Explore the journey of breaking into the cybersecurity field as a pentester through this LASCON conference talk. Learn from the diverse experiences of professionals who successfully transitioned into penetration testing from various backgrounds. Discover the importance of certifications, courses, and hobbies that can help land your dream job in cybersecurity. Gain insights into different security positions, including blue team defense and InfoSec roles. Understand the value of community involvement through meetups and conferences like AWAS, DerbyCon, and Black Hat. Get practical advice on building a home lab, mastering essential skills, and navigating the job hunting process. Hear tips on interview preparation, technical assessments, and determining your readiness for a career change. Benefit from the speakers' hindsight as they share what they wish they had known when starting their cybersecurity journey.