Want a sequenced plan instead of a list? Join the structured learning tracks

OSWE

OffSec Web Expert (WEB-300)

Offensive Advanced OffSec
Target job title
Senior Application Security Engineer / Web Pentester
Level
Advanced. Built for practitioners with real experience; often hard experience gates.
Prerequisites
Ability to read PHP, Java, .NET, JavaScript and Python code; OSWA-level web skills.
Official page
OffSec

Recent updates

48-hour exam on white-box source review, chaining auth bypasses into remote code execution.

Reviewed 2026-10-02. Confirm exam details on the official page before booking.

Where it sits in Offensive Security

  1. Entry CRTA CEH OSWP eJPT TryHackMe PT1 HackTheBox CJCA
  2. Intermediate OSCP HackTheBox CPTS CRTP OSWA CompTIA PenTest+ eCPPT TCM PNPT HackTheBox CWES CRTO BSCP GPEN CARTP
  3. Advanced CRTE OSEP OSED OSAI HackTheBox CAPE TryHackMe PT2 OSWE
  4. Expert HackTheBox COAE CRTL OSEE HackTheBox CWEE

Natural next steps: HackTheBox COAE, CRTL, OSEE, HackTheBox CWEE.

Preparing for OSWE?

Structured learning tracks

Membership with role- and cert-based learning tracks: roadmaps, cheat sheets, assessments, exclusive writeups and member pricing on notes.

Join the learning tracks

Coaching & cert roadmaps

One-to-one guidance and a roadmap built around your background, target role and timeline, so you stop guessing which cert comes next.

See coaching programs

Prep resources & cheat sheets

Cheat sheets, command references and exam-day extras for when you already know the material and need it fast and in one place.

Browse prep resources