Most companies think they've got security covered. They've bought the tools, checked some boxes, maybe even signed up for cyber insurance. Daniel Zborovski, a fractional CISO with 25 years in the trenches, would politely disagree.

In this episode, we get into what security actually looks like when you pull back the curtain. Not the product stack. The governance, the risk, the stuff that keeps a real CISO up at night.

We talk third-party breaches — which are, quietly, the biggest threat most organizations aren't prepared for. If your vendor gets hit and they're holding your data, that's still your problem. Legally, financially, reputationally. All yours.

We dig into SOC 2, why more companies are being forced into it whether they want to be or not, and what it actually takes to get there (spoiler: it's more than a checklist). We also get into cyber insurance - specifically, the reality that having a policy doesn't mean your claim gets paid.

Then there's AI. Daniel's been rewriting AI governance policies for clients for the past couple of years, and the pace of change is, let's say, brisk. From locking down which platforms employees can use, to the surprisingly thorny question of who controls the data when an AI note-taker shows up to your board meeting uninvited.

Good conversation with someone who's seen a lot of breaches and has the scar tissue to prove it.

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You can reach Daniel at dzborovski@hudsontechnology.ca or on LinkedIn

Check out our The Jason's Industry Insight newsletter at https://jasonsindustryinsights.com/

What happens when a veteran network architect can't get his own Wi-Fi working before a podcast? Exactly the kind of conversation you can't plan for.

Victor Kuarsingh and I have known each other for nearly 20 years, going back to when Jason was at Juniper and Victor was designing IP architecture at Rogers. Victor is now the Managing Vice President of Connectivity at Capital One, and Jason has a little podcast.

In this episode, we pick up where that era left off and look squarely at where things are actually heading.

The conversation moves fast: from managed Wi-Fi and proactive network maintenance, to AI agents running live infrastructure without human approval, to the deeply uncomfortable question of whether anyone is building these systems with a real off switch.

No pitches. No prepared talking points. Two people who have spent decades inside the infrastructure everyone else takes for granted, being candid about what is exciting, what is broken, and what keeps us up at night.

We discuss

Home networking reliability — the irony of a network guy struggling with his own Wi-Fi setup, and the broader point that reliability has become more important than raw speed

AI for network observability — using AI to monitor, diagnose, and self-heal network issues, and how much autonomy you give it before humans need to stay in the loop

AI guardrails and the "how much rope" problem — where autonomous AI decision-making is genuinely better than humans, and where judgment calls still require a person

Personal AI use and critical thinking — how you're both using LLMs day-to-day, the risk of people outsourcing thinking entirely, and why cross-referencing outputs matters

Financial services as the next big disruption — Victor's view that fintech/payments is where telecom was 20 years ago, ripe for the same kind of transformation

Digital identity and voice authentication — deepfakes, voice cloning, and whether we'll ever have a reliable way to confirm who we're actually talking to

The "just because you can, doesn't mean you should" question — AI existential risk framed through sci-fi (WarGames, Battlestar Galactica, Demon Seed), wrapping up with humanity's tendency to build first and ask questions later

Enjoy!

You can find Victor on LinkedIn

Make sure to check out the Jason's Industry Insight Newsletter

In this episode, I reconnect with Amedeo Bernardi, founder of the Canadian Rural and Remote Broadband Community Conference and Expo (CRRBC), to preview the 2026 conference season and explore this year's theme: "the infinite build."

Born from a coffee conversation in 2019, CRRBC has evolved from a regional North Bay gathering into Canada's premier platform for addressing digital equity in rural, remote, and Indigenous communities, attracting over 400 conference attendees in 2025.

Amedeo traces the conference's journey through pandemic-era supply chain challenges, the critical focus on Indigenous reconciliation in 2023, and last year's exploration of what comes after initial connectivity.

The 2026 theme, "the infinite build," addresses a crucial reality: building and maintaining rural infrastructure isn't a one-and-done project—it's an ongoing commitment that requires sustainable business models, continuous investment, and evolving technology solutions.

Amedeo shares exciting updates, including enhanced sponsorship packages with dedicated meeting spaces, new breakout session opportunities for vendors, expanded year-round webinar series opportunities, and the return of the third annual golf tournament at Hawk Ridge.

Plus, lessons learned from 2025: the conference now starts on Tuesday, so Casino Rama's restaurants are actually open on arrival night!

Registration is now open for CRRBC 2026 East (June 9-111, Casino Rama, ON).

Watch for CRRBC West (November 1-3, Saskatoon, SK).

https://crrbc.ca/eastern-canada-2026 for more information