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Diary Of A SysAdmin
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Diary Of A SysAdmin

Author: Fabian Rodriguez

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Conversations with IT Pros to learn about their tech journeys and who they are beyond the keyboard.
28 Episodes
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Andrew Johnson shares his journey in the IT field, starting from his early days in education to his current role in systems management. He emphasizes the importance of community, continuous learning, and the evolution of technology, particularly in relation to AI and automation. Andrew also discusses his experiences with user groups and conferences, and offers advice for aspiring IT professionals.Chapters00:00 Introduction to Andrew Johnson's Journey05:44 Career Development in IT and Education11:54 The Importance of Community and Resources17:54 Engagement in Online Learning and User Groups23:45 Public Speaking and Sharing Knowledge29:22 The Future of Technology: AI and Its Impact37:34 Advice for the Next Generation of IT Professionals
In this conversation, Sean Bulger shares his journey through the IT landscape, discussing his experiences as a consultant, the importance of a growth mindset, and the value of mentorship. He reflects on his diverse career path, that included jobs as a plumber and paramedic, and emphasizes the significance of community engagement and continuous learning in the tech industry. Sean also offers insights into the evolving nature of endpoint management and the impact of AI on the workforce, encouraging listeners to embrace curiosity and personal development.Chapters00:00 Introduction and Conference Reflections01:08 Consulting Insights and IT Career Growth10:17 Shifting Mindsets: From IT to Business Strategy14:52 Early Career and Personal Challenges24:04 Diverse Experiences: Plumbing and Paramedic Work30:33 Endpoint Management and the Evolution of IT36:16 Pursuing Growth and New Opportunities38:43 Building Connections and Community Engagement42:37 The Journey to Becoming an MVP45:30 Reflections on Impact and Recognition51:15 The Importance of Perspective and Growth55:52 Encouraging a Positive Mindset in IT01:00:08 Advice for Future Generations in IT
In this episode, Hailey Phillips shares her journey from an HR internship to becoming a prominent figure in the IT industry. She discusses her passion for technology, the importance of automation and cloud computing, and the role of soft skills in tech. Hailey also reflects on her experiences in the gaming industry, her travels to Japan, and the significance of continuous learning and personal development. She emphasizes the need for aspiring IT professionals to embrace tools like PowerShell and the value of therapy in enhancing communication skills.Chapters00:00 Introduction to Hailey Phillips and Her Journey03:14 From HR to IT: The Unexpected Path06:01 Early Career Experiences and Learning09:19 The Importance of Asking Questions12:00 Transitioning to AWS and Cloud Technologies15:08 Navigating Config Manager and Intune18:04 Exploring Opportunities in Law and Technology21:17 Experiences in Japan and Cultural Insights24:10 The Future of IT: Embracing Change and Automation30:50 Navigating Cloud and On-Premises Challenges32:10 Transitioning to a Gaming Company: Lessons Learned34:48 Managing Infrastructure: The Role of Automation39:38 The Balance of Work and Automation40:59 Finding Balance: Sports and IT45:04 The Importance of Strength and Representation46:57 Skiing and Outdoor Adventures50:16 Seattle's Attractions: Overrated or Underrated?54:21 The Future of Technology: AI and Infrastructure as Code01:02:24 Advice for Aspiring IT Professionals
In this conversation, Bryan discusses his early experiences in IT management, particularly focusing on the unconventional methods he employed, such as the 'sneaker net' approach, to manage devices and install software. He reflects on the challenges and best practices he learned along the way.Chapters00:00 Introduction and Background03:47 Career Transition from Software Engineering to System Administration06:28 Early Experiences in System Administration09:38 Learning and Adapting in a Small Organization12:45 Challenges and Innovations in Endpoint Management15:41 Scaling Up: Transition to a Larger Organization18:54 Implementing Configuration Manager21:46 Community Engagement and Learning23:33 Reflections on Career Growth and Future Directions33:55 Navigating the IT Landscape39:10 Finding Your Tribe in IT43:35 The Journey to Becoming a Speaker48:33 Lessons from the Virtual Stage53:26 The Microsoft MVP Experience57:01 The Importance of User Groups01:00:33 Memorable Moments in IT01:05:59 Life Beyond the Keyboard
Matt Zaske, a seasoned sysadmin in higher ed, dives into device management, Windows 11 migration, and how his theater background shapes his IT communication. He shares his path into tech speaking, explores home automation, and showcases his passion for 3D printing and custom conference collectibles. We also learn the fun origin story of his iconic mustache and his Sunday taco salad tradition—all highlighting his creativity and community spirit.Chapters00:00 Introduction to Matt Zaske03:02 The Role of a SysAdmin in Higher Education06:01 Device Management and Task Sequences09:11 Wipe and Reload Process Explained11:47 Windows 10 to Windows 11 Transition16:55 Theater Background and Its Impact on IT23:06 Technical Speaking Journey36:00 Innovative Solutions in IT Management43:04 Community Collaboration and Support45:12 The Evolution of Matt's Mustache50:57 Taco Salad Tradition and Routine54:04 Home Automation: A Journey into Smart Living01:02:10 Exploring Voice Integration in Home Automation01:08:54 3D Printing and Conference Collectibles
Andrew Taylor shares his journey from studying business to becoming a seasoned IT professional with over 20 years of experience. He discusses his early days in help desk support, his transition to end user computing, and the challenges he faced in various IT roles, including managing multiple tenants in the MSP world. Andrew emphasizes the importance of community networking, learning through experience, and the critical role of PowerShell in modern IT management. He also reflects on his experiences writing the Intune Cookbook, freelancing, and the future of technology, including AI and cloud computing.00:00 From Business to IT: Andrew's Journey05:43 The Evolution of Desktop Support11:24 The Challenges of Upgrading Systems17:05 Crisis Management: Real-World Scenarios22:31 Future of IT: Moving Towards Cloud Solutions29:11 The Journey of Speaking at Conferences34:35 Building the EUC Toolbox40:36 The Challenges of Writing a Book47:41 The Evolution of Thin Clients52:45 Advice for the Next Generation of IT Professionals
Ru Campbell shares his journey from starting in IT in 2012 to becoming a Microsoft 365 consultant and security expert. He discusses the importance of help desk experience, betting on oneself in career progression, and the transition to specializing in Microsoft Defender. Ru emphasizes the value of understanding security practices, the challenges of writing a technical book, and the benefits of networking and community engagement. He also touches on future technology trends, particularly AI, and offers advice for the next generation of IT professionals while sharing insights into his personal life and hobbies.Chapters00:00 The Beard and Its Significance02:41 Career Beginnings in IT05:18 Lessons from Help Desk Experience07:26 Betting on Yourself in Your Career08:51 Transitioning to Microsoft 365 Consulting10:46 Diving into Security with Microsoft Defender15:00 The Importance of Understanding Security Practices18:25 Empathy in IT Consulting20:48 Writing a Book on Microsoft Defender28:51 Creating Opportunities through LinkedIn Learning32:07 Building a Personal Brand in Cybersecurity33:37 The Role of Content Creation in Cybersecurity38:37 Community Engagement and User Groups42:47 Speaking Engagements and Networking45:32 The Future of Technology: AI and Beyond51:28 Advice for the Next Generation of IT Professionals52:51 Personal Life and Hobbies of Ru CampbellCheck out his book Mastering Microsoft 365 DefenderNeed a cybersecurity podcast listen to ThreatcastCheck out his FREE linkedin learning course on Microsoft Defender Vulnerbility Management
Rory Monaghan shares his extensive journey in the IT field, starting from his early days in application packaging to his current role in end user computing. He discusses the evolution of application virtualization, particularly App-V, and its impact on organizations. Rory emphasizes the importance of community through user groups and the value of podcasting as a medium for sharing knowledge. He also addresses the challenges in cybersecurity and the changing landscape of IT content creation, offering advice for future IT professionals to focus on AI, security, and employee experience.Chapters00:00 Rory Monaghan's Journey in IT06:11 The Evolution of Application Virtualization11:52 User Groups and Community Engagement17:38 The Podcasting Experience and Insights24:30 Current Trends in Enterprise IT29:00 Cybersecurity Challenges and Ethical Dilemmas38:40 The Importance of Networking and In-Person Events43:29 Advice for the Next Generation of IT Professionals49:22 Personal Interests Beyond TechnologyCheck out Rory's podcast: 5 Bytes Podcasthttps://www.rorymon.com/blog/5-bytes-podcast-episode-guide/
Garth Jones shares his extensive journey in the IT field, starting from his early days running a BBS to becoming a pivotal figure in endpoint management with SMS. He discusses the evolution of IT roles, the importance of proactive management, and the challenges he faced while building Enhansoft. Garth also reflects on his experiences with blogging, writing books, and presenting at conferences, emphasizing the value of networking and community in the IT industry. He concludes with insightful advice for the next generation of IT professionals, encouraging continuous learning and passion for the field.Chapters00:00 Introduction to Garth Jones and His Journey02:40 The Evolution of Endpoint Management with SMS05:55 The Role of SMS in IT Operations08:16 Transitioning from Help Desk to Project Work11:23 Learning and Community in IT14:06 The Birth of Enhansoft16:55 Blogging and Sharing Knowledge19:36 From IT Admin to Developer22:11 Public Speaking and Sharing Expertise25:05 Writing Books and Contributing to the Community34:10 Community Connections39:52 Challenges and Rewards at Enhance Soft42:12 Upcoming Speaking Engagements43:48 The Journey into Reporting49:32 Reflections on Y2K52:07 Life Beyond Technology01:02:11 Advice for the Next Generation of IT Professionals
In this conversation, Mattias Melkersen shares his journey from dropping out of school to becoming a successful IT consultant. He discusses the importance of mentorship, continuous learning, and the impact of AI on IT management. Mattias emphasizes the need for networking and community building in the IT field, as well as the significance of understanding the fundamentals of technology. He also reflects on balancing work and personal life, and shares insights for the next generation of IT professionals.00:00 From High School to IT: A Unique Journey05:51 Building a Career in IT Consulting12:00 The Growth of Mansoft and IT Solutions19:05 Mentorship and Community in IT22:44 Creating Value Through Knowledge Sharing24:08 Transitioning to Minecore: A New Role26:59 Cloud Native Solutions and Business Strategy28:38 The Role of AI in IT Management32:15 Security Copilot: Enhancing IT Operations34:26 Live Show Insights: What's New in Intune38:48 Speaking at Conferences: The MVP Advantage40:34 Advice for the Next Generation of IT Pros43:46 Beyond the Keyboard: Matthias Melkersen's LifeCheck out MSEndpointMgr Youtube channel! https://www.youtube.com/@MSEndpointMgr
In this conversation, Paul Winstanley shares his journey in the IT industry, starting from his early days in retail IT support to specializing in endpoint management and becoming a community leader through blogging and speaking engagements. He discusses the importance of mentorship, the evolution of his career into consulting, and the impact of AI on the future of IT jobs. Paul also reflects on his personal interests, including cycling, and offers valuable advice for the next generation of IT professionals.00:00 The Journey Begins: Early IT Career09:36 Mentorship and Learning in IT14:20 Transitioning to Enterprise IT and Specialization19:14 The Blogging Journey and Community Engagement24:10 From IT to Web Development and Back28:59 Freelancing and Consulting in IT36:38 The Journey of Podcasting55:02 The Future of AI in ITMake sure to check out his latest book called "Ultimate Microsoft Intune for Administrators"You can purchase the book from Orange AVA or Amazon.For International Buyers (AVA™): https://orangeava.com/products/ultimate-microsoft-intune-for-administratorsFor Indian Buyers (AVA™): https://orangeava.in/products/ultimate-microsoft-intune-for-administratorsAmazon International: https://www.amazon.com/Ultimate-Microsoft-Intune-Administrators-Enterprise-ebook/dp/B0F2HBG12SAmazon India: https://www.amazon.in/Ultimate-Microsoft-Intune-Administrators-Enterprise-ebook/dp/B0F2HBG12SAmazon UK: https://www.amazon.co.uk/Ultimate-Microsoft-Intune-Administrators-Enterprise/dp/B0F2H4P5GGListen to his podcast "Just a couple of jerks" on Youtube and Podcast platforms 
In this conversation, Jose Schenardie shares his journey from starting his IT career in Brazil to becoming a co-founder of a cybersecurity company in Australia. He discusses the importance of niche conferences like MMS, the evolution of endpoint management with Intune and SCCM, and the role of AI in shaping the future of IT. Jose emphasizes the value of community engagement, the challenges of starting a business, and offers advice for new IT professionals.00:00 Introduction to Jose Schenardie03:05 The Value of Conferences05:47 Early Career and IT Journey11:38 Transition to Endpoint Management17:27 The Evolution of Intune23:38 Starting a Business in IT29:23 Community Engagement and Learning31:39 The Birth of Workplace Ninja Australia35:28 Building a Community: The Role of Events40:25 Life in Australia: A Personal Perspective47:22 The Journey into Blogging and Speaking55:37 Advice for New IT Professionals59:05 The Impact of AI on the Future of Work01:04:29 Balancing Family Life and Technology
In this conversation, Andy Jones shares his extensive journey in the IT field, starting from his early days in web development to his current role focusing on cloud technologies and Intune. He discusses the importance of continuous learning, mentorship, and the evolution of technology, particularly AI and its implications for IT professionals. Andy also reflects on his experiences with YouTube content creation and offers valuable advice for aspiring IT professionals, emphasizing the need for balance between work and personal life.00:00 Introduction to Andy Jones and His Journey04:59 Career Evolution and Learning Journey09:26 The Impact of Mentorship and Learning Challenges13:53 YouTube Beginnings and Content Creation18:47 Exploring Intune and Endpoint Management23:13 The Role of AI in IT Management27:33 Efficiency vs. Quality in Technology31:57 Future of IT and Automation36:47 Perspectives on Technology and Budget Constraints44:33 Innovative Solutions in Onboarding and Offboarding51:38 Balancing Work, Learning, and Personal Life56:14 Advice for Future IT Professionals
In this conversation, Chris Cavazos shares his journey in the IT field, starting from his early experiences in the 90s to his current role as a principal consultant. He discusses the importance of mentorship, the transition from in-house IT to consulting, and the impact of Azure Virtual Desktop during the pandemic. Chris also touches on his personal interests, including his love for Star Wars and football, and offers advice for aspiring IT professionals. The conversation concludes with thoughts on the future of AI in the industry and Chris's favorite sports teams.00:00 Introduction to Chris Cavazos04:15 Early IT Career and Influences10:09 Transitioning to Consulting10:55 Differences Between SysAdmin and Consulting15:35 The Rise of Azure Virtual Desktop23:48 Life at Whole Foods and Barbecue Talk29:03 Sneaker Culture and Personal Interests30:24 Sneaker Culture and Personal Favorites32:19 The Journey into Public Speaking36:17 Building Rapport and Collaboration in Presentations37:27 Personal Interests Beyond IT41:57 Advice for the Next Generation of IT Professionals43:02 The Excitement of AI in IT45:44 Football Fandom and Team Loyalty
Johannes Geir Kristiansson shares his unique journey from a construction background to a successful career in IT, particularly in endpoint management and Intune. He discusses the challenges and rewards of transitioning from a hands-on trade to a more abstract field, emphasizing the importance of community and knowledge sharing. Johannes also reflects on the future of IT, including the impact of AI and the shift towards passwordless solutions, while offering valuable career advice for those entering the tech industry.Chapters00:00 From Construction to IT: A Unique Journey16:49 Transitioning from Configuration Manager to Intune24:18 Building Community: The Rise of WinAdmins31:24 Navigating Community Challenges36:45 The Journey into Blogging and Speaking46:25 Advice for the Next Generation
Dustin Gullit shares his journey from mowing lawns for a school district to becoming an IT consultant with a wealth of experience in military network security, healthcare IT, and MDM solutions. He discusses the evolution of Intune, the impact of AI on technology and daily life, and his passion for photography and blogging. Dustin emphasizes the importance of sharing knowledge and the potential of AI in shaping the future of technology, all while balancing family life and personal interests.00:00 Dustin's Journey Begins02:49 Military Experience and IT Growth05:25 Transitioning to the Healthcare Sector08:28 Exploring MDM Platforms11:02 The Shift to Intune13:41 Consulting and Knowledge Sharing16:27 Blogging and Community Engagement19:23 Food, Family, and Work-Life Balance29:08 The Joy of Photography and Family Engagement31:51 Learning Photography with AI Assistance36:36 AI as a Personal Assistant in Daily Life41:19 The Future of AI in Technology and Beyond45:48 Consolidating Security Tools for Efficiency49:46 Personal Insights and Future Aspirations
Spencer Alessi shares his journey from almost becoming a doctor to pivoting to IT, emphasizing the importance of help desk experience, mentorship, and continuous learning. He discusses his passion for systems administration, the significance of disaster recovery testing, and his transition into security. Spencer also reflects on his experiences in podcasting and content creation, offering valuable insights for new IT professionals.Chapters00:00 From Medicine to IT: A Career Shift05:39 Mentorship in IT: The Path to SysAdmin10:55 The Importance of a Testing Lab16:22 Accidental Entry into Security22:11 The Art of ARP Spoofing28:12 The Devastating Loss of Memory Cards34:19 Content Creation Strategies and Challenges44:33 Essential Skills for the Next Generation of IT Professionals49:41 Spencer Beyond the Keyboard
Michael Escamilla shares his journey in the IT field, discussing his experiences at conferences, his involvement with OSD Cloud, and the importance of community engagement. He reflects on his career path, the challenges faced in IT, and the significance of automation. Michael emphasizes the need for continuous learning and offers advice for aspiring IT professionals, while also sharing personal interests and memorable experiences in the industry.00:00 Introduction and Networking at MMS02:46 Speaking Experience and Session Content05:41 Involvement with OSD Cloud08:46 Career Beginnings and Early IT Experience11:48 Transitioning to New Roles and Responsibilities14:32 Managing IT in Retail17:21 Challenges of IT Management20:44 Community Contributions and Learning23:35 The Importance of Mentorship and Knowledge Sharing29:13 Exploring California's Outdoor Adventures35:11 The Thrill of Motocross and Family Activities39:39 Diving into IT Trends and Innovations43:56 Podcasts and YouTube: Learning Beyond IT46:06 Advice for Aspiring IT Professionals55:09 Memorable Experiences in IT and Team Dynamics
David Brook shares his journey in the IT field, discussing his early experiences, the importance of apprenticeships, and the challenges of starting his own business. He emphasizes the value of community, public speaking, and the need for continuous learning in the fast-paced world of technology. David also opens up about his struggles with imposter syndrome and the importance of sharing knowledge to help others in the industry.00:00 Introduction and Late Night Work Habits02:41 David's Journey into IT05:48 The Apprenticeship Experience08:41 Becoming an Author11:23 Writing for the Audience13:15 Imposter Syndrome and Community Engagement15:48 Public Speaking and Networking18:42 Organizing User Groups21:07 The Return of Conferences23:54 Cricket and Community Involvement27:41 From Rugby to Cricket: Balancing Family and Hobbies29:49 Preparing for Workplace Ninja UK: Upcoming Sessions31:58 The Journey to Cloud XP: Transitioning Careers36:36 Challenges of Entrepreneurship: The Reality of Running a Business38:35 Success Stories: Building Relationships and Client Trust40:02 Future Trends in Technology: Education and Security42:35 Advice for the Next Generation: Embracing Learning43:42 Publishing Insights: Writing the Book on Microsoft Intune48:26 Overcoming Challenges: Mental Health and Work-Life Balance49:37 Lessons Learned: The Importance of Testing and DocumentationPurchase his book here! https://www.amazon.com/Ultimate-Microsoft-Intune-Administrators-Enterprise/dp/B0F2H4P5GG
In this conversation, Sean Bulger shares his journey through the IT landscape, discussing his experiences as a consultant, the importance of a growth mindset, and the value of mentorship. He reflects on his diverse career path, that included jobs as a plumber and paramedic, and emphasizes the significance of community engagement and continuous learning in the tech industry. Sean also offers insights into the evolving nature of endpoint management and the impact of AI on the workforce, encouraging listeners to embrace curiosity and personal development.Chapters00:00 Introduction and Conference Reflections01:08 Consulting Insights and IT Career Growth10:17 Shifting Mindsets: From IT to Business Strategy14:52 Early Career and Personal Challenges24:04 Diverse Experiences: Plumbing and Paramedic Work30:33 Endpoint Management and the Evolution of IT36:16 Pursuing Growth and New Opportunities38:43 Building Connections and Community Engagement42:37 The Journey to Becoming an MVP45:30 Reflections on Impact and Recognition51:15 The Importance of Perspective and Growth55:52 Encouraging a Positive Mindset in IT01:00:08 Advice for Future Generations in IT
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