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Microsoft Principal Security Engineer on How to Get Into Cybersecurity

by Rachel Kim – Technology Editor

Microsoft Cybersecurity Expert Charts ⁣Path for Aspiring Professionals

SEATTLE, ‌WA – September 15, 2025, 09:17:09 PST – As cyberattacks surge in frequency and sophistication, the demand for skilled cybersecurity professionals continues ‍to outpace⁤ supply.A recent discussion with Microsoft Principal Security Engineer, David ​Wolinski, ‌offers a detailed roadmap for individuals seeking to enter this⁣ critical field, emphasizing foundational knowledge, continuous‍ learning,⁤ and ‍practical experience. The insights come at a pivotal moment, with global cybersecurity spending projected to exceed $476⁤ billion by 2027,‍ according to Gartner,‍ and a persistent shortage of qualified personnel leaving organizations vulnerable. ⁤

The cybersecurity landscape is rapidly evolving, driven by advancements in artificial intelligence, cloud‍ computing, and the proliferation of connected devices. This ​creates both challenges ⁤and opportunities for​ those looking to ‌build a career‌ in security. Wolinski’s guidance provides a clear⁤ framework ⁣for navigating this complex terrain, addressing the skills needed to⁣ succeed and ​the pathways available to aspiring cybersecurity professionals. Failure ⁣to address the skills gap could result in escalating financial losses,‌ data⁣ breaches, and disruptions to critical infrastructure.

Wolinski stresses the importance of a strong foundation in​ computer ‌science fundamentals.”You really need to ‌understand how computers work ⁤at‍ a‍ low‍ level,” he explained. This includes ⁢proficiency in operating‌ systems, networking, and programming languages like Python and C++. ‍While a formal degree isn’t always mandatory, a​ solid grasp of these core concepts is essential. ‌He recommends‍ resources like ⁣Cybrary, TryHackMe,⁢ and Hack The Box for hands-on learning and skill progress.

He further‌ emphasizes the value of certifications, such as CompTIA Security+, certified Ethical ‌Hacker ⁢(CEH), and‍ Certified Data Systems Security professional (CISSP), as validation of knowledge and skills. However, ​Wolinski cautions‍ against relying solely on certifications. “Certifications are great,‍ but they’re not a substitute for⁣ practical experience,” he​ stated. He advocates for participation in Capture the Flag (CTF) competitions, bug bounty programs, and​ open-source security‍ projects to gain real-world experience.

For those new ⁣to the field, Wolinski suggests ‌starting with a specific area ⁤of ⁣focus, such as network security, request security, or cloud security. “Don’t try to learn everything at once,” he ​advises.⁣ “Pick a niche and become really good at it.” He also‍ highlights the importance of⁣ staying current with the latest⁣ threats ⁤and vulnerabilities⁢ thru continuous learning and professional development. resources like the SANS Institute and security blogs can help professionals​ remain informed.

Wolinski underscores ‍the significance of soft skills, such as interaction, ⁣problem-solving, and teamwork. “Cybersecurity is a‌ collaborative‌ field,” he notes. “you need ‍to be able to effectively communicate ​technical information to both technical and non-technical audiences.” Building a strong network of peers and mentors is‌ also crucial for career advancement.

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