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.

This episode originally aired January 2, 2025

Join Automox CISO and SVP of Product Jason Kikta for a recap of Black Hat and DEF CON 2025. In this episode, Jason shares his take on the conversation around AI in cybersecurity shifting from hype to practical tools for defenders. Hear why integrating AI into your CI/CD pipeline, alert triage, and vulnerability management could be a game changer, plus thoughts on choosing the right security events for your personality and goals. Whether you’re a conference veteran or a curious first-timer, this episode offers insights, humor, and encouragement to get more involved in the security community.

Join Automox cybersecurity experts Ryan Braunstein and Mat Lee for August 2025’s Patch [FIX] Tuesday, covering a Hyper-V privilege escalation, an Azure Virtual Machines spoofing flaw, and four serious SQL Server vulnerabilities. Learn how attackers could chain virtualization and cloud exploits, why crafted VHDX files and spoofed certificates are dangerous, and the ongoing threat of SQL injection. Includes recommendations for hardening databases, improving certificate management, and reducing lateral movement risks in virtualized environments.

In this episode of Hands-On IT, host Landon Miles sits down with special guest Forrest Brazeal to explore the current state of IT careers and the evolving role of AI in the tech landscape. As a renowned cloud architect and co-founder of Freeman and Forrest, Forrest shares his insights on upskilling for today’s competitive job market, the real impact of AI on IT roles, and how professionals can leverage creativity and networking to stand out. Tune in to hear expert advice on navigating career paths in IT, common job search pitfalls, and strategies for staying adaptable in a rapidly changing industry. Don’t miss this deep dive into the future of IT careers!

This episode originally aired October 29, 2024

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.

This episode originally aired January 9, 2025

Maddie Regis speaks with Tom Bowyer, Director of Security at Automox, about the intersection of IT and cybersecurity. Tom shares his career journey, the importance of collaboration between IT and security teams, and insights into SOC compliance reports. He emphasizes the need for transparency, experimentation, and proactive problem-solving in enhancing cybersecurity. 

This episode originally aired October 17, 2024

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 models like Claude and ChatGPT, Landon and Henry share real-world insights, practical strategies, and lessons learned from implementing AI in secure development workflows.

They also explore:

• Why context is king when prompting AI
• Security implications of AI-generated code
• Tips for optimizing token usage and context windows
• How Automox engineers are experimenting safely with AI

Whether you're a developer, security professional, or IT leader, this episode offers actionable advice and forward-thinking perspectives on integrating AI into your workflow.

Discover how Automox is transforming IT reporting. In this episode, Steph Rizzuto talks with product lead Emily Pace and engineer Ben Glass about new reporting features that give you real-time visibility, alerting, and automation. Learn how IT teams are cutting reporting time from 30 hours to 1, setting up custom alerts, and making smarter decisions—without logging into the console 24/7.

In this episode of Heroes of IT, Ashley sit down with Milton Webster to explore how his team transformed their IT operations using Automox. From reducing endpoint risk scores in record time to implementing automated Windows 11 upgrades with Worklets, Milton shares real-world wins and challenges from the frontlines of IT. Learn how a culture of proactive patching helped his organization boost security and sleep easier at night. If you're navigating risk management, remote device updates, or end-user satisfaction, this conversation is packed with practical insight.

🔧 Topics Covered:
 • Endpoint security & patch automation
 • Risk score reduction with Rapid7 & Automox
 • Worklet-powered upgrades & scripts
 • Reboot strategies that actually work
 • Culture change in IT and user communications

🎧 Whether you're an IT leader, sysadmin, or tech strategist, this episode delivers actionable advice from someone who's been there.

In this special live episode of Autonomous IT, Live! we walk through a high-stakes incident response drill that mimics a disturbingly realistic threat scenario: an attacker gains access to your internal tools — not by breaking in, but by logging in.

Here's the setup: a user unknowingly reuses compromised credentials with the company’s SSO provider. An attacker logs in, flies under the radar, and impersonates internal IT support using Slack, email, and calendar invites. Their goal? Convince employees to install a fake remote access tool—all while avoiding anyone likely to report suspicious behavior.

Join Landon Miles, Tom Bowyer, and Ryan Braunstein as they:

• 🔍 Investigate a suspicious login and Slack impersonation
• 🔐 Contain and remediate the breach using real-world tactics and tools
• 📉 Discuss phishing-resistant MFA, endpoint visibility, Slack impersonation risks, and more
• 🧠 Share tips on improving security awareness, incident playbooks, and interdepartmental collaboration
• 💬 Answer live audience questions about malware analysis, EDR response, and building detection rules

Whether you’re a security veteran or just starting out in IT, this episode offers an unfiltered look at how to respond when credentials are compromised and attackers act like insiders.

📎 Bonus: We also include a downloadable Incident Response Checklist to help your team run your own tabletop exercise.

🛡️ Because in today’s world, attackers don’t need to break in—they just need to log in.