Oct. 9, 2025

NSITSP Spotlight: Diana Giles, Skyline IT (EP 911)

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NSITSP Spotlight: Diana Giles, Skyline IT (EP 911)

Diana Giles shares her journey from side projects to founding Skyline IT Management and discusses why raising professionalism in IT is crucial for the future.​

This episode explores why professionalism, certification, and ethics matter more than ever in the IT sector. Diana Giles talks about her rise as a recognized industry leader, the transition from side hustle to full-time business, and the benefits of clear communication for IT consultants. Hear insights from Diana’s teaching career and community involvement!​

Diana also demystifies the need for certifications and the impact of evolving industry standards, all while reaffirming the importance of integrity and raising the bar for IT service providers everywhere.​

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Diana Giles Profile Photo

Diana Giles

Owner

Diana Giles is the President and owner of Skyline IT Management, originally established as The Computer Monkey, LLC in 2004. She truly enjoys helping small businesses improve and secure their operations through the proper use of modern technology. Early on, Diana realized she enjoyed being the go-to tech person in the office more than her regular job, so she left to pursue an entry-level tech support position with Teleflora. She eventually traveled to some of the largest florists in the country doing installation and training. Requests for technology services continued after Diana left work to stay home with her kids, so The Computer Monkey began. Diana has a bachelor’s degree in business and master’s degree in Telecommunications Management from Oklahoma State University. She is also the founder of sensiblecyberparenting.com, a free resource website to help parents protect their children online.