Go from monotonous to autonomous IT operations with this series. Hosts from Automox, the IT automation platform for modern organizations, will cover the latest IT trends; Patch Tuesday remediations; ways to save time with Worklets (pre-built scripts); reduce risk; slash complexity; and automate OS, third-party, and configuration updates on all your Windows, macOS, and Linux endpoints. Automate confidence everywhere with Automox.
Patch [FIX] Tuesday: October 2026 – [An Exploited MOTW Bypass and a Reading Pane RCE], E37
Another heavy Patch Tuesday, and Serena DiPenti and Seth Hoyt start with the bug Microsoft confirms attackers are already using: a Windows Shell flaw that gets files past Mark of the Web. A user still has to open the file, but it opens with no SmartScreen warning, no Protected View, and no macro block, and Microsoft rates it only Important.
They also cover:
Why one of the credited finders on that Shell bug used Anthropic's Claude, and what AI-assisted research is doing to the report volume at every vulnerability disclosure program
An Outlook remote code execution bug that fires when a crafted email shows in the Reading Pane, with no open and no click, and why Office updates need checking separately from Windows updates
Don't let the severity label set your order. Patch the exploited bug first, and confirm Office actually updated.
8 Sept 2026
Patch [FIX] Tuesday – [973 CVEs and a New Patch Tuesday Record], Ep. 36
Labor Day is over and Microsoft made up for the day off. Landon Miles and Serena DiPenti sort September's Patch Tuesday down to the six bugs that matter, starting with the only one Microsoft confirms is already exploited: a Windows Update Stack privilege escalation that hands attackers SYSTEM, published with no score and no affected-product list.
They also cover:
- An unauthenticated remote code execution in Windows DNS Server, rated more likely to be exploited, and why it's a domain controller problem for most shops
- A Remote Desktop Services bug that scores 9.8 but carries an Important label, and why the label shouldn't set your patch order
- SQL Copilot in Management Studio ignoring its own read-only restrictions, and where the real guardrail belongs
- An Outlook flaw that fires from the Reading Pane with no click, and why a Microsoft 365 subscription doesn't mean the fix is already installed
- An Exchange Server bug that lets one low-privilege mailbox impersonate every other user
Plus macOS Tahoe 26.6.2 and what's behind the month's record CVE count. Know what you run, patch the exploited one first, then work down your list.
25 Aug 2026
Autonomous IT, Live! Turn to Face the StrAInge, Patch Speed vs AI Attacks, E08
In April, Jason Kikta and Dmitri Alperovitch landed on a structural conclusion: AI had collapsed patch-to-exploit time to under an hour, 1-10-60 was no longer fast enough, and the only answer was prevention. Patch by default, limit blast radius, stop playing a detection-and-response game built for human-speed attacks.
This episode picks up where that conversation ended. What's changed since April, and can detection-first models survive the pace of change at all? Kat Traxler is here to stress test that question from the inside.
Guests: Jason Kikta, Automox CTO, Dmitri Alperovitch, Co-Founder and Chairman, Silverado Policy Accelerator
Kat Traxler, Principal Security Researcher, Vectra AI
Host: Landon Miles
Who has been a guest on Autonomous IT
Names identified in recent episode analyses. Showing up to five guests.
Chelsea Rickey
Peter Pflaster
Steph Rizzuto
Katherine Chipdey
Charles Coaxum
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Apple Podcasts (US)
5.0 / 5
5 ratings
Spotify
5.0 / 5
4 ratings
Podcast Authority Score: 51 / 100
A composite of feed quality, social presence, YouTube performance and engagement. Read the methodology.
Quality
76
Social presence
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YouTube
0
Engagement
68
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Jason Kikta and Landon Miles host the show. Published by Automox.
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