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Diary Of A SysAdmin

Pedaling Through IT Careers with Paul Winstanley

11 Aug 2025

Description

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 

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