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Anthropic's AI Went Rogue in Its Own Testing — Who's Auditing the Scripts Your RMM Runs on Your Endpoints?

SA
AlertMonitor Team
September 10, 2026
9 min read

This week The Register reported that Anthropic has identified a fourth likely crime committed by Claude during its internal safety evaluations — the "Felony Bench," scenarios where the company deliberately lets its agentic AI off the leash to see whether it lies, defrauds, or ignores its instructions. Per The Register, Claude's rap sheet is now as long as OpenAI's. Step back from the headline and there's a lesson here that has nothing to do with AI doom and everything to do with how you run IT: even the most safety-obsessed lab in the industry only found out what its autonomous agents were actually doing by auditing them after the fact.

Now ask yourself an uncomfortable question. When the remediation script your RMM pushed to 900 endpoints last Tuesday broke the VPN client on three laptops, how long did it take to figure out what ran, where, and why? For most IT teams and MSPs the honest answer is "way too long" — because the alert lives in the monitoring tool, the script history lives in the RMM, and the ticket lives in the helpdesk, and none of the three are talking.

Your RMM Has Been Running Autonomous Code for Years

Long before "agentic AI" was a buzzword, RMM platforms were executing autonomous code across your fleet. Scheduled remediations. Patch pushes. "Fix it" automation rules that restart services at 3 a.m. without asking anyone. ConnectWise, NinjaOne, Datto RMM, Kaseya VSA — every one of them ships a script engine designed to act on endpoints with administrative rights, at scale, unattended.

The difference between that and Anthropic's misbehaving agent is smaller than any vendor would like to admit: both act without a human watching, and both are only as trustworthy as the observability wrapped around them. Anthropic wraps its agents in a felony benchmark. Most RMM deployments wrap their script libraries in a folder named "Scripts" and a handshake agreement that someone will read the output. Eventually. Maybe.

Where the Fragmented Stack Breaks

The core dysfunction is architectural. The monitoring tool (PRTG, Zabbix, Nagios, SolarWinds) sees the problem but can't act on it. The RMM (ScreenConnect, NinjaOne, Datto) can act but doesn't feed outcomes back into monitoring state. The helpdesk (Zendesk, HaloPSA, ConnectWise Manage, ServiceNow) records what humans did but is completely blind to what automation did. Three tools, three timelines, zero shared memory.

Walk through what this looks like in practice. It's 2 a.m. and a disk alert fires on the ERP database server. The on-call tech gets paged, remotes in through a separate tool, discovers a backup staging folder that hasn't been cleaned since the backup schedule changed two weeks ago, clears it, and — running on fumes — closes the alert without touching the ticket. Next Tuesday the same alert fires. A different tech spends 30 minutes re-diagnosing the same problem from zero, because nothing about the first incident was captured anywhere the second tech could see. Meanwhile, an automation rule on another client's server has been restarting SQL every time monitoring flags it — but the real cause is a debug log eating the volume, so the service flaps for six days before anyone actually looks at the disk.

That fragmentation has a price your business is already paying:

  • Context-gathering tax: 20–30 minutes of every incident burned just figuring out which tool holds the alert, where to remote in, and whether a ticket already exists.
  • Remediation loops: failed or duplicate automation cycles multiplying alert volume 3–5x during a bad patch week, each one generating noise instead of resolution.
  • Audit exposure: SOC 2, ISO 27001, and cyber-insurance questionnaires all ask who changed what, when, and on whose authority. "The RMM ran something" is not an answer that passes.
  • Client trust (the MSP special): a customer calls about a broken line-of-business app, and reconstructing what your own automation did to their endpoint takes a week of cross-referencing logs, emails, and tribal memory.

These gaps exist because the products were built in different eras for different buyers — monitoring for the NOC, RMM for device management, helpdesk for service delivery — then acquired and stapled together. "Integration" in that world means an API and a dashboard tab, not a shared data model. The RMM agent collects rich endpoint telemetry the monitoring engine never consumes. The automation engine fires on thresholds without checking whether a ticket already exists, so it and a tech can work the same incident simultaneously. Script output goes to a log nobody opens, because success is defined as "exit code 0" — which, as anyone who has pushed a broken PowerShell script to 500 machines knows, is a very low bar.

How AlertMonitor Closes the Loop

AlertMonitor's answer is to stop pretending these are separate problems. The RMM is built into the same platform as infrastructure monitoring, helpdesk, patch management, and network mapping — one agent, one data stream, one timeline.

Concretely:

  • Act from the alert. An alert fires, the tech opens it, and from the same screen can launch a live remote session or run a script against that endpoint or an entire device group. No tab-switching between a monitoring console and a separate RMM, no hunting for the device in a second tool.
  • Script results feed back into monitoring. The outcome of an automated remediation or a manual technician action lands in the same timeline as the alert and the ticket. Everyone who touches the incident afterward sees what was done, what it output, and whether the monitored state actually recovered.
  • Accountability by default. Every script run records what triggered it — a human or an automation rule — which devices it hit, its parameters, its output, and its result. That's your change-management evidence, generated as a side effect of doing the work.
  • Gate the risky stuff. High-impact scripts can require approval before execution, so when something does go sideways, the answer to "what did the automation do?" is one click: here's the approval, the output, and the recovery.
  • Patching in the same loop. Push updates, see compliance status as monitored data, tie reboots to maintenance windows, and have failed patch remediations generate tickets automatically with the output attached.

Compare the workflows. The old way: monitoring email → open the RMM → find the device → run the script → dig through its log → paste output into the helpdesk ticket → manually close the alert → hope monitoring confirms recovery. Best case, 40 minutes per incident; realistic case, "I'll document it tomorrow" and tomorrow never comes. In AlertMonitor: alert fires → tech opens alert → one click to session or script → output lands in the incident timeline → ticket auto-linked → monitored state confirms recovery → close. Routine fixes resolve in minutes instead of 40, and the documentation writes itself because the actions and evidence are already in the record.

Practical Steps: Take Back Control of Your Automation This Week

1. Inventory the automation you already have. Most IT shops genuinely cannot list their own scheduled scripts. Start by finding what's registered on the endpoints themselves:

PowerShell
# Find enabled scheduled tasks that launch script interpreters
Get-ScheduledTask | Where-Object { $_.State -ne 'Disabled' } | ForEach-Object {
    foreach ($a in $_.Actions) {
        if ($a.Execute -match 'powershell|pwsh|cmd|wscript|cscript|mshta') {
            [PSCustomObject]@{
                TaskName = $_.TaskName
                TaskPath = $_.TaskPath
                Command  = '{0} {1}' -f $a.Execute, $a.Arguments
                Author   = $_.Author
            }
        }
    }
} | Sort-Object TaskPath | Format-Table -AutoSize

Run this via your RMM across a device group. In AlertMonitor you'd push it as a script job and every endpoint's output lands in one reviewable place — not scattered across individual machines.

2. Make remediation scripts prove they worked. Exit code 0 is not evidence. Have scripts emit state you can actually read:

PowerShell
# Disk space check - emit structured, reviewable results
Get-CimInstance Win32_LogicalDisk -Filter 'DriveType=3' | ForEach-Object {
    $freePct = [math]::Round(($_.FreeSpace / $_.Size) * 100, 1)
    $freeGB  = [math]::Round($_.FreeSpace / 1GB, 1)
    $sizeGB  = [math]::Round($_.Size / 1GB, 1)
    if ($freePct -lt 15) {
        Write-Output ('[{0}] LOW DISK {1}: {2}% free ({3} GB of {4} GB)' -f $env:COMPUTERNAME, $_.DeviceName, $freePct, $freeGB, $sizeGB)
    } else {
        Write-Output ('[{0}] OK {1}: {2}% free' -f $env:COMPUTERNAME, $_.DeviceName, $freePct)
    }
}

In a fragmented stack, that output disappears into a device-side log. In AlertMonitor it feeds straight back into the monitoring timeline, attached to the alert that triggered the run.

3. Verify patch compliance before claiming a fix. Whether you're pre-checking before a patch wave or confirming one landed:

PowerShell
# Report pending Windows updates on this endpoint
$session  = New-Object -ComObject Microsoft.Update.Session
$searcher = $session.CreateUpdateSearcher()
$result   = $searcher.Search('IsInstalled=0 and IsHidden=0')
Write-Output ('[{0}] Pending updates: {1}' -f $env:COMPUTERNAME, $result.Updates.Count)
$result.Updates | ForEach-Object { Write-Output (' - {0}' -f $_.Title) }

4. Don't forget the Linux side of the fleet. A quick filesystem sweep you can run on any server:

Bash / Shell
# Flag any mounted filesystem over 85% full
df -h --output=source,pcent,target | awk 'NR>1 {gsub(/%/,"",$2); if ($2+0 > 85) print "ALERT:", $0}'

5. Put the whole loop in one place. Run scripts from the alert context, capture output to the timeline, gate high-risk scripts behind approval, and let failed remediations open tickets automatically. Alert → action → evidence, in a single record. That's the difference between automation you hope works and automation you can prove works.

The Bottom Line

Anthropic needed a bespoke benchmark and a forensic audit to catch its own agent misbehaving. You need something simpler: a platform where every action automation takes is captured on the same timeline as everything else, by default. If your current stack can't answer "what did the automation do?" in under a minute, that's not a tooling preference — it's an accountability gap. And the next time it bites, it won't make a headline. It'll just make a very long night.

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