▲ 46 r/cissp

Passed @ 100 Questions

Passed the CISSP today. Great feeling, honestly.

This community helped me shake off a lot of the nerves while I was preparing, so I want to give back…even if this mostly echoes what’s already been posted here.

Quick background:

I have about nine years in security, across security operations, cloud & application security, and most recently leading security governance out of a CISO’s office. My cert stack is mostly technical: Google Cloud Professional Cloud Security Engineer, Microsoft Cybersecurity Architect Expert and Azure Security Engineer on the cloud side, plus CySA+ and SecurityX (formerly CASP+) from CompTIA. I also picked up CC back when ISC2 was handing it out for free.

So going in, I knew I had the knowledge.

What I didn’t have was the ISC2 test-taking mindset.

Here’s the thing about this exam: You HAVE to read the question thoroughly and use deductive reasoning to find the best answer, not the correct answer. Multiple options will be technically right. Only one is right for the role they’re testing you in.

About 30 questions in, I knew I was going to pass. Not because I’d memorized acronyms, port numbers, or every encryption algorithm, the exam doesn’t care. It’s evaluating how you think as a security leader, not a security technician. You’re the one making the decision, not executing it. Once that clicked, the rest of the exam got a lot easier to navigate.

Resources I used:

FREE
Destination Certification mind maps and videos

Andrew Ramdayal’s 50 CISSP questions

Pete Zerger’s exam cram series

Daily Debian 100 CISSP Questions

PAID
CISSP Practice Exams 2026: 750 CAT Scenario Questions by Manoj Sharma on Udemy (I don’t think I spent more than $15.)

Main reason I invested in the Udemy practice questions wasn’t the content itself, but to gauge the difficulty level of the questions and build stamina to sit through potentially 150 questions in a three hour session. With that being said i don’t think this was essential to me passing, but it did help reinforce my knowledge in preparation to pass.

LAST BUT NOT LEAST.. My good Friend AI (Allen Iverson 🏀)also known as Claude (DM me if you want my artifacts)

Study time: roughly two to three hours a day for about six weeks. I broke it into phases:

1 Baseline. Took 2 practice exams cold to see where I actually stood, not where I assumed I stood.

2 Fill the gaps. study material aimed at the specific domains I was weak in, not a full curriculum start to finish.

3 More practice exams. Volume, both for breaking down questions and for endurance.

4 Mindset prep. The final stretch wasn’t too much content consumption . It was more drilling the “best answer, not correct answer” reasoning until it was automatic.

I won’t go deeper than that because plenty of people here have already covered the details well.

But I’ll say the obvious… this exam, it’s doable, if you prepare.

You just need to know how to take this test.

To this community: thank you. To everyone sitting for it soon: good luck, you’ve got this.

What’s next: the endorsement process.

And maybe CCSP after that.
Maybe.
Ask me again in a month.

reddit.com
u/trilltayo — 7 days ago
▲ 6 r/Jcole

Chicago Show 8/11 - Link up?

Who’s planning to attend the tour stop at the United Center tonight?

Is anyone aware of the opening acts?

reddit.com
u/trilltayo — 10 days ago

FPL - Draft - Head 2 Head League buy in $20

12 teams

Total pot = $240
Winner 🥇- $160
2nd Place 🥈 - $60
3rd place 🥉 - $20 (money back)

DM ME IF INTERESTED

Draft on 8/16 @ 6pm CT

reddit.com
u/trilltayo — 14 days ago
▲ 11 r/cissp+1 crossposts

14 days to test day: my readiness status, my weak spots, and a request

Two weeks to test day. First attempt. Posting for accountability, and because there's feedback you only get from people who've already sat in the chair.

Where I stand

Full-length practice sets are landing above the line and holding there across sessions. Earlier in prep they weren't. The turnaround didn't come from reading more.

Sources: OSG, ISC2 Official Practice Tests, Zerger Exam Cram notes, DestCert mind maps, and a Notion system plus a quiz tool I built to drill my own miss patterns.

What moved the needle

Manager/CEO mindset...sure. I stopped answering as an engineer. Policy before controls. Business justification before technical fix. you get the gist

working out why the other three options are wrong, not just why the right one is right. for the most part lessened most of my BEST/MOST/LEAST errors.

My real concern: pacing

I finish practice sets with a lot of time left. i know this can be somewhat recall but gets me burned on judgment scenarios where two answers are both defensible and the difference is scope or sequence. I have 10+ yr experience, and hold SecurityX(CASP+) and CySA+.

What I'm asking... and what I'm not

Not asking what's on the exam. No questions, no topics, no "what showed up."

What I'd value from recent passers and current CISSP holders:

  1. What surprised you about the CAT experience? pacing, stem length, how it felt deep into the item count?
  2. Anything logistical at the test center that threw you?
  3. What did you over-prepare for, and what did you under-prepare for?
  4. How did you handle the swing when it starts feeling impossible?
  5. If you could redo only your final two weeks, what would you change?

First-timer, so I don't know what I don't know. That's the whole point of the post.

Thanks to anyone who takes the time. I'll post results either way.

reddit.com
u/trilltayo — 21 days ago