisor at Primary Venture Partners, to unpack one of the most debated engineering challenges: tech debt versus reengineering. They explore how to define tech debt, when to refactor versus rebuild, the ROI of revisiting old code, and how AI is (and isn't) changing the equation. This is a must-listen for engineering leaders navigating complex technical decisions in fast-moving environments.
In this episode, Amir Bormand sits down with Andy White, CEO of ClosingLock, to talk through his journey from PhD engineer to startup founder. Andy shares the aha moment that launched ClosingLock, a cybersecurity-focused platform protecting real estate transactions, and offers a transparent look at the early struggles of building trust in a skeptical industry. From pitching title companies with Chick-fil-A to learning an entirely new domain from scratch, this is a story about execution, humility, and listening harder than you pitch.
In this episode of The Tech Trek, Amir Bormand talks with Jason Wells, Head of Engineering at BrowserBase, about building a high-performance culture rooted in trust, emotional intelligence, and psychological safety. Jason shares how his unconventional path—including a six-year break from tech—helped shape a management philosophy that puts human connection at the center of engineering leadership. From dismantling blame culture to fostering self-compassion and authentic feedback loops, Jason offers a powerful framework for anyone looking to lead modern tech teams more intentionally.
In this episode, Amir Bormand sits down with Kieran Furlong, CEO and co-founder of Realta Fusion, to explore the unique path of a deep tech startup spun out of a university lab. They discuss building a fusion energy company, navigating complex stakeholder relationships with universities and government agencies, and keeping long-term mission-driven teams aligned. From licensing technology to managing a decade-long development cycle, this conversation reveals how Realta Fusion is working to change the world's energy future.
In this episode of The Tech Trek, Amir sits down with Clark Downum, CTO at Redox, to unpack the deeper dynamics between engineering, product, and business stakeholders. From tech debt and project delays to culture, communication gaps, and delivery trade-offs—this conversation is a candid exploration of how technical teams can drive impact without getting stuck in process perfection.Whether you're a tech leader or aspiring one, this episode offers a fresh lens on ownership, expectation-setting, and delivering what really matters.
In this episode of The Tech Trek, Daniel Whatley, co-founder and technical lead at Vividly, shares his journey launching a startup while still a student at MIT. From managing college life during COVID to navigating the CPG industry's digital transformation, Daniel reflects on what it meant to be the youngest in the room, how he grew into executive leadership, and what he wishes he'd known before co-founding a company. A candid look at growth, grit, and the impact of youth in a traditional space.