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Diary Of A SysAdmin

Code, Cloud & Confidence with Hailey Phillips (Replay)

13 Oct 2025

Description

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

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