
Autonomous IT
Go from monotonous to autonomous IT operations with this series.
Automox
Show overview
Autonomous IT has been publishing since 2023, and across the 3 years since has built a catalogue of 220 episodes, alongside 9 trailers or bonus episodes. That works out to roughly 65 hours of audio in total. Releases follow a several-times-a-week cadence.
Episodes typically run ten to twenty minutes — most land between 11 min and 20 min — though episode length varies meaningfully from one episode to the next. None of the episodes are flagged explicit by the publisher. It is catalogued as a EN-language Technology show.
The show is actively publishing — the most recent episode landed 2 days ago, with 24 episodes already out so far this year. The busiest year was 2025, with 99 episodes published. Published by Automox.
From the publisher
Go from monotonous to autonomous IT operations with this series. Hosts from Automox, the IT automation platform for modern organizations, will cover the latest IT trends; Patch Tuesday remediations; ways to save time with Worklets (pre-built scripts); reduce risk; slash complexity; and automate OS, third-party, and configuration updates on all your Windows, macOS, and Linux endpoints. Automate confidence everywhere with Automox.
Latest Episodes
View all 220 episodesPatch [FIX] Tuesday – [AI Hits the Hat Trick], Ep. 32
Patch [FIX] Tuesday – [Emergency Episode: DirtyFrag Exploit Before Patch], Ep. 31.
Autonomous IT, Live! The Math of Modern Attacks, E07
Secure IT – Claude Mythos: AI Vulnerability Hype vs. Evidence, E23
Patch [FIX] Tuesday – April 2026 [Double Feature: SQL Another Day + XSS Never Dies], E30

Ep 11Automox Insiders – The Magic of Automox: Emily Pace on Building Smarter IT Tools, E11
In this episode of IT Insiders, Maddie Regis speaks with Emily Pace, a Senior Product Manager at Automox. Emily shares her career journey, her role in product management, and the collaborative environment at Automox that fosters innovation. They discuss current projects, the importance of customer feedback, and Emily's advice for IT professionals. The conversation concludes with a fun game about real and fake products, showcasing Emily's quick thinking and humor.This episode originally aired November 19, 2024

Ep 25Product Talk – From Click to Fix: Bringing Automox Actions to Zendesk, E25
What if your IT team could troubleshoot and remediate endpoint issues without ever leaving their service desk? In this episode, Steph Rizzuto and Katherine Chipdey break down the new Automox + Zendesk integration. They cover what it does, why it matters, and how it's designed to cut meantime to remediation for IT teams. The integration surfaces real-time endpoint data directly inside Zendesk tickets. It also gives admins one-click actions like device restarts, patch deployment, and policy execution. Beyond reactive fixes, it flags automation gaps so fewer tickets get created in the first place. Plus, hear how the Splashtop remote desktop integration ties it all together when hands-on troubleshooting is needed. Whether you're running a lean IT team or managing thousands of endpoints, this one's worth a listen.

Ep 17Automox 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.This podcast originally aired April 24, 2025

Ep 1Behind the Ticket – What to Do When Both Tools Are Right, E01
A routine support ticket reveals a deeper truth about patch management. Your patching tool says "done," but your vulnerability scanner disagrees – so who's right? In this episode, Automox SVP of Customer Experience Charles Coaxum walks through a real customer case. Dozens of machines showed as patched in the dashboard but were flagged as vulnerable by the scanner. The culprit wasn't a bug or misconfiguration. It was the often-overlooked gap between patch execution and patch completion. Learn why pending reboots create silent compliance gaps. Discover how to identify endpoints stuck in limbo. And see how automation turns hours of manual investigation into a minutes-long fix.

Ep 29Patch [FIX] Tuesday – March 2026 [SMB Is Back and ASLR Gets Shuffled], E29
March 2026's Patch Tuesday brings no active exploitations, but don't let that fool you. This month, Ryan Braunstein and Henry Smith break down why medium-severity vulnerabilities deserve your full attention.First up: a Push Message Routing Service memory leak (CVE-2026-24282, CVSS 5.5) that lets attackers scrape session tokens and private keys from heap memory. Then, a pair of GDI bugs (CVE-2026-25181 and CVE-2026-25190) that chain together to defeat ASLR and deliver remote code execution with near-perfect reliability. Henry covers a Windows Accessibility Infrastructure flaw (CVE-2026-24291) hiding in a service most teams never think to harden, plus an SMB authentication bypass (CVE-2026-24294) that echoes EternalBlue and WannaCry.What you'll learn:- How attackers chain medium-severity bugs into full compromise paths- Why the Push Message Routing Service is a target-rich environment for credential theft- How a two-stage GDI exploit defeats ASLR with near-100% reliability- Why accessibility services are blind spots on your hardening checklists- What SMB's history with EternalBlue and WannaCry means for this month's auth bypassPatch your systems. Audit your service accounts. Don't skip the mediums.

Ep 14Automate IT – The Server Tango: Step In... and Now MySQL's Down, E14
In this episode, Jeremy Maldonado shares his experiences and insights on server management, highlighting the importance of learning from mistakes, the power of automation, and finding balance between Linux and Windows environments. He discusses the challenges and rewards of managing servers, the 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.This episode originally aired March 6, 2025

Ep 22Automate IT – The Myth of the All-Knowing IT Pro, E22
The all-knowing IT pro is a myth. In this episode, Automox Senior Solutions Consultant Jeremy Maldonado breaks down why curiosity and asking for help are the real foundations of a successful IT career. He shares how he went from feeling nervous about asking questions to becoming a trusted resource for IT teams across industries, including hospitals, local governments, and school districts.Jeremy also pulls back the curtain on what he does day to day on the Automox Professional Services team: reviewing IT admins' environments, evaluating patching schedules, and working collaboratively to fine-tune configurations. Rather than coming in as the all-knowing expert, he explains why the best results come from treating every engagement as a shared experience, where both sides learn from each other.Whether you're early in your IT career or a seasoned admin, this episode is a reminder that growth starts with a question.Topics covered:- Why the all-knowing IT pro doesn't exist- How curiosity drives career growth in IT- What an Automox environment review looks like- Tailoring patching best practices to different industries- Finding room for improvement even when things work

Ep 29Product Talk – Bridging the CVE Gap with VulnCheck, E24
NIST is falling behind on vulnerability scoring — and the gap is growing. In this episode, Peter and Steph break down what that means for IT and security teams relying on CVE data to prioritize patching, and how Automox is solving it.We cover:Why NIST's National Vulnerability Database has a growing backlog and what's causing itHow incomplete vulnerability data creates blind spots in your patch management programAutomox's new partnership with VulnCheck to deliver real-time vulnerability intelligenceWhat KEV (Known Exploitable Vulnerabilities) data is and why your leadership team cares about itExpanding from fewer than 10 third-party apps to 70% coverage across 500+ supported applicationsThe rollout plan from third-party apps to macOS, Windows, and LinuxWhether you're running a mature vulnerability management program or just getting started, this episode lays out how the vulnerability data landscape is shifting and what you can do to stay ahead of real-world threats.

Ep 15Secure IT – Why There Are No 'Nos' in IT with Rich Casselberry, E15
In this episode of Automox's Secure IT podcast, host Jason Kikta welcomes back Rich Casselberry, VP of IT security at AT&I, to discuss key insights from the CISO Blueprint. The conversation emphasizes the importance of a positive approach to security, the role of automation in IT practices, and 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.This episode originally aired January 16, 2025

Ep 28Patch [FIX] Tuesday – February 2026 [Chaos Engineering], E28
February's Patch Tuesday includes two actively exploited vulnerabilities you need to patch now. Ryan Braunstein breaks down a denial of service flaw in Windows Remote Access Connection Manager that can black out your VPN infrastructure and leave remote endpoints unreachable. Seth Hoyt covers a pair of SmartScreen bypasses that let malicious files slip past Windows security prompts without warning.Both vulnerabilities rely on user interaction to succeed, and phishing is getting harder to spot. Ryan and Seth discuss how AI is lowering the barrier to entry for attackers, making convincing phishing emails easier to generate and enabling single actors to operate like full teams.What you'll learn:• How attackers use VPN disruption as a distraction for larger attacks• Why SmartScreen bypasses are a serious initial access vector• Which endpoints to prioritize for patching• How AI is changing the threat model for social engineeringPatch your systems. Train your users. Stay ahead.

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.This episode originally aired May 1, 2025.

Ep 21Automox Insiders – Pulling Back the CX Curtain with Charles Coaxum, E21
In this episode of Automox Insiders, Maddie Regis welcomes back Charles Coaxum, SVP of Customer Experience at Automox, to talk about what really happens after the deal is signed. Charles shares a quick look at his career journey from frontline support to customer experience leadership, and explains why the moments that shape great leaders often come from the toughest customer conversations.You will also get a first look at Charles’s upcoming podcast on the Automox network, where he plans to bring honest, practical stories from the post sale world without the extra polish. Then Maddie puts Charles through a customer experience themed would you rather game, covering big company wide issues versus lots of small problems, leading with smooth operations versus always jumping in to help, and choosing steady improvements versus bold changes.If you are curious about how trust, accountability, and listening drive better outcomes for customers and teams, this episode is for you.

Ep 6Autonomous IT, Live! – Live & Unfiltered: A Brutally Honest IT Forecast for 2026
What if the IT industry stopped pretending everything is “fine”?In this Autonomous IT live show, Automox CEO Justin Talerico shares candid perspectives on the real state of IT as the industry heads into 2026 — where things are breaking down, why burnout is becoming an operational risk, and what actually needs to change.Topics include:-- Why many IT careers begin with curiosity and stall under constant operational pressure-- The operational risk created by manual work and hero-based infrastructure-- Why automation initiatives fail and why the root cause is rarely the tooling-- How IT leaders can rebuild trust in automation and autonomy-- What IT leaders will look back on and question about endpoint management in 2025The discussion concludes with a rapid-fire game:AI vs Human vs Hybrid, deciding where IT work belongs in 2026.This is not a product pitch.It is not a trend report.It is an honest conversation about how IT actually works today and how it needs to evolve.

Ep 20Hands-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.This episode originally aired July 29, 2025.

Ep 22Secure IT – PKI, Certificates, and What Breaks When Trust Fails, E22
Public Key Infrastructure (PKI) underpins nearly every secure interaction in modern IT, but it's also one of the most misunderstood and overlooked foundations of security.In this episode of Secure IT, host Jason Kikta is joined by Mark Cooper, CEO and founder of PKI Solutions, to unpack why PKI is so critical to identity, authentication, and trust, and what happens when it fails.They explore how certificates enable passwordless authentication, secure TLS connections, IoT devices, endpoints, and enterprise systems, while also examining why misconfigured or poorly monitored PKI environments often become an attacker's fastest path to privilege escalation. From certificate expirations and operational outages to real-world breach scenarios and pen test failures, this conversation maps the full PKI risk spectrum.Jason and Mark also challenge a common assumption in cybersecurity: that recovery equals resilience. Instead, they argue that true resilience means staying secure and operational, even during misconfiguration, failure, or attack.Whether you're new to PKI or responsible for running it, this episode will change how you think about identity infrastructure, resilience, and trust.Topics covered:- What PKI is and why most organizations already depend on it- Certificates, passwordless authentication, and digital identity- How PKI misconfigurations enable high-impact attacks- Why recovery is the weakest form of resilience- The hidden operational and security risks of foundational systems