As cyber threats surge and organizations scramble to protect digital infrastructure, the demand for cybersecurity professionals has never been higher. But for those aspiring to break into the field, the path can feel unclear. Whether you’re transitioning from IT, switching careers entirely, or just starting out, cybersecurity offers diverse entry points—but standing out requires strategy and dedication.
Caleb Mattingly is the founder of Secure Cloud Innovations. He has built an incredible reputation in the cybersecurity space, particularly for his work helping early-stage startups overcome the challenges of compliance and security frameworks like SOC 2 and ISO 27001. He joins the podcast to talk about compliance, lessons learned, threats, and pivoting to the cybersecurity field.
Tips to Launch a Cybersecurity Career
1. Study the NIST 800-53 Framework
2. Explore STIG Guides for Hands-On Learning
STIGs teach you how to harden systems against attacks, which is a key skill in operational security roles. Start by downloading STIGs for operating systems you’re familiar with—Windows Server or Linux—and try implementing recommended configurations in a virtual lab. It’s practical experience that stands out to employers, especially in government and defense sectors.
3. Contribute to Open Source on GitHub
“Open-source contributions show more than just technical skills. They highlight how someone solves problems, collaborates, and takes initiative,” says Stephanie Holman, Technical Recruiter at MetroStar. “At MetroStar, we are leaning into this approach by exploring open-source coding challenges to uncover cleared talent. It is a great way for developers to showcase their abilities beyond a résumé.”
Look for beginner-friendly tags like good first issue or help wanted on GitHub projects in areas like intrusion detection, vulnerability scanners, or SIEM tools. Even documentation contributions can showcase value.
4. Earn the CompTIA Security+ via Udemy or Online Bootcamps
“You don’t need a four-year degree to prove you understand cybersecurity fundamentals,” says Raymond Scott, a SOC analyst turned instructor. “Security+ helps you bridge that gap.”
Tip: Combine your Security+ study with lab practice using tools like TryHackMe, Hack The Box, or VirtualBox environments for hands-on validation.
Cybersecurity Is a Marathon, Not a Sprint