$110 / month
2 calls per month (60min/call)
Unlimited Q&A via chat
Expect responses in 24 hours or less
Hands-on support
Hi, My name is Ryan Wilson I am a Senior AI Penetration Tester at Microsoft Headquarters. Some of you may know me as I was featured in a article on MentorCruise maybe 6 or 7 years ago as I am a product of this awesome platform, as I went from professional basketball player to professional ethical hacker. I learned penetration testing via MentorCruise and now I am here to give back again on my second stint. I started pentesting in England, then I moved on to another fortune 500 company (Top 3 cyber insurance company in the world) where I built and developed their first ever Penetration Testing department from scratch as a Senior Pentester and a Manager. From there I then moved to Microsoft Headquaters back in the US where I am building out one of their orgs first ever AI Penetration Testing departments. In my free time I like to workout, spend time with my family and run my own one man company called RySec where I perform contract penetration testing for various companies and Indian tribes. As I stated previously I am here to give back for my second stint and provide the knowledge and skills that you aspiring Penetration Testers will need to obtain your first job. I look forward to working with you all.
Thanks,
Ryan Wilson
At Rysec LLC, we provide affordable cybersecurity solutions that are accessible to all businesses. Our mission is to protect your …
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For close to a decade, Ryan Wilson was a professional basketball player all around Europe. After a long career on …
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Mentees who work with a mentor for 3+ months reach their goals 2x faster than those going it alone. Long-term mentorship means fewer false starts, more focused sessions, and support that builds week after week.
97% satisfaction across all mentors
Personalized feedback and growth plans
Trusted by thousands of mentees
Notify me when Ryan has new spots
We will send you a quick email if Ryan has new open spots for mentorship, and only in that case!
Book a free intro call with Ryan
Connect with Ryan in a quick call (usually under 30 minutes)
One-off sessions with Ryan
One-off sessions are a great option if you're looking for specific advice on a certain topic.
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Having a good resume on hand when going on the job hunt is crucial, and will make your search a lot easier. Even if you're …
Whatever doesn't fit the mold: Get 30 minutes with a mentor to discuss your needs. Be it help with some code, discussing through an issue …
Sometimes, a strategy is needed to accomplish a future career change, or simply to get further in your current position. Should you go back to …
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Not sure about your newest design? Not sure if your code is as good as it can be? Portfolio site looking a bit, meh? In …
Some big interviews coming up? In this 1-hour session, a mentor with hiring experience will act as a technical interviewer and ask you some standard …
Whatever doesn't fit the mold: Get a full hour with a mentor to discuss your needs. Be it help with coding something, deciding on a …
What's included in the trial?
Every trial is a little different–here's what Ryan says about their trial:
We'll meet for a quick call (usually under 30 minutes) where we:
- Break the ice and introduce ourselves
- Discuss your goals and how I can support you
- Coordinate logistics like time zones, meeting frequency, and communication methods
- Share strategies and tools to help you break into cybersecurity faster than the typical 3–5 year path
