Climbing The Ladder: What Non-Technical Attributes Make a Senior Pentester?

An often undiscussed topic in the pentesting world is what truly sets apart a senior penetration tester from a junior or mid-level consultant? Today, you get my thoughts on this! If you are not a senior but want to climb the ladder, read on, you may learn a thing or two (or you’ll disagree, which is also fine)! You see, there are thousands of blogs about how to get better technically at pentesting. Hell, there are entire platforms dedicated to it. But very few target the less technical side, the side that focuses on your personality, your characteristics, your unique charm! So, here we are. ...

January 4, 2026 · 13 min · Toby Jackson

Exploiting Active Directory Certificate Services - ESC11 Walkthrough

An overview and lab exploitation example of the ESC11 vulnerability, present in Active Directory Certificate Services when request encryption is disabled.

March 24, 2023 · 9 min · Toby Jackson

10 Things I Learnt in My First Year as a Penetration Tester

A reflective look back on what my first year as penetration tester/cyber security consultant taught me, and how those lessons can potentially help you.

December 31, 2022 · 12 min · Toby Jackson

Hack the Box Walkthroughs: Hathor

Hathor from Hack the Box was an Insane Windows machine that involves exploiting a misconfigured file upload, then identifying credentials in log files, before performing some DLL hijacking and finally, abusing an account with replication rights to obtain the administrator’s password hash.

November 19, 2022 · 13 min · Toby Jackson

Automating the Creation of TCM Security's PEH Home Active Directory Labs - It's Terra-fying

A guide on how to terraform the Active Directory Home Lab from the Practical Ethical Hacking course by TCM Security - and coincidentally - My first attempt at Infrastructure-as-Code and DevOps!

May 11, 2022 · 6 min · Toby Jackson

Hack the Box Walkthroughs: Anubis - Using SliverC2

In an attempt to broaden my skill set, I’ll be using the SliverC2 to complete Hack the Box machines and learn more about this fantastic Command and Control framework. This time around it’s the retired box: Anubis!

May 6, 2022 · 17 min · Toby Jackson

Active Directory Penetration Testing - The Fundamentals of Kerberos

A blog post for me to try and finally fully understand the internals of how Kerberos and Active Directory authentication works within a domain (and how it’s broken).

May 4, 2022 · 21 min · Toby Jackson

ZeroPointSecurity Certified Red Team Operator (CRTO) Course - A Comprehensive Review

A review of ZeroPointSecurity’s Certified Red Team Operator course.

February 9, 2022 · 13 min · Toby Jackson

PNPT (Practical Network Penetration Tester) - Course Review - 2022 - Should you take it?

A thorough review of The Cyber Mentor’s new certification: The Practical Network Penetration Tester. Wondering what I thought of this new certificate disrupting the industry? Fear not! Let’s dive right in.

January 25, 2022 · 10 min · Toby Jackson

OSEP Review 2021 - Offensive Security Experienced Pentester

What’s up, security folks! Today I’ll be putting pen to the paper and going over my thoughts on the Evasion Techniques and Breaching Defenses course from Offensive Security, colloquially known as the OSEP. I passed my exam at the end of November, so consider this a review of the updated exam (Post leak)! I’ll go over the contents of the course, how I prepared for the exam and any useful tidbits that helped me along the way. ...

December 2, 2021 · 15 min · Toby Jackson