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Jason Kikta
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Autonomous IT
CISO 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...
2025-07-15
10 min
Autonomous IT
CISO 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.
2025-05-29
11 min
Autonomous IT
CISO 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.
2025-04-15
12 min
Autonomous IT
CISO IT – Dmitri Alperovitch’s Vision for Cyber Defense, E07
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.
2025-03-13
22 min
Autonomous IT
CISO IT – A Love Letter to Servers: Linux, Load Balancers, and the Architecture of Uptime | E16
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.
2025-03-04
09 min
Autonomous IT
Recap IT – Autonomous IT Highlights from the Last Month, E01
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...
2025-01-30
31 min
Autonomous IT
CISO IT – The CISO Blueprint pt. 1: Why There Are No 'Nos' in IT with Rich Casselberry, E15
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.
2025-01-16
09 min
Autonomous IT
Patch [FIXED] Tuesday – The Vulnerabilities That Defined 2024
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 mon...
2024-12-31
1h 13
Autonomous IT
CISO IT – Great Security Begins With Great IT: CISO IT’s Best of 2024, E14
This special compilation episode is packed with the most impactful moments and discussions of the year. Explore expert insights, standout strategies, and key takeaways from 2024's most engaging episodes, all in one place. Designed for IT professionals and cybersecurity leaders, this episode offers a valuable opportunity to revisit crucial topics, refine your approach, and stay informed on the trends and innovations shaping the future of IT operations.
2024-12-26
15 min
Autonomous IT
CISO IT – Cybersecurity Predictions for 2025 and Insights from Microsoft Ignite and AWS re:Invent, E13
Jason Kikta discusses his experiences at Microsoft Ignite and AWS re:Invent, highlighting the chaotic scheduling of events and the significant attendance at re:Invent. He observes a growing seriousness among vendors regarding realistic AI use cases and shares insights on cybersecurity vulnerabilities, particularly the rise of zero-day exploits. Jason predicts that in 2025, organizations will need to enhance their patching and mitigation strategies, emphasizing the importance of collaboration between security and IT teams.
2024-12-12
09 min
Autonomous IT
CISO IT – Thanksgiving in IT: A CISO Sea Story, E12
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.
2024-11-14
10 min
Autonomous IT
Autonomous 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 ca...
2024-10-31
42 min
Autonomous IT
Product Talk – Just Patch It, Please: From Infinite Deferrals to Actionable Deadlines, E10
Steph Rizzuto and guest Jason Kikta discuss the critical relationship between IT and security. They explore the evolution of these roles, the challenges faced by IT departments in contributing to security, and how Automox's innovative approach helps bridge the gap between IT and security functions. The conversation emphasizes the importance of collaboration, the need for a cohesive tech stack, and the shift from deferral-based to deadline-based security practices.
2024-10-22
13 min
Autonomous IT
CISO 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 p...
2024-10-10
13 min
Autonomous IT
CISO IT – The Automation Imperative, E10
“The recent global IT outage is an example of the need for more automation, not less.” In this episode, Jason Kikta discusses the importance of automation in IT and cybersecurity. Jason emphasizes that automation itself is not inherently dangerous, but rather the lack of proper testing and controls. He encourages listeners to automate tedious tasks to free up time for more valuable and rewarding work. The episode concludes with Jason expressing gratitude for the growing listenership and the impact of the podcast.
2024-09-12
10 min
Autonomous IT
Patch [Fix] Tuesday – September 2024 [Spicy Vulnerabilities, YubiKey Security Advisories, and... Fashion Advice?], E11
In this episode of Patch [FIX] Tuesday, Tom and Jason celebrate their 11th episode and reflect on the success of the Automox YouTube channel. They discuss a Windows Update RCE, YubiKey Security Advisories, and a Visio RCE. They emphasize the importance of patching the Windows Update vulnerability immediately due to its potential for exploitation. They also discuss the YubiKey vulnerability, noting that while it requires specialized equipment to exploit, it highlights the fundamental role of YubiKeys in security.
2024-09-10
10 min
Autonomous IT
CISO IT – Livin' on the Edge: Linux's Impact on Computing, E04
This episode originally aired March 14, 2024. In this episode, Jason Kikta, the CISO at Automox, shares his background with the early days of Linux and highlights its importance in the computing industry. He discusses the history of Linux, its early challenges, and the advancements it has made over the years. Jason emphasizes the role of Linux in driving innovation and its impact on the software ecosystem. He encourages listeners to explore Linux and experience the possibilities it offers. Experimentation is a great teacher!
2024-08-29
17 min
Advancing Cyber
Blue Screens and Liability, Cyber and AI Regulation, and Disinformation Fails at the Olympics
The CrowdStrike aftermath, the rise of AI regulations that can’t keep pace with technical change, and nation state actors testing and using AI in cyberattacks. In this premiere episode of Advancing Cyber, host Cristin Flynn Goodwin is joined by Jason Kikta, CISO at Automox, Jen Ellis, Founder of NextJen Security, and Jessica Herrera-Flanigan, Partner at Monument Advocacy, to dive deep and dissect recent cyber events. With differing points of views, they explore the implications of the CrowdStrike incident on software liability, the evolution of cybersecurity and AI technology and regulation, and the role of AI in th...
2024-08-16
57 min
Autonomous IT
CISO IT – The Importance of Continuing Education: Live from DEF CON, E09
Join Automox CISO Jason Kikta, live at DEF CON 32, as he discusses the importance of continuing education in cybersecurity. He emphasizes that ongoing learning and exposure to diverse perspectives are essential for professional growth in the IT field. He highlights how events like DEF CON and Black Hat serve as invaluable opportunities for learning, networking, and sharing knowledge, and encourages listeners to support and actively participate in such educational events to foster growth and innovation in cybersecurity.
2024-08-15
04 min
Autonomous IT
CISO IT – A Pathway to Yes with Rich Casselberry, E05
This week, Automox is bringing back some podcast episode favorites! In case you missed the first go, this podcast aired on April 11, 2024. In this episode, Jason Kikta and Rich Cassleberry discuss the challenges of IT security and how to make better risk decisions. They explore the difficulty of proving a negative in security and the lack of obvious metrics of success. They emphasize the importance of balancing risk and finding the right level of security for the organization. They also discuss the need for reputation management and building trust within the company. The conversation highlights the va...
2024-08-01
19 min
Autonomous IT
CISO IT – Great Security Demands Great IT: Why Automox’s CISO is Customer #1, E08
The CISO IT Podcast, hosted by Automox CISO Jason Kikta, is your one-stop shop for all things IT and cybersecurity. Jason knows good security comes from good IT. Step into a CISO’s shoes and trek through the world of technology and cyber defense to stay ahead of potential threats. Each episode is packed with the latest trends, tips, and expert advice.
2024-07-11
11 min
Autonomous IT
Patch [Fix] Tuesday – July 2024 [Major Vulnerabilities Uncovered on Patch Tuesday!], E09
Get the latest Patch Tuesday releases, mitigation tips, and learn about custom automations (aka Automox Worklets) that can help you with CVE remediations.
2024-07-09
25 min
Autonomous IT
CISO IT – Dmitri Alperovitch’s Vision for Cyber Defense, E07
The CISO IT Podcast, hosted by Automox CISO Jason Kikta, is your one-stop shop for all things IT and cybersecurity. Jason knows good security comes from good IT. Step into a CISO’s shoes and trek through the world of technology and cyber defense to stay ahead of potential threats. Each episode is packed with the latest trends, tips, and expert advice.Links:World on the BrinkHow America Can Beat China in the Race for the Twenty-First CenturyBy Dmitri Alperovitchhttps://www.amazon.com/World-Brink-America-Twenty-First-Century/dp/1541704096
2024-06-13
22 min
Autonomous IT
Patch [Fix] Tuesday – June 2024 [A Doozy of a Patch Tuesday], E08
Get the latest Patch Tuesday releases, mitigation tips, and learn about custom automations (aka Automox Worklets) that can help you with CVE remediations.
2024-06-11
34 min
Autonomous IT
CISO IT – CISA Secure by Design: A Pledge to Secure Our World, E06
The CISO IT Podcast, hosted by Automox CISO Jason Kikta, is your one-stop shop for all things IT and cybersecurity. Jason knows good security comes from good IT. Step into a CISO’s shoes and trek through the world of technology and cyber defense to stay ahead of potential threats. Each episode is packed with the latest trends, tips, and expert advice.
2024-05-16
17 min
Autonomous IT
Patch [Fix] Tuesday – May 2024 [April showers bring May Privilege Escalation Vulns], E07
Get the latest Patch Tuesday releases, mitigation tips, and learn about custom automations (aka Automox Worklets) that can help you with CVE remediations.
2024-05-14
21 min
Below the Surface (Video) - The Supply Chain Security Podcast
Supply Chains, Firmware, And Patching - Jason Kikta - BTS #29
Jason joins us to discuss the current enterprise landscape for defending against supply chain attacks, remediating firmware issues, and the current challenges with patch management. This segment is sponsored by Eclypsium. Visit https://securityweekly.com/eclypsium to learn more about them! Show Notes: https://securityweekly.com/bts-29
2024-05-08
1h 06
Below the Surface (Audio) - The Supply Chain Security Podcast
Supply Chains, Firmware, And Patching - Jason Kikta - BTS #29
Jason joins us to discuss the current enterprise landscape for defending against supply chain attacks, remediating firmware issues, and the current challenges with patch management. This segment is sponsored by Eclypsium. Visit https://securityweekly.com/eclypsium to learn more about them! Show Notes: https://securityweekly.com/bts-29
2024-05-08
1h 06
Autonomous IT
CISO IT – A Pathway to Yes with Rich Casselberry, E05
In this episode, Jason Kikta and Rich Cassleberry discuss the challenges of IT security and how to make better risk decisions. They explore the difficulty of proving a negative in security and the lack of obvious metrics of success. They emphasize the importance of balancing risk and finding the right level of security for the organization. They also discuss the need for reputation management and building trust within the company. The conversation highlights the value of security tools that automatically take action and the need for ongoing evaluation and improvement in security practices. They conclude with advice for new...
2024-04-11
19 min
Autonomous IT
CISO IT – Livin' on the Edge: Linux's Impact on Computing, E04
The CISO IT Podcast, hosted by Automox CISO Jason Kikta, is your one-stop shop for all things IT and cybersecurity. Jason knows good security comes from good IT. Step into a CISO’s shoes and trek through the world of technology and cyber defense to stay ahead of potential threats. Each episode is packed with the latest trends, tips, and expert advice.
2024-03-14
17 min
Autonomous IT
Patch [Fix] Tuesday – March 2024 Microsoft Patch Tuesday and Some Super Juicy Apple Vulnerabilities, E05
Get the latest Patch Tuesday releases, mitigation tips, and learn about custom automations (aka Automox Worklets) that can help you with CVE remediations.Links: Risky Business Podcast: https://risky.biz/Latest CISO IT Podcast: https://www.automox.com/resources/podcasts/ciso-it-e03macOS Sonoma 14.4 Security Release Notes: https://support.apple.com/en-us/HT214084
2024-03-12
29 min
Autonomous IT
CISO IT – Automation and Security Perfection, E03
The CISO IT Podcast, hosted by Automox CISO Jason Kikta, is your one-stop shop for all things IT and cybersecurity. Jason knows good security comes from good IT. Step into a CISO’s shoes and trek through the world of technology and cyber defense to stay ahead of potential threats. Each episode is packed with the latest trends, tips, and expert advice.
2024-02-16
17 min
Autonomous IT
Patch [FIX] Tuesday – February 2024, E04
Get the latest Patch Tuesday releases, mitigation tips, and learn about custom automations (aka Automox Worklets) that can help you with CVE remediations.
2024-02-13
20 min
Autonomous IT
CISO IT – AnyDesk Compromise, E02
The CISO IT Podcast, hosted by Automox CISO Jason Kikta, is your one-stop shop for all things IT and cybersecurity. Jason knows good security comes from good IT. Step into a CISO’s shoes and trek through the world of technology and cyber defense to stay ahead of potential threats. Each episode is packed with the latest trends, tips, and expert advice.Link to Mitigation Script: https://www.automox.com/blog/anydesk-compromised-automox-fix
2024-02-06
15 min
Unsupervised Learning
A Conversation with Jason Kikta from Automox
In this sponsored episode of Unsupervised Learning, we talked to Jason Kikta. Jason is the CISO and Senior VP of Product at Automox, and our conversation covered: - Endpoint Management- IT and Security Overlap- Patching Strategies- Cloud-Based Solutions- Configuration Drift- Policy Articulation- Automation and AI- IT Operations Challenges- Future Product Features- and other topics. You can check out Automox at: https://automox.com. Become a Member: https://danielmiessler.com/upgradeSee o...
2024-01-22
45 min
Unsupervised Learning
A Conversation with Jason Kikta from Automox
In this sponsored episode of Unsupervised Learning, we talked to Jason Kikta. Jason is the CISO and Senior VP of Product at Automox, and our conversation covered: - Endpoint Management- IT and Security Overlap- Patching Strategies- Cloud-Based Solutions- Configuration Drift- Policy Articulation- Automation and AI- IT Operations Challenges- Future Product Features- and other topics. You can check out Automox at: https://automox.com. Become a Member: https://danielmiessler.com/upgradeSee o...
2024-01-22
45 min
Autonomous IT
CISO IT – Bridging IT and Security: The CISO Perspective, E01
The CISO IT Podcast, hosted by Automox CISO Jason Kikta, is your one-stop shop for all things IT and cybersecurity. Jason knows good security comes from good IT. Step into a CISO’s shoes and trek through the world of technology and cyber defense to stay ahead of potential threats. Each episode is packed with the latest trends, tips, and expert advice.
2024-01-11
17 min
Autonomous IT
Patch [FIX] Tuesday – January 2024, E03
Get the latest Patch Tuesday releases, mitigation tips, and learn about custom automations (aka Automox Worklets) that can help you with CVE remediations.
2024-01-09
33 min
Autonomous IT
Patch [FIX] Tuesday – December 2023, E02
Get the latest Patch Tuesday releases, mitigation tips, and learn about custom automations (aka Automox Worklets) that can help you with CVE remediations.
2023-12-12
23 min
Autonomous IT
Patch [FIX] Tuesday – November 2023, E01
Get the latest Patch Tuesday releases, mitigation tips, and learn about custom automations (aka Automox Worklets) that can help you with CVE remediations.
2023-11-14
15 min
Irregular Warfare Podcast
The Digital Bear in Ukraine: Russian Cyber Operations Since 2014
Be sure to visit the Irregular Warfare Initiative's new website to see all of the new articles, podcast episodes, and other content the IWI team is producing! How much of a role have cyber warfare and digital information operations played since Russia's invasion of Ukraine? What about since 2014, when Russia seized Crimea and backed proxy forces in the eastern Donbas region? What lessons on cyber resilience emerge from an examination of Ukraine’s defense against Russian cyber actions? And what do Russia’s cyber operations against Ukraine tell us about the way it conceptualizes and organizes cyber acti...
2023-04-21
55 min
Defense in Depth
What Can the Cyber Haves Do for the Cyber Have Nots?
All links and images for this episode can be found on CISO Series. Given that your company's security is dependent on the security of your partners and others, what can we do to get more organizations above the security poverty line? Check out this post for the discussions that is the basis of our conversation on this week’s episode co-hosted by me, David Spark (@dspark), the producer of CISO Series, and Geoff Belknap (@geoffbelknap), CISO, LinkedIn. We welcome our sponsored guest, Jason Kikta (@kikta), CISO, Automox. Thanks to our podcast sponsor, Automox
2023-01-26
32 min