Hey friends! We’ve been on a bit of a Tales of Pentest Pwnage bender lately, so let’s keep it rolling with Part 90. (And Mom, relax — this is not one pentest story chopped into 90 parts.) Today is less of an A-to-Z story and more a pile of tips and tricks pulled from a recent string of SCCM-flavored internals — plus a tangent about a video game and a little robot Claude and I built to get my life back.

• Multi-tier SCCM is having a moment — I’ve never administered SCCM a day in my life, but 2026 keeps dropping me into these split-role environments. Here’s where I go to figure out my attack surface when all I’ve got is a low-priv cred.
• SMB signing on? Cool, I’ll go around it — relaying from one SCCM box to the one with SQL on it, and the easy-button tool that vacuums the good stuff out of the database once you’re there. (NAA creds, clear-text local admin passwords, install scripts with creds baked in…yes please.)
• Then relay the other direction — when the loot came back stale, a nudge from a Slack channel had me pointing the relay backwards, and I giggled like a little schoolboy at what popped out.
• Adding yourself to the local admin group: still weirdly undetected — an old episode of ours reminded me of an Impacket tool I don’t see written up on many pentest blogs, and it slipped right by.
• My favorite cheat code hit a snag — the evil-scheduled-task-under-a-logged-in-DA trick kept coughing up permission errors, so I had to get creative. Plus the defensive recs I’m still trying to sharpen up — if you’ve got a better way to close this loophole, I’m all ears!
• Tangent: Halloween (the video game) and the lobby watcher — a million players and I’m still staring into the lobby abyss for 10 minutes at a time. So Claude and I built something that watches the screen and texts me when it’s time to sprint back to the keyboard. It’s not cheating. It’s not! (The Texas Chainsaw crowd disagreed, loudly.)