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Kieran Jessup

Kieran Jessup Cyber Security Architect

Red Team
Blue Team
Enterprise

About This Site

This blog serves as my platform for sharing insights from my cybersecurity journey. Here you'll find detailed walkthroughs of HackTheBox machines, technical deep-dives into vulnerabilities like XXE attacks, and practical security knowledge gained from real-world experience.

The content focuses on hands-on security testing, penetration testing methodologies, and defensive security practices. Whether you're learning offensive security techniques or building robust defensive architectures, I aim to provide practical, actionable knowledge.

The site may have some funky issues as I'm still working out the issues with css styling and learning custom MDX components to make things repeatable.

Note

If you see some funky post titles, content or posts in general. I may or may not be split testing SEO things in prod. You may also come across draft posts or incomplete content.

Certifications

OSCP certification badge

OSCP

Offensive Security

2023

Offensive Security Certified Professional

BTL1 certification badge

BTL1

Security Blue Team

2024

Blue Team Level 1

Security+ certification badge

Security+

CompTIA

2023

CompTIA Security+

CCFA certification badge

CCFA

CrowdStrike

2025

CrowdStrike Certified Falcon Administrator

eJPT certification badge

eJPT

eLearnSecurity

2023

eLearnSecurity Junior Penetration Tester

ITIL v4 certification badge

ITIL v4

AXELOS

2021

IT Infrastructure Library v4

CISSP certification badge

CISSP

ISC²

Studying

Certified Information Systems Security Professional

Experience

2025

Cyber Security Architect

Alpha Echo
Jul 2025 - Present • 2 mos
Australia • Full-time

cyber security architecture.

Cyber Security ArchitectureSecurity DesignRisk Assessment
2023

Penetration Tester

Synack Red Team
Aug 2023 - Present • 2 yrs 1 mo
Australia • Freelance

Performing penetration testing and vulnerability assessments for clients.

OWASPPenetration TestingVulnerability Assessment
2025

Analyst, Falcon Complete

CrowdStrike
Feb 2025 - Jul 2025 • 6 mos
Australia · Remote • Full-time

Managed detection and response using CrowdStrike Falcon platform.

Crowdstrike NGSIEMMDRMicrosoft Entra IDPalo Alto Networks
2024

Senior Information Security Analyst

Lockheed Martin
Jun 2024 - Jan 2025 • 8 mos
Australia · On-site • Full-time

Information security analysis and assurance.

Information AssuranceSplunk Enterprise SecurityInformation Security
2022

Cyber Security Consultant

Alpha Echo
Jun 2022 - May 2024 • 2 yrs
Australia • Full-time

Cyber security consulting and penetration testing services.

Penetration TestingInformation AssuranceInformation Security
2021

Technical Lead

Lockheed Martin
Oct 2021 - May 2022 • 8 mos
Australia • Full-time

Technical leadership..

Technical LeadershipSystem ArchitectureTeam Management
2020

Senior System Administrator

Lockheed Martin
Jan 2020 - Oct 2021 • 1 yr 10 mos
Australia • Full-time

Senior system administration and infrastructure management.

System AdministrationInfrastructure ManagementSecurity Hardening
2019

System Administrator

Lockheed Martin
Sep 2019 - Jan 2020 • 5 mos
Australia • Full-time

System administration and network management.

System AdministrationNetwork ManagementTroubleshooting
2018

Consultant

Modis
Sep 2018 - Sep 2019 • 1 yr 1 mo
Williamtown • Full-time

Military Platform Integration.

IT ConsultingProject ManagementTechnical Support
2018

National Project Coordinator

Unisys
Apr 2018 - Sep 2018 • 6 mos
Williamtown • Full-time

National project coordination and stakeholder management.

Project CoordinationNational ProjectsStakeholder Management
2017

Field Engineer

Unisys
Jun 2017 - Apr 2018 • 11 mos
Williamtown • Full-time

Field engineering and technical support.

Field EngineeringTechnical SupportHardware Maintenance
2016

System Administrator

Corporate IT Solutions
Jan 2016 - Sep 2018 • 2 yrs 9 mos
Australia • Full-time

System administration and IT infrastructure management.

System AdministrationIT InfrastructureTechnical Support

Skills & Technologies

Security

  • Penetration Testing
  • OWASP Top 10
  • Vulnerability Assessment
  • Security Architecture

Tools & Platforms

  • CrowdStrike Falcon
  • Splunk Enterprise Security
  • Microsoft Entra ID
  • Palo Alto Networks

Infrastructure

  • System Administration
  • Infrastructure Management
  • Information Assurance
  • MDR & SIEM