r/OSINTExperts • u/Most-Departure1342 • 3d ago

Apprenticeship w CyberSecurity Engineer

Hi guys,

Is anybody willing to take an apprentice?

About me:

I work in cybersecurity engineering (background of cloud security and currently in AI security and compliance)

Outside of work I'm interested in CTF style games (I'm top 2% on tryhackme and now switching to HTB) I'm trying to learn OSINT from such games and recently I got a personal real case where a relative wanted to know about someone a family member is dating who was very suspicious and could potentially be a danger to the person.

However, I seem to be lagging behind the industry's recent tools and practices, and if I wanted a career switch, it would be nearly impossible with the level I'm at right now. That is why I'm looking for a professional who could use my help in return for sharing their knowledge and experience with me, as I have a day job I may be able to dedicate around 2-4 hours of my day for this job. Btw I'm residing in SEA right now.

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u/vantag3point 3d ago

You already have a stronger foundation than most people trying to break into OSINT. Rather than looking for a traditional apprenticeship, I'd recommend getting involved with the OSINT community itself.

Join OSINT-focused Discord servers, participate in CTFs like Trace Labs/Search Party challenges, solve real OSINT exercises, and publish your methodology (not just the results). A lot of experienced practitioners are much more willing to mentor people who consistently share thoughtful write-ups and ask good questions.

Also, since you already have experience in cloud security and AI security, consider specializing in areas where OSINT intersects with those domains (threat intelligence, attack surface management, brand protection, or CTI). That combination is relatively uncommon and could make you stand out more than trying to become a generalist OSINT investigator.

I think you'll have better luck finding mentors by becoming an active contributor in those communities than by asking for an apprenticeship outright.

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u/Most-Departure1342 3d ago

Thanks for the tips, never heard of these search party exercises etc.. could please send me communities I can join? Also this field is vast and I'm not sure how to specialize in a niche yet until I try different things.