OSAI+ Study Plan

Red team the machines that are learning to think. A free, day-by-day OSAI+ schedule built from the official AI-300: Advanced AI Red Teaming syllabus, scaled to your exam date and weekly hours.

Approx. cost: $1,749–$2,749
Difficulty: ♥♥♥♥♥
Study time: about 174h
Start level: Advanced

▶ Build my OSAI+ plan

> How long does OSAI+ take?

The plan assumes about 174 study hours. Here is how that stretches across different weekly schedules.

Hours per week	Time to finish
5 hours	about 35 weeks (8.1 months)
10 hours	about 18 weeks (4.2 months)
15 hours	about 12 weeks (2.8 months)
20 hours	about 9 weeks (2.1 months)
30 hours	about 6 weeks (1.4 months)

> OSAI+ exam format

OffSec · AI-300: Advanced AI Red Teaming

24h proctored engagement + 24h to submit report
Realistic AI-enabled enterprise environment
Targets include AI agents, data pipelines and model infrastructure
OSCP-level experience recommended
OSAI+ valid 3 years; base OSAI never expires

Official OSAI+ page ↗

> OSAI+ syllabus and study hours

Every topic in the plan, in order, with its baseline hours. The planner shrinks or stretches these to fit your dates.

Neural Warm-up

Know how the systems work before you attack them.

LLM & ML fundamentals12h · learn
Modern AI app architectures6h · learn
OWASP LLM Top 10 & MITRE ATLAS6h · learn

AI-300 Course

The official modules, in order.

Introduction to Red Teaming AI Systems5h · learn
Reconnaissance for AI Targets8h · learn
Attacking AI Agents12h · learn
Attacking Multi-Agent Systems & A2A Protocols10h · learn
Exploiting RAG Pipelines10h · learn
Attacking Embeddings8h · learn
Attacking Model Context Protocol & Tool Surfaces10h · learn
Supply Chain Attacks on AI/ML Systems8h · learn
AI Infrastructure & Deployment Exploits10h · learn
Threat Modeling for AI-Enabled Targets5h · learn
Assembling the Pieces: Capstone Engagement12h · lab

Training Grounds

Rep the techniques until they stick.

Re-run course labs without notes16h · lab
External AI security practice16h · lab

Final Boss Prep

Methodology, reporting and a full dry run.

Build an AI red team methodology checklist6h · review
Report template & findings library4h · review
Mock engagement (timed)10h · review

> Where to practise for OSAI+

Each task in your plan lists practice labs for its own topic. These are the best places to put in extra hands-on hours:

Gandalf prompt injection game (Lakera)
Web LLM attacks labs (PortSwigger)
ATLAS: adversary tactics for AI systems (MITRE)

> OSAI+ exam-day checklist

General logistics for exam week. The official exam guide always takes priority if it differs.

One to two weeks before

Schedule your exam and add the start time, time zone and deadline to your calendar
Read the official exam guide end to end: rules, allowed and banned tools, and what counts as proof
Re-read what is in scope for the AI targets and any rules on using AI tooling
Complete a full-length timed practice run (24 hours if you can) on your exam setup
Finalize your note-taking setup and templates (see the notes starter below)
Build and review your cheat sheets and command references
Arrange time off, tell people you will be unavailable, and plan your meals ahead
Check your ID is valid and matches the name on your exam account

Machine and network

Charge and test a backup device or phone hotspot, and know how to contact support if your connection drops
Plug in your laptop and turn off sleep, updates and notifications for the exam
Test the VPN or lab connection early and know how to reconnect after a drop
Update your attack VM, take a clean snapshot and keep a spare
Install and test every tool you plan to use, and check none of them are banned
Test your screenshot hotkeys and make sure you have plenty of free disk space

Proctoring and room

Test your webcam, microphone and screen sharing on the proctoring platform
Clear your desk and room as the rules require, and tell housemates not to interrupt
Confirm what is allowed at your desk (second monitor, phone, notes, paper) and follow it exactly
Learn the rules for breaks and for leaving the camera view
Have your ID ready and know the check-in steps

During the exam

Sleep well the night before, and skip last-minute cramming
Prepare food and water, and set timers for break reminders
Read the brief and scope carefully before you touch anything
Write notes and capture proof as you go, not at the end
Time-box each target and move on when stuck. You can come back later
Stop new attacks with enough time left to verify your evidence

Report and submission

Copy your report template and fill in the easy parts (scope, methodology) while you work
Check every finding has reproducible steps and screenshots
Proofread: could someone else follow each step?
Export in the exact format and naming the exam guide requires
Submit with a buffer before the deadline and confirm it was received

Suggested exam-day rhythm

Hour 0 to 0:30. Connect, confirm the VPN, read the brief and set up your notes.
Hour 0:30 to 2. Enumerate everything first. Rank targets by points and how promising they look.
Through the day. Work in blocks of about 90 minutes with a 10-minute break after each. Time-box each target and rotate when stuck.
Meals. Eat real meals away from your desk roughly every 5 to 6 hours.
Around hour 12. Decide on a sleep window of 4 to 6 hours. A rested brain spots what a tired one misses.
Last 3 hours. Stop new attacks unless you are very close. Verify proof, collect screenshots and outline the report.
After the hands-on part. Write the report in one focused block, proofread, and submit with a buffer before the deadline.

▶ Open the interactive OSAI+ exam kit

The kit lets you tick items off, download a notes starter and report template, and see a readiness score from your plan progress.

> Passed OSAI+ with PWN PATH

No OSAI+ debriefs yet

Passed a cert? A short debrief helps the next learner plan their own run, and it only takes a couple of minutes.

▶ Share my debrief

Debriefs are self-reported. See all pass stories.

> Frequently asked questions

How long does it take to prepare for OSAI+?

PWN PATH builds the OSAI+ plan on about 174 study hours. At 10 hours a week that is roughly 18 weeks, and at 20 hours a week roughly 9 weeks. Your own timeline depends on how much of the material you already know.

What is the OSAI+ exam like?

24h proctored engagement + 24h to submit report. Realistic AI-enabled enterprise environment. Targets include AI agents, data pipelines and model infrastructure. OSCP-level experience recommended. OSAI+ valid 3 years; base OSAI never expires.

How hard is OSAI+?

We rate OSAI+ 4 out of 5. It suits experienced pentesters who want to add AI and agent security to their toolkit. OSCP-level experience recommended.

How much does OSAI+ cost?

OffSec bundles start around $1,749 (course, 90 days of labs, one exam attempt); Learn One is about $2,749 per year with two attempts. Prices are approximate, in US dollars unless a currency is shown, and change often. Confirm with the vendor before you buy.

What should I study first for OSAI+?

Start with the "Neural Warm-up" phase: LLM & ML fundamentals, Modern AI app architectures, OWASP LLM Top 10 & MITRE ATLAS. The planner puts topics in a sensible order and scales the hours to the time you have.

What are the prerequisites for OSAI+?

OSCP-level experience recommended.

What should I do the week before the OSAI+ exam?

Re-read the official exam guide for rules and banned tools, test your machine, network and VPN or lab connection, finish a full timed practice run, finalize your notes and cheat sheets, and plan your meals, breaks and sleep. The exam-day checklist on this page covers it step by step.

How should I handle breaks and sleep during the OSAI+ exam?

Hour 0 to 0:30: Connect, confirm the VPN, read the brief and set up your notes. Hour 0:30 to 2: Enumerate everything first. Rank targets by points and how promising they look. Through the day: Work in blocks of about 90 minutes with a 10-minute break after each. Time-box each target and rotate when stuck. Meals: Eat real meals away from your desk roughly every 5 to 6 hours.

What should I take after OSAI+?

OSAI+ is one of the furthest steps in its track. The roadmap shows related certs in other tracks.

Is the PWN PATH study planner free?

Yes. There are no accounts and no sign-up. Your plan and progress are saved in your browser, and you can export a backup file, add the schedule to your calendar or print it.

> Plan your path

Good stepping stones before OSAI+: