
I Left My $100K Job to Hack Independently (Here's What Happened)
Unlock your dream job in IT with our proven community: https://itcareerjob.com/ Learn how a solo penetration tester builds a successful security firm without a massive corporate team behind him. See the reality of independent cybersecurity consulting. Tyler Ramsbey left the safety of a major penetration testing company to launch his own firm, Kairosec. This conversation breaks down the logistics of operating as a one-person business in an industry dominated by giant agencies. You will see how he manages to compete with multi-million dollar infrastructure companies while working entirely on his own. Whether you are an aspiring ethical hacking career seeker or an established security professional, this breakdown offers a clear look at the path to independence. We cover the specific challenges of solo security auditing and what it actually takes to run a solo operation in the high-stakes world of corporate cybersecurity. Subscribe for weekly cybersecurity breakdowns, and let me know in the comments if you want to see more interviews with independent security experts. 🖥️ Sites Mentioned in this episode: LinkedIn: https://www.linkedin.com/in/tyler-ramsbey-86221643/ YouTube: https://www.youtube.com/@UC_82czjFMgsYMjodhG_4mIw Hack Smarter: https://www.hacksmarter.org/catalog Kairo Sec: https://kairos-sec.com/ 🔗 Don’t wait—click here to start your tech career journey: https://thebeardeditdad.com/itcareeraccelerator/ Exclusive Career Resources ✅ Weekly Insider Tips: https://thebeardeditdad.ck.page/55f710292b 🎧 Listen to The I.T. Career Podcast HERE: ➡︎ YT: https://itdad.info/ytpodcast ➡︎ Apple: https://itdad.info/apple ➡︎ Spotify: https://itdad.info/spotify Timestamps: 00:00 - Solo Ethical Hacker vs Giant Cybersecurity Agency 01:05 - How Tyler Ramsbey Built Cyrosc & Hacksmarter 03:13 - Boutique Pentesting Firm vs Cheap Penetration Testing 06:32 - Why I Left My W2 Pentesting Job to Go Solo 11:22 - Balancing Full-Time Job, Family, and YouTube Content Creation 15:01 - How Much Money You Need Saved Before Quitting Your Job 19:24 - How to Build Personal Brand Authority in Cybersecurity 25:11 - First 24 Hours of a Web App Pentest (Step-by-Step) 30:20 - Finding Broken Access Control & Username Enumeration Vulnerabilities 33:55 - Network Fundamentals First: CCNA vs Network+ for Hackers 39:31 - How I Landed My First $10,000 Pentesting Client 43:08 - How to Transition From Help Desk to Penetration Tester 46:10 - Hacksmarter Training Platform & Hands-On Cyber Labs 51:02 - Solo Business Model: Work Less & Make More in Cyber Disclaimer: Some of these links are affiliate links where I'll earn a small commission if you make a purchase at no additional cost to you. #pentesting #hacking #cybersecurity














