Autonomous IT

In this episode of IT Insiders, host Maddie Regis sits down with Ted Harapat, Senior Systems Engineer at Automox, for a candid and compelling look into the world of Linux, cybersecurity, and the origins of IT careers.Ted shares how a midnight knock on his window sparked a decades-long journey into IT, what it's like to support and expand Automox's Linux agent, and why Linux isn't as intimidating as it seems. 

How can IT and the business work better together—without sacrificing speed, security, or sanity? In this episode of Executive IT, host Evan Kiely is joined by Volker Otto, a seasoned IT executive, to explore how teams can bridge the gap between user experience and technical requirements. They dive into the rise of business relationship managers, mapping the end-user journey, balancing risk with usability, and the power of proactive communication. Whether you're in IT, operations, or leadership, this episode offers real-world insights on building stronger, more strategic partnerships across the organization.

In this episode, Landon Miles interviews Jon Levenson, the manager of content and community at Automox, about the importance of creativity in IT and how to foster a creative environment. Jon shares his background as a former actor and how he fell into tech, as well as his experience in copywriting and podcast writing. They discuss the key elements of creating a creative environment, such as putting the work first and fostering collaboration. Jon also shares techniques for offering feedback and inspiring creativity, including the Liz Lerman Critical Response Structure. Jon and Landon discuss the importance of inviting coworkers to engage in creative work and the value of listening and creating a space for sharing ideas without fear of judgment.Links:- Liz Lerman Critical Response Process- We Can Do Hard Things Podcast This podcast originally aired August 8, 2024.

June's Patch [FIX] Tuesday unpacks a lighter-than-usual Windows patch cycle — but don't get too comfortable. Join Automox cybersecurity experts as they break down high-risk vulnerabilities across macOS and Windows, including:A chained SSH vulnerability (CVE-2025-26465 & CVE-2025-26466) that allows memory exhaustion and bypasses host key verificationA WebDAV remote code execution flaw (CVE-2025-33053) actively exploited in the wildMultiple macOS threats, from sandbox escapes to keychain access and privilege escalationThe team also shares patching strategies, mitigation tips, and password hygiene advice you'll want to follow.

Is tech easier than people? For many IT pros, the answer is a resounding yes. In this episode, Landon Miles tackles one of IT's biggest challenges: managing user expectations while maintaining your own mental wellbeing.You'll learn how to balance empathy with efficiency using proven frameworks like ITIL, SRE, and the NIST Cybersecurity Framework. Discover the people skills that drive career growth—active listening, clear communication, and trust-building—and why vulnerability (yes, that kind) belongs in your IT toolkit.

In this episode of the Automate IT podcast, Jeremy Maldonado discusses the importance of engaging with executive teams and the necessity of clear communication within organizations. He emphasizes the value of understanding team dynamics, preparing effectively for discussions, and aligning goals with organizational priorities to foster collaboration and drive success.This episode originally aired February 4, 2025. 

RSA 2025 revealed a shift: identity is now a primary threat vector in cloud security. In this episode, Jason Kikta breaks down the key takeaways from the conference—why identity has overtaken malware, how threat actors exploit service accounts and IDPs, and what this means for modern defense strategies. Plus, Jason shares observations on the evolving risk landscape and whether Black Hat will follow RSA's lead.Whether you're a CISO, CTO, or security architect, this episode is your briefing on where the industry is headed.

In Episode 17 of Product Talk, Peter Pflaster and Steph Rizzuto walk you through the latest enhancements in the Automox console that help you work smarter — not harder. Discover how the new Agent Configuration settings let you choose between stable and beta release channels, control auto-upgrades, and manage endpoint behavior — all without submitting a support ticket.Then, explore the updated patching analytics dashboards. You can measure mean time to remediate (MTTR), track patch impact and performance, and identify exactly where to improve your risk mitigation strategy.You'll also get a sneak peek at upcoming summer releases, including 300+ new device inventory data points and a redesigned device details page. Plus, scheduling policy now syncs automatically with Patch Tuesday — with flexible offsets.Tune in to stay ahead of vulnerabilities, streamline your workflows, and make data-driven decisions across your IT environment.

In this episode of Hands-On IT, Landon Miles shares 3 tactical tips to help you make smarter decisions with your endpoint data. Learn how to cut through alert fatigue, streamline your reporting, and use historical insights to predict and prevent future issues. Whether you're managing a few hundred devices or thousands across mixed OS environments, these strategies will help you reduce noise, boost visibility, and run a more secure, efficient operation.

In this episode of Automox Insiders, host Maddie Regis sits down with Peter Pflaster and Kelly Carlson from Automox's product marketing team to explore how data transforms endpoint management. From mean time to remediate (MTTR) to device compliance and unexpected user activity trends, they break down the metrics IT pros should watch — and why clear, actionable reporting is critical for both security and executive buy-in. Plus, the trio wraps up with a round of data trivia to prove that yes, data can be fun.

Procurement is no longer just a gatekeeper — it's a strategic driver in IT and security decisions. In this episode of Executive IT, host Evan Kiely sits down with Courtney Adams, a veteran procurement leader, to explore how smart procurement empowers better, faster, and more secure tech investments. From understanding true cost drivers to leveraging proof-of-value trials, Courtney shares actionable advice on navigating vendor pressure, aligning tools with business maturity, and avoiding risk. Whether you're evaluating new security tools or just looking to streamline your tech stack, this episode is packed with data-driven insights to help you make better buying decisions.

Mayday. Mayday. May Patch Tuesday? This month's episode dives into four key Windows vulnerabilities you need to address — from scripting engine memory corruption in legacy Internet Explorer components to remote code execution risks in Remote Desktop and Visual Studio. Ryan Braunstein and Mat Lee unpack what each CVE means for your environment, how attackers might exploit them, and what you can do to stay secure. If your org still leans on that one app tied to Internet Explorer, relies heavily on RDP, or builds with Visual Studio, this one's for you.

In this episode of Autonomous IT, Live!, Landon Miles hosts leads a three-part discussion focused on spring cleaning your IT systems, workflows, and personal well-being. You'll hear candid, practical insights from IT professionals tackling burnout, technical debt, and infrastructure hygiene head-on.This live show originally aired April 16, 2025  

Think your password is enough?  Think again. In this episode of Teach IT, we break down what multi-factor authentication (MFA) really is — and why it's one of the smartest ways to secure your accounts. You'll learn how MFA works, the difference between SMS codes, authenticator apps, biometrics, and physical security keys, and why phishing-resistant MFA matters more than ever. Whether you're an IT pro looking to share smart security tips with employees, friends, or family — or just trying to stay safe online yourself — this quick guide to MFA will help you make smarter security choices.

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 secure their environments.  Drawing from his own journey into the IT space, Jeremy unpacks practical strategies for improving compliance, prioritizing threats, and empowering IT teams to play offense — not just defense. Whether you're an IT pro or just endpoint-curious, this episode will give you fresh perspective on managing smarter, not harder.

Spring is in the air, and it's time to give your IT environment the deep clean it deserves! In this episode of Hands-On IT, host Landon Miles shares nine essential spring cleaning tips to help IT pros declutter, optimize, and future-proof their systems. From cleaning workspaces and dusting off hardware to reviewing patch policies, auditing backups, and addressing tech debt, Landon walks you through practical steps that will boost efficiency, enhance security, and set you up for a smoother year ahead. Tune in and learn how a little proactive maintenance today can save you countless hours of reactive troubleshooting tomorrow!Clean Your Desk and WorkspaceDust Off Your Hardware and Check for WearUntangle and Manage CablesReview Patch PoliciesPurge Old Accounts and Review Software ContractsDeclutter Local Systems and StorageAudit and Test Your BackupsReview Digital and Hardware Tech DebtUpdate Your Documentation and Refresh Policies

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 for tidying up your tech stack and staying ahead of IT clutter.  Along the way, he reflects on his career journey from marketing to IT leadership and reveals some personal spring cleaning confessions. Tune in for expert advice and a fresh perspective to help you refresh your IT environment this season.

In this episode, Ashley chats with Casey Merritt from Right Systems about how he manages patching and automation across both internal systems and MSP clients using Automox. Casey shares how he transitioned into IT, took ownership of Automox at his company, and now uses Worklets to streamline software removal, automate reporting, and reduce onboarding bottlenecks.Ashley also explores Casey's go-to strategies for spring cleaning in IT, his preference for Automox over traditional tools like Intune for app deployment, and how he balances standardization with flexibility in complex environments.

Is your tech stack getting out of hand? In this episode, Automox General Counsel Paul Shoning joins Evan Kiely to unpack the legal and strategic risks of IT tool consolidation. From budgeting overlap to vendor lock-in, learn how to clean up your stack without making a mess.

In this episode of CISO IT, host Jason Kikta explores the strategic value of digital spring cleaning—beyond just deleting old files. From uncovering forgotten network segments to tightening data retention policies, Jason walks through practical steps for reviewing your infrastructure, patching overlooked vulnerabilities, and hardening your environment against emerging risks. Learn how to align cleanup efforts with compliance timelines, optimize your asset inventory, and reduce digital sprawl across cloud and legacy systems. Whether you're prepping for an audit or just regaining control, this episode delivers a roadmap to a cleaner, more resilient IT environment.

In this episode of Product Talk, Peter and Steph are joined by special guest Josh Kriese, Senior UX Developer at Automox, to dive into the latest product updates and design innovations. They cover the release of Automox Analytics, a powerful new reporting engine that introduces MTTR benchmarking and visibility into known exploited vulnerabilities (KEVs). The team also unveils the new end user notification system, built to improve reboot compliance and user trust. Plus, Josh gives a behind-the-scenes look at the evolving Automox design system—what it means for usability, accessibility, and why consistent UI matters more than you may think.

In April 2025's edition of Patch [FIX] Tuesday, the crew dives into April 2025's patch highlights. Ryan kicks things off with a critical RDP Gateway vulnerability that requires no user interaction—just network access and bad intentions. Seth breaks down a kernel-level CLFS exploit that's already been seen in the wild, while Henry shifts gears to Apple's massive 130+ CVE patch dump for macOS Sequoia. From use-after-free bugs to sneaky audio file attacks, this episode covers the month's biggest risks.TL;DR: Patch your systems, secure your gateways, and maybe don't trust that sketchy MP3.

In this episode of the Automate IT podcast, Jeremy Maldonado discusses the importance of cleaning and organizing your Automox environment. He emphasizes the need to optimize device management, remove disconnected devices, and improve policy performance. Jeremy provides practical tips on using Worklets, analyzing activity logs, and understanding policy results to enhance overall IT efficiency. 

Ashley Smith chats with Dustin Mobley from SM Energy about how he got started in IT, how technology has changed over the years, and how his team uses Automox to keep server management under control. Dustin breaks down what it's like managing a 24/7 server environment and shares real-world tips on building routines, working with business teams, and using automation to make IT life easier. 

In this episode of IT Insiders, Maddie Regis interviews Jeremy Maldonado, a Senior Solutions Consultant at Automox, discussing his journey with  Linux in the web hosting industry. They explore the advantages of using Linux systems, the importance of creativity and balance in work-life, and the significance of the people behind technology. 

In this episode of Product Talk, host Steph Rizzuto and Josh Roland discuss the exciting new features coming to Automox, including a revamped end user notification system, enhancements to the device details page, new analytics for proving value, and improvements in remote control features. They emphasize the importance of customer feedback and the iterative process of product development, aiming to enhance user experience and security.

This episode dives into the fascinating evolution of server technology, from room-sized mainframes to today's AI-powered cloud computing. It explores the innovations, rivalries, and key players—IBM, Microsoft, Unix pioneers, and the rise of Linux—that shaped the industry. The discussion covers the transition from minicomputers to personal computing, the impact of open-source software, and the shift toward containerization, hybrid cloud, and AI-driven infrastructure. With a focus on the forces driving technological progress, this episode unpacks the past, present, and future of server technology and its role in digital transformation.

In this episode of Executive IT, host Evan Kiely and guest JB Snodgrass discuss the intricacies of procurement processes, effective negotiation strategies, the importance of timing and communication, and common pitfalls to avoid when evaluating tools. JB shares insights from his extensive experience in procurement, emphasizing the need for thorough research, stakeholder engagement, and strategic negotiation to secure the best outcomes for organizations.

This episode originally aired on June 13, 2024.  Join Jason Kikta as he interviews Dmitri Alperovitch, co-founder of CrowdStrike and author of World on the Brink. Alperovitch shares insights on the importance of speed in cybersecurity, the role of automation in IT management, and the rising threat of opportunistic cyberattacks. They explore how cloud-based solutions like Automox are transforming endpoint security, allowing organizations to rapidly detect and respond to threats, and discuss key strategies from Alperovitch's book on geopolitical challenges and cybersecurity's role in national security.

Tune in as Automox's cybersecurity experts break down the latest vulnerabilities from Microsoft's March Patch Tuesday release. This explores recent Chromium-based vulnerabilities, a significant Microsoft Management Console flaw, and file system vulnerabilities impacting VHD files. Beyond the technical analysis, the discussion highlights essential practices, including security training, robust password management, and recognizing the dangers posed by untrusted sources. Whether you're an IT professional or a cybersecurity enthusiast, this podcast provides actionable insights to help safeguard your organization.

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 pivotal role of Ansible in streamlining operations, and the confidence required to maintain a reliable infrastructure. Jeremy encourages listeners to view setbacks as opportunities for growth while reminding us to be kind to ourselves throughout our professional journeys.

In this episode of Automox's CISO IT podcast, host Jason Kikta delves into the world of servers, exploring their critical role in modern internet operations, the evolution of server technology, and the significance of Linux in the server landscape. He emphasizes the complexity of server management and the importance of reliability, highlighting how servers are often under-appreciated despite their foundational role in business operations.

Ever wonder why those software updates keep popping up? In this episode, we uncover how updates boost your security, introduce exciting new features, and keep your devices running at their best. Share it with friends, family, or coworkers who might feel overwhelmed by all things tech—help them stay safe and informed, too!Hosted by IT expert Landon Miles, the Teach IT podcast delivers bite-sized, actionable IT tips in three minutes or less. Perfect for both tech pros and beginners, each minisode simplifies complex concepts into clear, practical advice. Tune in to sharpen your IT skills and discover smarter solutions, one quick episode at a time.

Peter Pflaster and Ben Glass team up in this episode of Product Talk to tackle the ins and outs of third-party application patching with Automox. They break down what third-party software means, where IT teams often struggle with patching, and why a centralized approach can make all the difference. With a relaxed yet informative style, the two cover everything from cross-platform patching for Windows, Mac, and Linux to the process behind counting supported titles and taking customer requests. They also touch on unique solutions like Automox Worklets™ for managing custom software and share how Automox simplifies patching for IT teams of all sizes.

In this episode of Executive IT, hosts Evan Kiely and Ziad Fanous, along with guest David Mehok, share valuable lessons from seasoned CFOs on IT transformation and its role in driving business efficiency. They discuss aligning IT tools with organizational goals, overcoming challenges in tool consolidation, and the importance of measuring both hard and soft savings. The episode emphasizes how effective communication between IT and finance teams is key to securing budgets and ensuring successful project outcomes.

In this episode of the Heroes of IT podcast, Ashley interviews Jennifer Courtnell, a vulnerability coordinator at Pulsant. Jennifer shares her journey into the IT field, discussing her various roles and how she ended up in vulnerability management. The conversation explores how Pulsant utilizes Automox for patching and reporting, the importance of engaging with executive teams to demonstrate the value of IT services, and tips for effectively communicating the benefits of vulnerability management to stakeholders.

In this episode of Automox Insiders, Maddie Regis interviews Frank Livaudais, Senior VP of Engineering at Automox. Frank shares his journey from software engineering to executive leadership, emphasizing the importance of adaptability and continuous improvement in technology. He discusses his unique experiences, including his time at iFly indoor skydiving and his passion for marathon running. 

The hosts analyze a series of recently released vulnerabilities and CVEs, offer expert insights, and detail their implications for cybersecurity. They review key threats impacting Active Directory, Windows systems, and Apple devices, emphasizing the ease of exploitation and the pressing need for timely patching. The conversation stresses the importance of implementing strong, defense-in-depth cybersecurity strategies.

In this episode of the Autonomous IT Heroes of IT podcast, Ashley interviews Matthew Ketchum, the Director of Educational Technology at Modesto City Schools. Matthew shares his journey into technology and education, highlighting his initiatives in eSports and the integration of educational technology with IT. He discusses the importance of resilience and adaptability in educational projects, emphasizing user feedback and collaboration across departments.Link to book discussed:The Design Thinking Playbook

In this episode of the Automate IT podcast, Jeremy Maldonado discusses the importance of engaging with executive teams and the necessity of clear communication within organizations. He emphasizes the value of understanding team dynamics, preparing effectively for discussions, and aligning goals with organizational priorities to foster collaboration and drive success.

Recap IT is the newest series in Automox's Autonomous IT podcast network, delivering standout moments and highlights from the past month's podcasts and live shows. If you missed a podcast or live show last month, this is the series to get you caught up and informed! Episodes Highlights: (00:32 - 13:28) Autonomous IT Live – Optimize Your Endpoint Management: 3 IT Team Resolutions for 2025, E02 (13:29-15:50) Automox Insiders – Curiosity, Adaptability, and Career Growth with Ryan Jeziorski, E13(15:51-17:07) Hands-On IT – Resilience Rewired: Building Strength and Adaptability in IT, E14(17:08-22:05) Patch [FIX] Tuesday – January 2025 [Experts Analyze New Hyper-V, Active Directory, and macOS Vulnerabilities], E15(22:06-25:09) CISO IT – The CISO Blueprint pt. 1: Why There Are No 'Nos' in IT with Rich Casselberry, E15(25:10-28:51) Product Talk – Agent 2.0, New Linux CVE Data, and the Future of Autonomous Endpoint Management, E13(28:52-31:28) Automate IT – Building Resilient IT Teams and Solutions, E12

In this episode of the Product Talk podcast, Peter Pflaster and Steph Rizzuto discuss significant enhancements to the Automox platform, focusing on the new Fast-Agent and updates the Automox tray. They explore improvements in backend connectivity, user experience, and vulnerability management, emphasizing the importance of autonomous endpoint management and better patch compliance. The conversation also highlights new implementations for enhanced Linux CVE coverage, and the future vision for Automox's offerings.

Host Landon Miles discusses the critical challenge of effectively collaborating with executive leadership teams in IT. He emphasizes the importance of understanding executive perspectives, communicating IT needs in business terms, and presenting well-thought-out options. The episode provides a checklist for IT professionals to engage executives successfully, highlighting the need for clear communication, metrics, and a solutions-oriented mindset.

Ever wonder why rebooting solves so many tech issues? Join us as we uncover why this simple step is often the go-to fix for slow devices, app crashes, and connectivity problems.Hosted by IT expert Landon Miles, the Teach IT podcast delivers quick, actionable IT tips in three-minutes or less. Tailored for tech pros and beginners alike, each minisode breaks down complex concepts into clear, easy-to-use advice. Tune in to sharpen your IT skills and discover smarter solutions, one short episode at a time.

Secure patching and endpoint management are crucial aspects of ITOps. Our guests and experts will highlight current challenges and propose actionable strategies to enhance endpoint management across orgs in 2025.Listen to gain insights on how ITOps teams can best work with finance, advice on overcoming tooling and automation issues,and learn some failproof strategies for ITOps improvement. 

In this episode of Automox's CISO 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 the necessity of delegation to enhance efficiency. Rich shares real-world examples illustrating how a solution-oriented mindset can lead to better security outcomes and how automation can free up valuable time for IT professionals.

Join Automox's cybersecurity experts as they discuss the latest Patch Tuesday updates, focusing on vulnerabilities in Active Directory, Hyper-V, and macOS 15.2. They highlight the importance of staying updated and the evolving threat landscape, particularly with the rise of phishing attacks and the need for robust security measures in enterprise environments.

In this episode of Automox Insiders, Maddie Regis speaks with Ryan Jeziorski, a Solutions Engineer at Automox, about the importance of IT adaptability and resilience. Ryan shares his diverse career background, his current role at Automox, and insights on how organizations can maintain uninterrupted services while adapting to changes in technology. He emphasizes the significance of continuous learning and patch management as key strategies for IT professionals. The conversation concludes with a fun game about companies that have successfully adapted their business models over time.

Landon Miles discusses how IT professionals can build resilience and adaptability in both their systems and personal lives in this inspiring episode of Hands-On IT. Focusing on the four key pillars of learning, creativity, documentation, and reflection, Landon breaks down practical strategies that empower IT professionals to tackle challenges, drive innovation, and grow professionally. Whether you're looking to create adaptable IT solutions, enhance your problem-solving skills, or kick-start habits that fuel long-term personal development, this episode offers actionable advice you can put into practice right away. 

In this episode of the Automate IT podcast, Jeremy Maldonado discusses the importance of resilience and adaptability in the IT field as we enter 2025. He emphasizes the need for personal and team resilience, effective communication, and the ability to learn from setbacks. The conversation covers practical steps for achieving IT resilience, including risk identification, researching services, testing, and having a disaster recovery plan. Jeremy concludes by encouraging listeners to embrace resilience for a successful year ahead.

Join us for a special bonus episode of Patch [FIX] Tuesday, an hour-long compilation of the vulnerabilities that help shaped the cybersecurity landscape in 2024. This episode recaps some the most critical and interesting exploits, from supply chain compromises to elevation of privilege threats targeting widely used platforms. Whether you're an IT administrator, security professional, or tech enthusiast, this episode provides valuable insights to stay ahead of evolving threats.Here's a list of vulnerabilities discussed in this episode, and be sure to tune into the Patch [FIX] Tuesday podcast on the second Tuesday of every month. Operation Triangulation (00:13)CVE-2024-21401: Microsoft Entra Jira Single-Sign-On Plugin Elevation of Privilege Vulnerability (5:00)CVE-2024-21400: Microsoft Azure Kubernetes Service Confidential Container Elevation of Privilege Vulnerability (11:00)CVE-2024-3094: XZ/Liblzma Supply Chain Backdoor (17:08)CVE-2024-4671: Google Chrome Use-After-Free Vulnerability (30:00)CVE-2024-30078: Windows WiFi Driver Remote Code Execution Vulnerability(35:03)CVE-2024-38053: Windows Layer Two Bridge Network RCE (47:14)CVE-2024-38180: SmartScreen Prompt Remote Code Execution Vulnerability (53:12)CVE-2024-43491: Microsoft Windows Update Remote Code Execution Vulnerability (1:00:00)CVE-2024-43533: Remote Desktop Client Remote Code Execution Vulnerability (1:04:24)CVE-2024-5535: Microsoft Defender for Endpoint Remote Code Execution Vulnerability (1:07:35)CVE-2024-49093: Windows Resilient File System (ReFS) Elevation of Privilege Vulnerability (1:09:36)