Tech Talks Daily

Have you ever wondered why "compliance" still gets treated like a slow, spreadsheet-heavy chore, even though the rest of the business is moving at machine speed?
In this episode of Tech Talks Daily, I sit down with Matt Hillary, Chief Information Security Officer at Drata, to talk about what actually changes when AI and automation land in the middle of governance, risk, and compliance. Matt brings a rare viewpoint because he lives this day-to-day as "customer zero," running Drata internally while also leading IT, security, GRC, and enterprise apps.
We get practical fast. Matt shares how AI-assisted questionnaire workflows can turn a 120-question security assessment from a late-afternoon time sink into something you can complete with confidence in minutes, then still make it upstairs in time for dinner. He also explains how automation flips the audit dynamic by moving from random sampling to continuous, full-population checks, using APIs to validate evidence at scale, without hounding control owners unless something is actually wrong.
We also talk about what security leadership really looks like when the stakes rise. Matt reflects on lessons from his time at AWS, why curiosity and adaptability matter when the "canvas" keeps changing, and how customer focus becomes the foundation of trust. That theme runs through the whole conversation, including the idea that the CISO role is steadily turning into a chief trust officer role, where integrity, transparency, and credibility under pressure matter as much as tooling.
And because burnout is never far away in security, we dig into the human side too. Matt unpacks how automation can reduce cognitive load, but also warns about swapping one kind of pressure for another, especially when teams get trapped producing endless dashboards and vanity metrics instead of focusing on the few measures that actually reduce risk.
To wrap things up, Matt leaves a song for the playlist, Illenium's "You're Alive," plus a book recommendation, "Lessons from the Front Lines, Insights from a Cybersecurity Career" by Asaf Karen, which he says stands out for how it treats the human side of security leadership. If you're thinking about modernizing compliance in 2026 without losing the human element, his parting principle is simple and powerful: be intentional, keep asking why, and spend your limited time on what truly matters.
So where do you land on this shift toward continuous trust, do you see it becoming the default expectation for buyers and auditors, and what should leaders do now to make sure automation reduces pressure instead of quietly adding more? Share your thoughts with me, I'd love to hear how you're approaching it.

Can designing for human error become the strongest cybersecurity strategy in an AI-accelerated world?
In this episode, I sit down with Yaz Bekkar, Principal Consulting Architect for Barracuda XDR and a member of the company's Office of the CTO, to explore why the speed introduced by AI is changing the risk equation for every organization. As automation allows teams to move faster, it also means small mistakes can scale at machine speed. Yaz argues that resilience in 2026 is no longer about trying to prevent every incident. It is about anticipating failure, containing the blast radius, and recovering quickly without bringing the business to a standstill.
Our conversation challenges one of the most persistent narratives in security, the idea that people are the weakest link. Yaz explains why safeguarding the workforce begins with reshaping the environment they operate in. When the secure option is also the easiest and fastest path, risky shortcuts begin to disappear. From secure defaults and least-privilege access to paved-road workflows for administrators, he shares practical examples of how organizations can reduce complexity, limit exposure, and support better decisions under pressure.
We also tackle the limits of annual compliance training and the cultural shift required to build real cyber resilience. Yaz makes the case for continuous, bite-sized practice embedded into everyday work, from three-minute phishing simulations that teach without blame to short, hands-on misconfiguration drills for technical teams. The result is stronger habits, faster response times, and a security posture designed for real human behavior rather than ideal conditions.
If AI is accelerating both innovation and risk, how do leaders move from a prevention-only mindset to resilient operations that protect business continuity when controls fail? And what would change in your organization if every system was designed with the assumption that someone, somewhere, will eventually make a mistake?

At Davos this year, some of the biggest names in tech sent a clear signal. AI is no longer a novelty. It is no longer a proof-of-concept exercise. As Demis Hassabis of Google DeepMind suggested, AI will shape more meaningful work. And Satya Nadella of Microsoft was even more direct. AI only matters if it improves real outcomes for people.
So what does that look like inside the enterprise?
In this episode of Tech Talks Daily, I'm joined by Andrew Boyagi, Customer CTO at Atlassian, to unpack how the conversation has shifted from experimentation to execution. Developers, in many ways, are the perfect lens for understanding this moment. Over the last two decades, their role has expanded far beyond writing code. They now own products, infrastructure, operations, and business outcomes. AI is simply the next chapter in that evolution.
Andrew argues that AI will not replace engineers. It will raise expectations. As intelligent tools absorb repetitive work, the real value moves up the stack. System design. Architectural thinking. Reviewing and refining AI-generated output and orchestrating solutions that solve genuine business problems. And through it all, humans remain firmly in the loop.
We also explore what this means for leadership, why mindset is starting to matter more than technical skill alone, how organizations can avoid layering AI on top of broken processes. And why the companies pulling ahead are treating AI as a strategic discipline, not a feature upgrade.
This is a conversation grounded in reality. It speaks to product leaders, CTOs, CIOs, and anyone asking a simple but powerful question. If we are investing in AI, what are we actually getting back? And before we close, we look ahead to Team '26 and the themes Andrew and his team are already working on. 
If this year has been about proving value, what will the next chapter demand from enterprise leaders? As always, I'd love to hear your thoughts. Are you seeing proof of value in your organization yet, or are you still working through the pilot phase?

*]:pointer-events-auto scroll-mt-(--header-height)" dir="auto" tabindex="-1" data-turn-id= "9168b9fb-9cc7-4a32-9cf3-0f12c0141fb6" data-testid= "conversation-turn-5" data-scroll-anchor="false" data-turn="user"> *]:pointer-events-auto scroll-mt-[calc(var(--header-height)+min(200px,max(70px,20svh)))]" dir="auto" tabindex="-1" data-turn-id= "request-69932a54-73c0-8395-979c-6bc9e24ea9ee-0" data-testid= "conversation-turn-6" data-scroll-anchor="true" data-turn= "assistant"> After stepping off stage from moderating a panel, a Senior Frontend Developer from Capgemini waited to say hello. She asked for a quick photo, and within minutes, we were deep in conversation about hackathons, women in tech, mentoring, and the pride she felt watching Egypt host a platform of this scale.
Her name is Alaa Ali Kortoma, and what began as a quick introduction turned into her very first podcast appearance.
In today's episode, you will hear directly from someone on the ground in Cairo about what AI Everywhere means to her, to Egypt, and to a generation of more than 750,000 graduates entering the workforce each year. We talk about bridging the gap between academia and industry, shrinking the distance between startups and investors, and why she believes AI represents opportunity rather than replacement.
If AI really is everywhere, it should look like a possibility. It should look like inclusion. It should look like young women mentoring at hackathons. It should look like national strategies focused on responsible adoption and skills development.
So let me beam your ears to Cairo and introduce you to Alaa Ali Kortoma.
And after spending three days at AI Everything MEA, what does AI Everywhere mean to me?
It is not hype. It is not a headline. It is policymakers embedding AI into public services. It is engineers building Arabic language models tailored to local needs. It is healthcare systems using AI to detect disease earlier. It is investors listening to founders. It is young professionals investing in themselves.
One phrase from this conversation will stay with me long after the microphones were turned off. Proud and full of possibility.
Over the last decade, I have seen technology stories unfold across continents, but Cairo reminded me why I started this podcast in the first place. Technology becomes powerful when it connects people. When it builds confidence. When it proves that innovation is not reserved for a select few regions.
AI is often framed as a Silicon Valley or East Asia story. What I witnessed in Egypt suggests something broader is taking shape. Capital is flowing differently. Partnerships are forming across Africa and the Middle East. Talent is visible. Voices are confident.
So if AI can thrive beside the Nile, if it can empower graduates in Cairo to see opportunity rather than threat, then perhaps AI really is everywhere.
The final question is this. What does AI Everywhere look like where you are, and what role are you playing in shaping it?
Wherever you are listening from, I would love to hear your story too.

In this episode, I'm joined by Bill Briggs, CTO at Deloitte, for a straight-talking conversation about why so many organizations get stuck in what he calls "pilot purgatory," and what it takes to move from impressive demos to measurable outcomes.
Bill has spent nearly three decades helping leaders translate the "what" of new technology into the "so what," and the "now what," and he brings that lens to everything from GenAI to agentic systems, core modernization, and the messy reality of technical debt.
We start with a moment of real-world context, Bill calling in from San Francisco with Super Bowl week chaos nearby, and the funny way Waymo selfies quickly turn into "oh, another Waymo" once the novelty fades. That same pattern shows up in enterprise tech, where shiny tools can grab attention fast, while the harder work, data foundations, APIs, governance, and process redesign, gets pushed to the side.
Bill breaks down why layering AI on top of old workflows can backfire, including the idea that you can "weaponize inefficiency" and end up paying for it twice, once in complexity and again in compute costs. From there, we get into his "innovation flywheel" view, where progress depends on getting AI into the hands of everyday teams, building trust beyond the C-suite, and embedding guardrails into engineering pipelines so safety and discipline do not rely on wishful thinking.
We also dig into technical debt with a framing I suspect will stick with a lot of listeners. Bill explains three types, malfeasance, misfeasance, and non-feasance, and why most debt comes from understandable trade-offs, not bad intent. It leads into a practical discussion on how to prioritize modernization without falling for simplistic "cloud good, mainframe bad" narratives.
We finish with a myth-busting riff on infrastructure choices, a quick look at what he sees coming next in physical AI and robotics, and a human ending that somehow lands on Beach Boys songs and pinball machines, because tech leadership is still leadership, and leaders are still people.
So after hearing Bill's take, where do you think your organization is right now, measurable outcomes, success theater, or somewhere in between, and what would you change first, and please share your thoughts?

 
Useful Links
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Deloitte Tech Trends 2026 report

Deloitte The State of AI in the Enterprise report