PLAY PODCASTS
Autonomous IT

Autonomous IT

220 episodes — Page 2 of 5

Ep 19Automox Insiders – Switching Classrooms: Katie Bleichman on Redefining Her Career Path, E19

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.

Sep 16, 202511 min

Ep 11CISO IT – Great Security Begins with Great IT, E11

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

Sep 11, 202513 min

Ep 23Patch [FIX] Tuesday – September 2025: [Hyper-V on the Hot Seat, Phone Link Priv-Esc, and NTFS RCE], E23

Stay ahead of September 2025 Patch Tuesday. Automox experts Ryan Braunstein, Henry Smith, and Seth Hoyt break down three high-impact items you need to act on now: Hyper-V privilege escalation, XAML/Phone Link elevation paths, and an NTFS remote code execution.You’ll get:Clear patch priorities and timing.Likely attack paths and real-world detection tips.Hardening moves: WDAC/AppLocker, least privilege, Phone Link controls, and removing Hyper-V where it’s not needed.How to use the Automox console to group at-risk devices, push updates, disable features, and verify compliance.Subscribe, share with your team, and tighten your local attack surface today.

Sep 9, 202518 min

Ep 21Hands-On IT – Building Blocks of IT: From Problems to Solutions pt. 2, E21

In the second half of this crossover between Hands On IT and Automate IT, hosts Landon Miles and Jeremy Maldonado shift from defining IT problems to actually building, testing, and refining solutions. They dig into choosing the right tools without getting lost in endless options, the value of learning from APIs and documentation, and why “don’t reinvent the wheel” is a mantra every IT pro should adopt.Along the way, they share real-world stories about discovering hidden libraries, avoiding common pitfalls, and leaning on version control to save projects from chaos. From Python and Bash basics to Git, Postman, and even the “bus test” for documentation, this episode is packed with practical lessons to help you turn automations into lasting, maintainable solutions.Whether you’re just starting your automation journey or looking to optimize and scale what you’ve already built, you’ll find insights, strategies, and inspiration to take your IT problem-solving further.Awesome-Selfhosted GitHub Link: https://github.com/awesome-selfhosted/awesome-selfhosted

Sep 4, 202529 min

Ep 18Automate IT – Building Blocks of IT: From Problems to Solutions pt. 1, E18

In this special crossover between Hands On IT and Automate IT, hosts Landon Miles and Jeremy Maldonado dive into the building blocks of IT solutions. They share practical ways to approach automation without the overwhelm—starting from defining real-world problems and breaking them into manageable steps. Along the way, they explore Linux as a problem-solving tool, home lab tinkering, Docker, Proxmox, and the power of learning by experimenting (and breaking things!). Whether you’re new to IT or ready to sharpen your automation mindset, this episode is packed with insights, inspiration, and actionable takeaways.Stay tuned for Part 2, where we dig into the tools, testing, and turning automations into solutions! Awesome-Selfhosted GitHub Link: https://github.com/awesome-selfhosted/awesome-selfhosted

Sep 2, 202528 min

Ep 4Autonomous IT, Live! – 3 Ways to Make Your Path to Director of IT Less Scary

It’s not just a show, it's a lifeline for how to unscary a seemingly daunting career journey – no matter where you're at in your IT or security hustle.From super-talented IT cartoonist and influencer marketing service agency co-owner, Forrest Brazeal, and gifted Automox VP of Customer Experience, Charles Coaxum, to the sagely verbose CISO and VP of Product at Automox, Jason Kikta, and Gong’s inspirational Director of IT, James Sennett – our handpicked line-up of industry trailblazers won’t just talk about how to advance. Instead, they’ll walk you through real-life strategies to help you climb the career ladder and stay on the top rung once you get there.This show was broadcast live Wednesday, October 30, 2024 at 12 PM Central Time.

Aug 26, 202542 min

Ep 12Automate IT – Building Resilient IT Teams and Solutions, E12

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

Aug 20, 202513 min

Ep 18CISO IT — Hacker Summer Camp 2025: A Recap of Black Hat & DEF CON, E19

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.

Aug 14, 20256 min

Ep 22Patch [FIX] Tuesday – August 2025: [Crafted Files, Spoofed Certs, and Good Ol' SQL Injection], E22

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.

Aug 12, 20258 min

Ep 11Hands-On IT – The State of IT Careers and the Role of AI with Forrest Brazeal, E11

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

Aug 8, 202514 min

Ep 13Automox Insiders – Curiosity, Adaptability, and Career Growth with Ryan Jeziorski, E13

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

Aug 5, 202511 min

Ep 10Automox Insiders – By Your Command: The Cybersecurity Directive with Tom Bowyer, E10

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

Jul 31, 202518 min

Ep 16Hands-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 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 AISecurity implications of AI-generated codeTips for optimizing token usage and context windowsHow Automox engineers are experimenting safely with AIWhether you're a developer, security professional, or IT leader, this episode offers actionable advice and forward-thinking perspectives on integrating AI into your workflow.

Jul 29, 202534 min

Ep 26Product Talk – Alerting, Scheduling, and Smart Decisions, E19

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.

Jul 24, 202511 min

Ep 18Heroes of IT – Sleeping Easier: Milton Webster’s Story of Risk Reduction with Automox, E18

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.

Jul 22, 202513 min

Ep 4Autonomous IT, Live! Inside the Breach — Identity Hijack Response Exercise, E04

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 rulesWhether 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.

Jul 17, 202538 min

Ep 10CISO IT – The Automation Imperative, E10

In this episode of Automox's CISO IT Podcast, host Jason Kikta returns from Black Hat and DEF CON in Las Vegas to discuss one of the most talked-about IT events of the summer, and what it truly reveals about automation in IT. Contrary to popular fearmongering, Jason argues that the incident isn’t a cautionary tale against automation but a clear call for more thoughtful automation.Jason breaks down why automation, when paired with rigorous testing and strategic controls, is critical to modern IT and cybersecurity success. He challenges listeners to rethink what IT efficiency really means—not job cuts, but freeing teams to tackle the backlog and do more meaningful work. He wraps with a personal challenge: find and automate one tedious task this week using tools like Automox, Okta workflows, or your own scripts.This episode originally aired September 12, 2024

Jul 15, 202510 min

Ep 18Automox Insiders – Customer Experience by Design: A Conversation with Kat Breeggemann, E18

In this episode of Automox Insiders, host Maddie Regis sits down with Kat Breeggemann, Digital Customer Experience Manager at Automox, to explore her unique journey from journalism and communications into the world of customer success. Kat shares how a leap-of-faith internship opened the door to a career in CX, the pivotal moment she advocated for her own role, and why scaling digital experiences is the key to supporting thousands of end users effectively.You’ll learn:What digital CX looks like in actionHow to transition your skillset into techThe importance of proactive, scalable customer educationWhy assuming user knowledge can break your product experienceCareer advice for new grads and professionals making a switchWhether you're navigating your own tech career or building better customer journeys, this episode is full of practical insight and inspiring takeaways.👉 Subscribe to the Automous IT Podcast for more behind-the-scenes conversations with the people shaping IT.

Jul 10, 202522 min

Ep 21Patch [FIX] Tuesday – July 2025: [BitLocker Attack, Secure Boot Expiry, Linux chroot+sudo privesc, and Malicious .Zips], E21

In this July 2025 Patch [FIX] Tuesday episode, Automox security experts Tom, Seth, and Cody unpack four high-impact threats — from Microsoft updates, to Linux vulns, and .zip exploit PoCs.Topics include a physical attack method bypassing BitLocker encryption (CVE-2025-48001), the looming expiration of secure boot certificates, a Linux privilege escalation flaw in chroot and sudo (CVE-2025-32463), and a proof-of-concept .zip exploit that hides malicious content during preview but runs it on unzip.Expect sharp technical insights, practical mitigation tips, and as always, a few laughs.

Jul 8, 202521 min

Ep 2Executive IT – The Art of Procurement: You Don’t Get What You Deserve — You Get What You Negotiate, E02

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 March 18, 2025

Jul 3, 202512 min

Ep 17Automate IT – The Human Side of IT: A Toast to Sysadmins, E17

With a newborn at home and fueled by coffee (and Linux), Jeremy reflects on what it means to support both technology and people. In this episode, Jeremy tackles some of IT’s toughest challenges — maintaining balance, fostering gratitude, and safeguarding your mental health.Whether you’re rebooting servers at 2 am, automating backend workflows, or trying to catch your breath, this episode is for you.Topics covered:Balancing 2 a.m. server reboots with life at home | What that means for youSpotting early burnout signs | Steps you can take nowLearning from peers | Practical tips to expand your IT skill setFinding small wins | Why a quick acknowledgment goes a long way

Jul 1, 20259 min

Ep 5Heroes of IT – Optimizing IT Workflows with Automox: Insights from Steve Engler, E06

Ashley sits down with Steve Engler from the Oklahoma Farm Bureau to explore his journey from taking apart his first computer to becoming a certified Automox expert and system admin.Stephen shares how he:Transitioned from the Air Force into ITUnlocked the full potential of Automox in a previously underused environmentBuilt a hands-on lab to test Linux and Windows automationEarned all three Automox University certificationsBecame a go-to expert through community collaboration and scriptingThis episode originally aired July 21, 2024

Jun 26, 202511 min

Ep 18Product Talk – Procrastinators, Rejoice: Making the Windows 10 to 11 Migration Manageable, E18

Ready or not, Windows 11 is here. In this episode of Product Talk, Peter and Steph break down how IT teams can simplify the Windows 10 to 11 migration — without disrupting users or pulling all-nighters. From Worklets for readiness checks and silent upgrades to insights on hardware eligibility and inventory improvements, learn how to take control of your upgrade path with Automox. Plus, a sneak peek at dynamic groups, RHEL 10 support, and what’s next in automation.

Jun 24, 202511 min

Ep 3Automox Insiders – Ted Harapat, Tales of the Linux Firefighter, E03

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. 🔥 Highlights:How Ted got into IT thanks to a surprise 1 a.m. “interview”Behind the scenes of supporting 2x Linux distributions at AutomoxTed’s dual life as an IT expert and volunteer firefighterWhy exploring config files is the best way to learn LinuxWhether you're a sysadmin, Linux enthusiast, or just here for the pirate jokes, this episode is packed with insights and fun. Don’t miss it!This episode originally aired March 15, 2024

Jun 19, 202513 min

Ep 5Executive IT – Balancing Security, Usability, and Speed | E05

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.

Jun 17, 202517 min

Ep 8Hands-on IT – Fostering Creativity in IT: Listen Monkey, Listen. E08

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.

Jun 12, 202523 min

Ep 20Patch [FIX] Tuesday – June 2025: [WebDAV Attacks, SSH Hijacks, and macOS Sandbox Escapes], E20

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.

Jun 10, 202517 min

Ep 19Hands-On IT – Making End Users Happy (and Maintaining Your Sanity), E19

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.

Jun 5, 20258 min

Ep 13Automate IT – 5 Steps to Effectively Communicating with Your Executive Team, E13

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.

Jun 3, 20259 min

Ep 18CISO IT – RSA 2025: Identity Is the New Threat Vector, E19

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.

May 29, 202511 min

Ep 17Product Talk – Simplified Patch Tuesday Scheduling & Beta Channel Controls, E17

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.

May 27, 202516 min

Ep 18Hands-On IT – 3 Tips to Make Your Endpoint Data Work for You, E18

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.

May 22, 20255 min

Ep 17Automox Insiders – Data Trivia and Endpoint Truths, E17

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.

May 20, 202522 min

Ep 4Executive IT – The Gatekeeper Myth: Why Procurement Is Your Biggest Ally, E04

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.

May 15, 202514 min

Ep 19Patch [FIX] Tuesday – May 2025: [Please Don’t Click That. Experts Review New Threats], E19

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.

May 13, 202511 min

Ep 3Autonomous IT, Live! – Spring Into Automation: Clean Up Tech Debt & Refresh Your IT Operations, E03

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 💼 Segment 1: Work-life balance in ITEric Fonseca (Union School District) and Ashlyn Davis (Automox) talk about setting healthy boundaries, offloading low-value tasks through automation, and building sustainable practices that support both productivity and peace of mind. 🧱 Segment 2: Taming technical debtColby Hall and Henry Smith from Automox unpack what technical debt looks like in practice, where it hides, and how it can turn into operational and security risk. They share real-world strategies for identifying, triaging, and resolving issues for long-term efficiency. 🔧 Segment 3: SRE spring cleaning tasksJeremy Maldonado, Ted Harapat, and Spencer Pothier deliver a checklist of spring cleaning tasks for site reliability engineering teams — from reducing alert fatigue and removing unused infrastructure to tightening up service level objectives and minimizing toil. Ideal for teams managing cloud environments and uptime-critical systems.

May 8, 202534 min

Ep 3Teach IT – MFA Essentials: A Quick Guide for Everyone, E03

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.

May 6, 20252 min

Ep 16Automate 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 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.

May 1, 20259 min

Ep 17Hands-On IT – 9 Essential Spring Cleaning Tips for IT Pros, E17

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

Apr 29, 20259 min

Ep 16Automox 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 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.

Apr 24, 202513 min

Ep 17Heroes of IT – Casey Merritt’s Patch Playbook at Right! Systems, E17

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.

Apr 22, 202514 min

Ep 3Executive IT – Legal’s View on Tool Consolidation: Spring Cleaning Your Tech Stack, E03

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.

Apr 17, 202515 min

Ep 17CISO IT – Reviewing, Patching, and Hardening: Decluttering Digital Infrastructure, E17

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.

Apr 15, 202512 min

Ep 19Product Talk – MTTR, CVEs, and What’s New in the Automox Console, E16

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.

Apr 10, 202522 min

Ep 18Patch [FIX] Tuesday – April 2025: [Remote Desktop Roulette, CLFS Exploits, and macOS Vulns], E18

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.

Apr 8, 202511 min

Ep 15Automate IT – Spring Cleaning with Automox: Clearing the Clutter, E15

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.

Apr 3, 202516 min

Ep 16Heroes of IT – From Oregon Trail to IT Leader: Dustin Mobley’s Journey, E16

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.

Apr 1, 202517 min

Ep 15Automox Insiders – Automating IT: How Breaking Servers Built a Career with Jeremy Maldonado, E15

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.

Mar 27, 202522 min

Ep 15Product Talk – Big Updates & Bigger Value: Your Sneak Peek Behind the Dev Curtain, E15

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.

Mar 25, 202516 min

Ep 16Hands-On IT – The Titans of Server History: People, Rivalries, and the Machines They Created, E16

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.

Mar 20, 20251h 4m