PODCAST · technology
Autonomous IT
by Automox
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.
Episodes
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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...
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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,...
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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…
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Patch [FIX] Tuesday – [Race Conditions, Registry Hives, and Cloud CVEs], Ep. 35
August 2026 delivers the second-largest Patch Tuesday on record with nearly 400 CVEs, and Landon Miles, Jason Kikta, and Serena DiPenti sort out which ones actually matter. They start with the only actively exploited vulnerability of the month, CVE-2026-68820, a use-after-free in the Windows AFD...
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Secure IT – PKI, Certificates, and What Breaks When Trust Fails, E22
Public Key Infrastructure (PKI) underpins nearly every secure interaction in modern IT, but it's also one of the most misunderstood and overlooked foundations of security. In this episode of Secure IT, host Jason Kikta is joined by Mark Cooper, CEO and founder of PKI Solutions, to unpack why PKI…
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Patch [FIX] Tuesday – [The 570-CVE Month], Ep. 34
570 vulnerabilities. That's July's Patch Tuesday count, nearly triple last month and a record by a wide margin. Jason Kikta is joined by host Landon Miles and offensive-security researcher Serena DiPenti for the July 2026 rundown: An Active Directory Federation Services bug (CVE-2026-56155)…
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Executive IT – What IT hiring actually looks like when AI does the work, E07
Eighteen months after the Hands-On IT podcast tackled the state of IT careers, Chelsea Rickey, SVP of Human Resources at Automox, comes back to the conversation to assess what held up, what changed, and what nobody quite predicted. AI is no longer a future-state problem. It's already reshaping…
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Product Talk – CISA's BOD 26-04 Directive Explained, E26
CISA's BOD 26-04 replaces severity-based patching with an exploit-evidence model and remediation clocks as short as three days, fleet-wide, no exceptions. Peter Pflaster and Jason Kikta unpack the four urgency signals, the 16-row decision tree, and the shift from "justify the patch" to "justify…
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Patch [FIX] Tuesday – [Nothing Weaponized, Everything Exposed], E33
June 2026 has no headliner. Instead of one critical bug, the release spreads thin across the kernel, the network stack, a code editor, an AI assistant, a bootloader, and a nine-year-old Linux root bug. It's a breadth problem, not a severity one, and it changes how you triage. Jason Kikta and…
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Patch [FIX] Tuesday – [AI Hits the Hat Trick], Ep. 32
The May 2026 Microsoft Patch Tuesday release looks quiet on the surface – no actively exploited zero-days, no public disclosures at release, and a CVE count below the four-month average. Don't let that fool you. In this episode, Jason Kikta and Landon Miles break down everything that happened...
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Patch [FIX] Tuesday – [Emergency Episode: DirtyFrag Exploit Before Patch], Ep. 31
Breaking from the normal Patch Tuesday cadence for an emergency drop. On May 7, security researcher Hyunwoo Kim published a working proof-of-concept for DirtyFrag - a Linux kernel local privilege escalation chain that gets unprivileged users to root on every major distribution. The embargo was...
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Autonomous IT, Live! The Math of Modern Attacks, E07
In this episode of Autonomous IT, Live!, we break down the widening gap between exploitation speed and remediation reality. Disclosed vulnerabilities keep climbing, exploitation windows keep shrinking, and IT and security teams are expected to absorb more risk without more resources. The...
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Secure IT – Claude Mythos: AI Vulnerability Hype vs. Evidence, E23
Claude Mythos dominated the AI security conversation for two weeks straight, from the Cloud Security Alliance's strategy briefing to sharp public skepticism to yesterday's Bloomberg report that unauthorized users on Discord have been accessing Mythos since its limited launch. Host Jason Kikta…
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Patch [FIX] Tuesday – April 2026 [Double Feature: SQL Another Day + XSS Never Dies], E30
This month's Patch Tuesday drops a SQL Server elevation of privilege that hands attackers sysadmin access and an actively exploited SharePoint XSS flaw that requires no authentication. SQL injection in the database engine. Cross-site scripting. In 2026...? Ryan and Mat break down how these…
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Automox Insiders – The Magic of Automox: Emily Pace on Building Smarter IT Tools, E11
In this episode of IT Insiders, Maddie Regis speaks with Emily Pace, a Senior Product Manager at Automox. Emily shares her career journey, her role in product management, and the collaborative environment at Automox that fosters innovation. They discuss current projects, the importance of…
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Product Talk – From Click to Fix: Bringing Automox Actions to Zendesk, E25
What if your IT team could troubleshoot and remediate endpoint issues without ever leaving their service desk? In this episode, Steph Rizzuto and Katherine Chipdey break down the new Automox + Zendesk integration. They cover what it does, why it matters, and how it's designed to cut meantime to...
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Automox Insiders – Tidy Endpoints, Tidy Mind: Spring Cleaning with Adam Whitman, E17
In this episode of Automox Insiders, host Maddie Regis chats with Adam Whitman, Manager of Solutions Engineering at Automox, about all things IT spring cleaning. From patch management and software audits to business continuity planning and endpoint hygiene, Adam shares practical, real-world tips...
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Behind the Ticket – What to Do When Both Tools Are Right, E01
A routine support ticket reveals a deeper truth about patch management. Your patching tool says "done," but your vulnerability scanner disagrees – so who's right? In this episode, Automox SVP of Customer Experience Charles Coaxum walks through a real customer case. Dozens of machines showed as...
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Patch [FIX] Tuesday – March 2026 [SMB Is Back and ASLR Gets Shuffled], E29
March 2026's Patch Tuesday brings no active exploitations, but don't let that fool you. This month, Ryan Braunstein and Henry Smith break down why medium-severity vulnerabilities deserve your full attention. First up: a Push Message Routing Service memory leak (CVE-2026-24282, CVSS 5.5) that lets...
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Automate IT – The Server Tango: Step In... and Now MySQL's Down, E14
In this episode, Jeremy Maldonado shares his experiences and insights on server management, highlighting the importance of learning from mistakes, the power of automation, and finding balance between Linux and Windows environments. He discusses the challenges and rewards of managing servers, the...
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Automate IT – The Myth of the All-Knowing IT Pro, E22
The all-knowing IT pro is a myth. In this episode, Automox Senior Solutions Consultant Jeremy Maldonado breaks down why curiosity and asking for help are the real foundations of a successful IT career. He shares how he went from feeling nervous about asking questions to becoming a trusted…
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Product Talk – Bridging the CVE Gap with VulnCheck, E24
NIST is falling behind on vulnerability scoring — and the gap is growing. In this episode, Peter and Steph break down what that means for IT and security teams relying on CVE data to prioritize patching, and how Automox is solving it. We cover: Why NIST's National Vulnerability Database has a...
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Secure IT – Why There Are No 'Nos' in IT with Rich Casselberry, E15
In this episode of Automox's Secure IT podcast, host Jason Kikta welcomes back Rich Casselberry, VP of IT security at AT&I, to discuss key insights from the CISO Blueprint. The conversation emphasizes the importance of a positive approach to security, the role of automation in IT practices, and…
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Patch [FIX] Tuesday – February 2026 [Chaos Engineering], E28
February's Patch Tuesday includes two actively exploited vulnerabilities you need to patch now. Ryan Braunstein breaks down a denial of service flaw in Windows Remote Access Connection Manager that can black out your VPN infrastructure and leave remote endpoints unreachable. Seth Hoyt covers a…
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Automate IT – Beyond the Spreadsheets: Asset Intelligence & Risk Scoring, E16
In this episode of Automate IT, Jeremy Maldonado dives into the world of data-driven endpoint management, breaking down what it means to go “beyond the spreadsheets.” He explores how visibility, intelligent reporting, asset intelligence, and risk scoring can transform how IT teams manage and…
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Automox Insiders – Pulling Back the CX Curtain with Charles Coaxum, E21
In this episode of Automox Insiders, Maddie Regis welcomes back Charles Coaxum, SVP of Customer Experience at Automox, to talk about what really happens after the deal is signed. Charles shares a quick look at his career journey from frontline support to customer experience leadership, and…
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Autonomous IT, Live! – Live & Unfiltered: A Brutally Honest IT Forecast for 2026
What if the IT industry stopped pretending everything is “fine”? In this Autonomous IT live show, Automox CEO Justin Talerico shares candid perspectives on the real state of IT as the industry heads into 2026 — where things are breaking down, why burnout is becoming an operational risk, and what...
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Hands-On IT – A Prompt Engineering Deep Dive with Henry Smith, E20
In this episode of Hands-On IT, host Landon Miles is joined by Automox Security Engineer Henry Smith for a deep dive into prompt engineering and how it’s transforming the way IT and security teams work with AI. From crafting high-quality prompts to auditing and hardening code using large language...
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Secure IT – PKI, Certificates, and What Breaks When Trust Fails, E22
Public Key Infrastructure (PKI) underpins nearly every secure interaction in modern IT, but it's also one of the most misunderstood and overlooked foundations of security. In this episode of Secure IT, host Jason Kikta is joined by Mark Cooper, CEO and founder of PKI Solutions, to unpack why PKI…
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Product Talk – Introducing Automox Resolve Powered by Splashtop, E23
Automox announces its new partnership with Splashtop, bringing secure remote control directly into the Automox console. Host Peter Pflaster is joined by Italo Nava from Splashtop and Automox Product Manager Steph Rizzuto on launch day to break down the integration and what it means for IT teams....
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Patch [FIX] Tuesday – January 2026 [New Year, New Vulns, New Certs], E27
Happy New Year! In this episode, Automox cybersecurity experts Ryan Braunstein and Seth Hoyt break down the security vulnerabilities you need to know heading into 2026. First up: a ticking time bomb. Microsoft's 2011 Secure Boot certificates expire in June and October 2026, making this your top...
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Automate IT – New Year, New Workflow: From Overwhelmed to Automated, E21
What if the biggest time-saving wins don't come from major projects—but from eliminating the small, repetitive tasks eating up your week? In this episode, Automox Solutions Consultant Jeremy Maldonado shares his New Year's resolution: reduce burnout by automating the manual work that drains IT...
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Autonomous IT, Live! The Long Shift Edition: 2025 Compilation
Happy New Year! For those of you on call or working through the holiday, we've got you covered. This 2.5-hour megacut compiles every Autonomous IT live show in 2025 – your companion for long shifts, quiet NOCs, and keeping one eye on the dashboard. Grab your coffee, and ring in the new year with...
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CISO IT – Just Secure IT: Best of 2025
Happy Holidays! In this Best Moments of 2025 episode, we revisit standout discussions, sharp takes, and memorable moments from the year – covering ransomware, vulnerability management, automation, zero trust, and the evolving role of the CISO. Whether you’re leading security strategy or working...
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Patch [FIX] Tuesday – The 2025 Mega-Cut [All 3 Hours]
This Christmas, strap in for three hours of vulnerabilities, patches, and the occasional existential crisis about holiday skeleton crews. This megacut compiles every 2025 episode of Patch [FIX] Tuesday, featuring Automox security engineers Ryan Braunstein, Henry Smith, Seth Hoyt, Mat Lee, and Tom...
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Hands-On IT – The Titans of Server History: People, Rivalries, and the Machines They Created, E16
In this episode of Hands-On IT, Landon Miles explores the history of servers and enterprise IT infrastructure, from early mainframe computers to cloud computing, Linux servers, virtualization, containers, and AI-driven data centers. This episode connects decades of server evolution into a clear,...
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Automate IT – The Human Side of IT: Best Moments from 2025
This episode of Automate IT brings together the most meaningful conversations from 2025 – stories and insights that defined the year. From early career breakthroughs to lessons learned through repetition, these moments reveal the human side of IT work while delivering practical takeaways on...
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Patch [FIX] Tuesday – December 2025 [React2Shell, Holiday Distractions, and High-Risk RCEs], E26
Attackers don’t take holidays off. In this December Patch Tuesday episode, the Automox security team breaks down three high-impact vulnerabilities landing at the end of 2025. Ryan, Mat, and Seth unpack the React2Shell RCE hitting React Server Components, an Azure Monitor Agent flaw that turns the...
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Product Talk – Inside the Splashtop Partnership: Remote Control Gets a Boost, E22
Product Talk – Inside the Splashtop Partnership: Remote Control Gets a Boost (E22) In this episode, Peter and Steph break down one of the most anticipated updates coming to Automox in early 2026 — the new partnership with Splashtop. You’ll hear why Automox is moving from Automox Assist to an...
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CISO IT – Thanksgiving in IT: A CISO Sea Story, E12
CISO IT host Jason Kikta shares a heartfelt story from his time in the Marine Corps, highlighting the importance of teamwork and problem-solving in IT. He recounts a challenging situation involving bandwidth issues on the USS Iwo Jima, where he and his colleague Matthew Yates worked together to...
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CISO IT – The Reliability Reset: Why IT Teams Are Re-Evaluating Their Tools, E21
In this episode of CISO IT, host Jason Kikta, CTO of Automox, brings you insights straight from the floor of Microsoft Ignite. After meeting with customers, partners, and countless IT pros, one message came through loud and clear: reliability and consolidation matter now more than ever. Jason...
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Hands-On IT – MCP Servers 101: How They Work and Why They Matter, E23
In this episode of Hands-On IT, host Landon Miles breaks down what MCP (Model Context Protocol) servers are, why they exist, and how they’re transforming real-world IT automation. Before MCP, AI assistants struggled to interact with the tools, systems, and data IT teams rely on. With the rise of...
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Patch [FIX] Tuesday – November 2025 [Kernel Flaws, WSL Priv-esc, and the Agentic AI Developer Risk Frontier], E25
In this month’s Patch [FIX] Tuesday, Ryan Braunstein and Mat Lee dig into kernel flaws, WSL privilege escalation, and the growing risk of Agentic AI in developer environments. They explore how attackers are targeting AI extensions, why developer endpoints are prime targets, and what you can do to...
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Automox Insiders – Next-Level Automation: A Conversation with Automox's Cybersecurity Experts, E09
In this episode of IT Insiders, Maddie Regis speaks with Ryan Braunstein and Mat Lee from Automox's security team about the evolution of automation in security operations. They discuss their career backgrounds, the day-to-day use of Automox for security tasks, and the innovative strategies they...
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Automate IT – Gratitude, Growth, and the People Who Shape Your Career, E20
In this reflective episode of Automate IT, Jeremy Maldonado shares how gratitude has shaped his 11-year journey in IT, from his early days in customer service to building technical expertise and community. He explores the importance of mentorship, asking for help, and showing appreciation in both...
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Automox Insiders – Patch or Perish: The Making of OTTOBOX, E20
Dive into the creative world behind OTTOBOX: Patch or Perish, Automox’s first-ever video game. In this episode of Automox Insiders, host Maddie Regis chats with Senior Brand Manager Jonah Phillips about transforming patch management into an interactive gaming experience. From retro music…
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Autonomous IT, Live! True Stories From the Hacker Underworld, E05
In this episode of the Autonomous IT, host Landon Miles dives deep into the world of vulnerabilities, exploits, and the psychology behind cyberattacks. From the story of Log4j and its massive global impact to the difference between hackers and attackers, this episode explores how and why breaches...
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Hands-On IT – Virtualization, IT Support, and... Home Labs? How Automox Techies Use Automox, E07
In this episode of the Hands-On IT podcast, Landon Miles interviews Anthony Maxwell, who is a software engineer at Automox. They discuss Anthony's journey from IT operations to software engineering, and his home lab setup. He discusses his favorite projects, the skills he's learned, and how he...
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CISO IT – Dmitri Alperovitch’s Vision for Cyber Defense, E07
In this episode, host Jason Kikta talks with Dmitri Alperovitch – CrowdStrike co-founder and chairman of the Automox board – about how speed and precision define modern cyber defense. Alperovitch explores how the OODA loop (Observe–Orient–Decide–Act), a concept rooted in military strategy, can…
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Product Talk – Secure by Default: Inside Automox’s Approach to Product Security, E21
In this episode of Product Talk, host Peter Pflaster sits down with Automox Staff Security Engineer Henry Smith to discuss what it really means to be secure by default. Together, they explore how Automox builds security into the foundation of its products, from engineering practices to company...
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ABOUT THIS SHOW
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.
HOSTED BY
Automox
CATEGORIES
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