Autonomous IT

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 automation, visibility, consistency, patching, and day-to-day problem solving. You’ll hear how IT leaders built confidence, shaped better processes, and navigated increasingly complex environments. These clips capture the ideas that resonated most – and the perspectives shaping the future of modern endpoint management. In this 2025 highlights compilation, you’ll learn: How IT pros approach automation and workflow consistency Real stories behind early career growth and hard-earned lessons What builds confidence in high-pressure IT environments Practical tactics for patching, visibility, and operational excellence Trends driving modern endpoint management in 2025 If you’re an IT admin, security professional, or technology leader looking for real-world insights – this episode brings together the moments that mattered most.

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 syslog user into a stealthy foothold, and a Windows File Explorer bug where a single click may trigger privilege escalation. You’ll hear why light patch months aren’t always low-risk, how bundled dependencies can expose you even if you don’t “use” React, and why log pipelines remain a prime target for attackers looking to hide their tracks. The team also covers seasonal phishing trends and what to expect as skeleton crews head into the holidays.

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 integrated Splashtop experience, what this means for remote control on macOS and Windows, and how existing customers will transition to Resolve by Splashtop. The conversation covers real-world insights from Microsoft Ignite, upcoming feature improvements, what’s included in Automate Enterprise, and how advanced Splashtop capabilities will be available as an add-on. You’ll also get a quick preview of what’s planned for future releases and how customer feedback continues to influence development. Peter closes with a reminder about the newly released 2026 State of Endpoint Management Report , a helpful resource for IT teams planning automation priorities for the year ahead. A great episode for IT admins, security leaders, and anyone tracking improvements to remote control inside Automox.

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 identify and resolve a significant communication problem. The story emphasizes gratitude for those who contribute to making IT professionals' lives easier and the impact of IT heroes in overcoming obstacles. This episode originally aired November 14, 2024

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 breaks down why teams are exhausted by tool sprawl, frustrated by unreliable platforms, and ready to reclaim time by eliminating manual, repetitive work. From the renewed demand for a unified operational view to the rising expectation that software simply works , this conversation explores the real-world pressures facing IT in 2025. He also dives into the industry’s growing shift toward automation and agentic AI , including how MCP servers are expanding what’s possible for modern IT environments – and why progress, not perfection, remains the guiding principle for practitioners everywhere. Whether you’re fighting tool fatigue, navigating evolving IT stacks, or exploring the next wave of AI-driven operations, this episode offers a grounded, practitioner-first perspective from one of the most influential events of the year. Tune in for insights from the Ignite show floor and a candid look at the future of IT operations.

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 open-source MCP servers, models now have a standardized, permission-aware way to reach into infrastructure, pull context, and execute workflows safely. Landon also sits down with Henry Smith , who helped build the Automox MCP server prototype. Together, they explore: What MCP servers actually do and the problems they solve Why the open-source model matters for IT teams How MCP provides a clean, consistent interface for tools and data Real-world applications like report generation, patch policy creation, and audit log analysis How Automox built its own MCP server using Fast MCP The future of AI-driven IT operations If you're an IT admin, security engineer, or automation enthusiast, this episode provides a clear explanation and a practical look at MCP servers in action. Links: Automox MCP Blog: https://www.automox.com/blog/automox-mcp Automox MCP Git Repo: https://github.com/AutomoxCommunity/automox-mcp

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 patch smarter and train your teams effectively. Stay ahead of new exploits and secure every system before threat actors get the chance.

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 employ to enhance automation. The conversation also covers various tools used for advanced automation and concludes with a fun game related to video games and security. This episode originally aired September 19, 2024.

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 work and home life. As the year winds down, Jeremy invites you to pause, reflect, and celebrate the people and experiences that helped you grow in your IT career.

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 production to villain design inspired by real IT challenges, discover how Automox blends creativity, technology, and cybersecurity culture into one epic adventure.

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 happen—and what can be done to stop them. Joining Landon is Jason Kikta , Chief Technology Officer and Chief Information Security Officer at Automox , Marine Corps veteran, and former leader at U.S. Cyber Command . Together, they break down attacker motivations, how to recognize threat patterns, and why understanding your own network better than your adversaries is the key to effective defense. Key Takeaways: The five stages of a vulnerability: introduction, discovery, disclosure, exploitation, and patching. Why Log4j became one of the most devastating vulnerabilities in modern history. How to identify attacker types and motivations. The mindset and methodology of effective defense. Why “good IT starts with good security.” Whether you're a cybersecurity professional, IT leader, or just curious about how cyberattacks really work, this episode offers practical insights from the front lines of digital defense.

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 applies them in his professional life. Anthony also provides insights into using Automox for policy compliance, offers advice for those looking to start their own home labs, and shares his thoughts on virtualization, operating systems, and staying updated with technology trends. This episode originally aired on July 25, 2024.

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 help IT and security teams detect, respond, and adapt to threats in real time. They discuss why cloud-native automation is essential for staying ahead, how to close gaps between IT and security teams, and what happens when organizations react too slowly. Drawing on decades of experience in cybersecurity and threat intelligence, this conversation challenges you to rethink what it means to be fast enough to defend your environment. This episode originally aired on June 13, 2024.

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 culture. You’ll learn how Automox’s “no security tax” philosophy gives every customer access to enterprise-grade protection — without hidden costs or trade-offs. Henry also shares his journey from IT support to cybersecurity engineering, offering practical advice for anyone looking to grow a career in IT or security. Tune in to hear how Automox approaches product security, fosters trust between engineering and security teams, and collaborates with industry peers to keep customers safe.

CFOs Ziad Fanous (Automox) and David Mehok (formerly CFO of Q2) join host Evan Kiely to break down how IT transformation drives real business value—not just cost savings. They share candid lessons from decades in finance leadership on: Aligning IT investments with company-wide goals Avoiding the pitfalls of tool consolidation and vendor lock-in Tracking hard vs. soft savings the right way Communicating IT value to finance teams with clarity and impact Why executive alignment and continuous value proof are critical to keeping tools funded A must-listen for IT and security leaders who want to secure budget, prove ROI, and build stronger relationships with finance. This episode originally aired February 20, 2025

Happy Patch Tuesday! In this October episode, security specialists Ryan Braunstein and Mat Lee break down some of the month’s most critical vulnerabilities — and why this batch of CVEs might just be the spookiest yet. The duo dives deep into: A Unity Engine remote code execution flaw that impacts games, VR apps, and even training tools The Windows Hello bypass vulnerability that lets attackers inject their own biometric data to access local accounts A Microsoft Exchange Server privilege escalation that could expose entire inboxes With expert insights, real-world context, and a touch of humor, Ryan and Mat unpack what these vulnerabilities mean for IT and security pros — and what steps you should take right now to stay protected 🎃 Tune in for a fast, insightful rundown of October’s top Patch Tuesday updates.

Jeremy Maldonado breaks down cybersecurity fundamentals from a real-world IT operations perspective. From phishing and social engineering to patching best practices and zero trust, Jeremy shares practical insights to help you protect your organization — starting with your own behavior. He covers: Why the human factor is still your biggest vulnerability The basics of zero trust in everyday communication Social engineering red flags to watch for How to think strategically about patch prioritization Why most orgs still struggle with timely patching Tips for human-controlled automation using the Automox console Whether you’re new to cybersecurity or want to tighten your patching strategy, this episode gives you a tactical refresh on where to focus your attention.

What is a CVE – and why does it matter to your patching process? Landon Miles breaks down CVEs, CVSS scores, and CNAs – covering how they work together, what to prioritize, and how to respond. Learn how to assess risk, spot active exploits, and streamline remediation with clear, actionable steps.

In this episode, Automox CISO Jason Kikta strips away the noise and focuses on the three core pillars of secure IT operations: asset inventory, patch management, and identity and access management (IAM). Jason shares firsthand stories from U.S. Cyber Command and explains why getting the basics right isn’t optional — it’s essential. Whether you’re building a modern security program or tightening existing controls, this episode delivers clear guidance on where to focus and why. 🎧 Topics covered: Why attackers often know your network better than you do The operational impact of neglected patching IAM missteps that quietly open doors to breaches Perfect for IT and security leaders looking to sharpen their foundational strategies.

In this episode of the Automox CISO IT Podcast , host Jason Kikta, CISO at Automox, explores how CISOs can advocate for automation maturity across IT and security teams. Jason breaks down why automation is critical for: Reducing human error and noise in detection Accelerating response speed during mass exploitation events Freeing up security teams to focus on high-value tasks Driving consistency and precision across IT operations From worms of the early internet to today’s rapid weaponization of exploits like Log4j, Jason shares lessons from the field and why automation is no longer optional for security leaders. Whether you’re focused on patching, configuration, or incident response, this episode shows how automation maturity improves resilience, efficiency, and your ability to outpace attackers. This episode originally aired February 16, 2024

In this episode of Product Talk , host Peter Pflaster sits down with JoLynn Dixon, Senior Director of Product Management at Automox, to discuss the future of autonomous endpoint management (AEM) and how Automox is shaping the path forward. JoLynn shares her background in product leadership, the vision behind AEM, and why prioritizing customer feedback is central to Automox’s roadmap. You’ll also hear how Automox is: Delivering automation that reduces mean time to patch to just 17 days Improving the end-user experience with recent agent and tray updates Expanding OS coverage with day zero macOS support Building an ecosystem that integrates seamlessly with IT’s existing tools If you’re an IT professional looking to cut risk, save time, and modernize endpoint management, this episode gives you a front-row seat to how Automox is leading the charge.

In this episode of Automox Insiders , host Maddie Regis chats with IT Help Desk Technician Emilia Keeney about her path into IT, her experience joining Automox, and why automation is the unsung hero of IT. Emilia shares her journey through an accelerated IT program, what it’s like working on a small but mighty IT team, and why even the simplest support tickets can be rewarding. The episode wraps up with a fun word association game you won’t want to miss. This episode originally aired February 18, 2024.

In this episode of Executive IT , host Evan Kiely sits down with Alan Taylor, COO of Maxio , to explore how IT and security shape business reliability, compliance, and growth. Alan shares his perspective as a seasoned operator in private-equity backed SaaS companies, covering: Why IT and security are non-negotiable investments for scaling businesses How Maxio structures compliance around SOC 2, ISO 27001, and PCI audits The role of IT in go-to-market, customer trust, and competitive differentiation Lessons from M&A integrations —where IT diligence can make or break success Practical advice for IT and security leaders on building cross-functional governance Whether you’re a technology leader, operator, or business executive, this conversation offers actionable insights on making IT and security a business driver — not an afterthought.

In this episode of Automox Insiders , host Maddie Regis sits down with Katie Bleichman, Director of CX Operations and Enablement at Automox. Katie shares her inspiring journey from two decades in elementary education to leading customer experience in the SaaS and cybersecurity world. Discover how skills from the classroom translate into IT, what it takes to adapt and grow in a new career path, and why lifelong learning is key to success. Whether you’re considering a career shift or want to hear how customer education empowers users through Automox University, Katie’s story is filled with practical insights and motivation.

In this episode, Jason Kikta discusses the critical relationship between IT and security, emphasizing that great security begins with a solid IT foundation. He explores the importance of establishing a baseline for normalcy, the role of user safety in preventing security breaches, and the need to understand insider threats. Jason concludes with discussing the 'big three' of cybersecurity, which are: Network Inventory : Knowing what's on your network is crucial. This involves having a comprehensive inventory of all devices and systems connected to the network. Configuration and Patching : Keeping systems configured correctly and up-to-date with patches is essential to prevent vulnerabilities that could be exploited by malicious actors. Identity and Authentication Protection : Ensuring robust identity and authentication measures are in place to protect against unauthorized access and maintain the integrity of user accounts. This episode originally aired October 10, 2024