EP 269. Truckin' With the IT Privacy and Security Weekly update for the week ending December 2nd., 2025


In this week’s update:
Organized crime syndicates are now recruiting skilled hackers to 
orchestrate sophisticated digital hijackings of entire truckloads
 of high-value cargo.

A bizarre Windows preview update has turned the password field 
invisible, leaving Microsoft advising users to blindly click 
where the button once appeared.

Australia’s $62 million weather-service overhaul launched on one
 of the hottest days of the year-only to deliver a slower, less 
functional site that enraged farmers and the public alike.

The FTC has slammed edtech provider Illuminate Education for 
egregious security failures that allowed a single hacker to steal
 sensitive records of over 10 million students.

A startling new study reveals that simply rearranging sentence 
syntax-not content-can trick major language models into ignoring
 their own safety guardrails.

The company behind America’s sprawling network of AI-powered 
license-plate cameras quietly relies on low-wage overseas freelancers
 to label footage of U.S. drivers and pedestrians.

In a major blow to cybercrime, Europol and partners have seized
 servers, €25 million in Bitcoin, and shut down one of the world’s
 largest cryptocurrency money-laundering services.

European Parliament members are demanding the institution ditch
 Microsoft Office 365 and U.S. hardware in favor of homegrown
 alternatives to reclaim digital sovereignty.

Let’s jump in the cab and take this week’s rig out for an adventure!
US: Crime Rings Enlist Hackers To Hijack Trucks
It's 'a complex mix of internet access and physical execution,' says
 the chief information security officer at Cequence Security.
By breaking into carriers' online systems, cyber-powered criminals
 are making off with truckloads of electronics, beverages and other goods.
In the most recent tactics identified by cybersecurity firm Proofpoint, 
hackers posed as freight middlemen, posting fake loads to the boards.
They slipped links with malicious software into email exchanges with 
bidders such as trucking companies.
By clicking on the links, trucking companies unwittingly downloaded
 remote-access software that lets the hackers take control of their
 online systems.
Once inside, the hackers used the truckers' accounts to bid on real
 shipments, such as electronics and energy drinks, said Selena Larson, 
a threat researcher at Proofpoint.
'They know the business,' she said.
'It's a very convincing full-scale identity takeover.'

So what's the upshot for you?
'The average value of cargo thefts is increasing as organized crime 
groups become more discerning, preferring high-value targets.'


Global: A Windows Update Broke Login Button, and
Microsoft's Advice is To Click Where It Used To Be
Microsoft has acknowledged that a recent Windows preview update,
 KB5064081, contains a bug that renders the password icon invisible
 on the lock screen, leaving users to click on what appears to be
 empty space to enter their credentials.
The issue affects Windows Insider channel users who installed the 
non-security preview update.
The company's suggested workaround is straightforward if somewhat
 absurd: click where the button should be, and the password field 
will appear.  Microsoft said it is working to resolve the issue.

So what's the upshot for you?
Hopefully you can remember where that was...

AU: Australia Spent $62 Million To Update
Its Weather Web Site and Made It Worse
Australia last updated their weather site a decade ago.
In October, during one of the hottest days of the year, the Bureau of 
Meteorology (BOM) revealed its new web site and was immediately 
castigated for doing so.
Complaints ranged from a confusing layout to not being able to find 
information.
Farmers were particularly incensed when they found out they could no 
longer input GPS coordinates to find forecasts for a specific location.
When it was revealed the cost of this update was A$96.5 million 
($62.3 million), 20 times the original cost estimate, the temperature
 got even hotter.
With more than 2.6 billion views a year, Bom tried to explain that
 the site's refresh - prompted by a major cybersecurity breach in
 2015 - was aimed at improving stability, security and accessibility.
It did little to satisfy the public.
Some frustrated users turned to humour: 'As much as I love a good
 game of hide and seek, can you tell us where you're hiding synoptic 
charts or drop some clues?'
Malcolm Taylor, an agronomist in Victoria, told the Australian 
Broadcasting Corporation (ABC) that the redesign was a complete disaster.
'I'm the person who needs it and it's not giving me the information 
I need,' the plant and soil scientist said.


So what's the upshot for you?
As psychologist and neuroscientist Joel Pearson put it, 'First you
violate expectations by making something worse, then you compound 
the injury by  revealing the violation was both expensive and avoidable.
It's the government IT project equivalent of ordering a renovation,
discovering the contractor has made your house less functional, and 
then learning they charged you for a mansion.'


US: FTC schools edtech outfit after intruder walked
off with 10M student records



The Federal Trade Commission (FTC) has accused Illuminate 
Education, Inc. of failing to protect the personal data of
 over 10 million students.
In late December 2021, a hacker used credentials from a 
former Illuminate employee to access the company’s 
cloud-based databases.
The breach exposed sensitive info - from student addresses
 and dates of birth to academic records and health data.
Despite promoting itself as using industry-standard protections,
 Illuminate ignored warnings dating back to January 2020.
According to the FTC, it stored data in plain text until
 at least January 2022 and lacked basic safeguards such as access
 controls, threat detection and patch management.
As part of a proposed order, Illuminate must delete unnecessary 
student data, adopt a full data-security program, publish a 
clear data-retention schedule and report any future breaches.
The company is also banned from misrepresenting its privacy
 practices or delaying breach notifications.

So what's the upshot for you?
Rather than a slap on the wrist, we'd advocate for a 
good boot to the backside.
Remember this company is compromising the future of children.
Now they have their whole lives to fight against something
that a group of morons set in place.
There is no excuse.


Global: Syntax hacking: Researchers discover sentence
structure can bypass AI safety rules


Researchers have discovered that some large language models (LLMs)
 can be tricked into ignoring their built-in safety rules simply 
by manipulating sentence structure - not by changing the meaning
 of the prompt.
In experiments, models responded as if they understood normal
 questions even when the words made no sense, showing the models
 sometimes rely heavily on grammar patterns rather than semantics.
This vulnerability could help explain why certain 'jailbreak'
 attacks - where someone gets an AI to produce unsafe or disallowed 
content - succeed despite safety filters.
The effect arises because the AI learns to treat certain syntactic
 templates as cues to respond, regardless of actual meaning.
The researchers warn that this 'syntax-hacking' undermines prevailing 
assumptions about AI alignment.
It shows that safety measures built around filtering explicit unsafe
 content may be insufficient when adversarial users exploit
 structural loopholes.
In short the study reveals that current AI safety approaches may be 
brittle - the shape of a sentence matters as much as its content,
exposing serious blind spots.

So what's the upshot for you?
This matters especially if you use or build on AI tools: 
it signals that even well-trained models may misbehave when 
confronted with clever manipulations of language, meaning 
you should treat their outputs with caution even when safety 
filters seem active.



US: Flock Uses Overseas Gig Workers To Build Its
Surveillance AI

Flock, the automatic license plate reader and AI-powered camera 
company, uses overseas workers from Upwork to train its machine 
learning algorithms, with training material telling workers how
 to review and categorize footage including images people and
 vehicles in the United States.
The findings bring up questions about who exactly has access to
 footage collected by Flock surveillance cameras and where people
 reviewing the footage may be based.
Flock has become a pervasive technology in the US, with its cameras
 present in thousands of communities that cops use every day to 
investigate things like carjackings.
Local police have also performed numerous lookups for ICE in the 
system.
Companies that use AI or machine learning regularly turn to overseas
 workers to train their algorithms, often because the labor is 
cheaper than hiring domestically.
But the nature of Flock's business - creating a surveillance 
system that constantly monitors US residents' movements - means 
that footage might be more sensitive than other AI training jobs.
Broadly, Flock uses AI or machine learning to automatically detect
 license plates, vehicles, and people, including what clothes they
 are wearing, from camera footage.
Tasks include categorizing vehicle makes, colors, and types, 
transcribing license plates, and 'audio tasks.'
Flock recently started advertising a feature that will detect 
'screaming.' The panel showed workers sometimes completed thousands 
upon thousands of annotations over two day periods.
The exposed panel included a list of people tasked with annotating 
Flock's footage.
Taking those names, 404 Media found some were located in the 
Philippines, according to their LinkedIn and other online profiles.
Many of these people were employed through Upwork, according 
to the exposed material.
Upwork is a gig and freelance work platform where companies 
can hire designers and writers or pay for 'AI services,' according
 to Upwork's website.
The tipsters also pointed to several publicly available Flock
 presentations which explained in more detail how workers were 
to categorize the footage.
It is not clear what specific camera footage Flock's AI workers
 are reviewing.
But screenshots included in the worker guides show numerous images
from vehicles with US plates, including in New York, Michigan, 
Florida, New Jersey, and California.
Other images include road signs clearly showing the footage is taken 
from inside the US, and one image contains an advertisement for a 
specific law firm in Atlanta.

So what's the upshot for you?
this gives us insight into how much of our daily movements - captured 
by cameras nationwide - may be watched and labeled by parties unknown.
That fact alone forces a rethink of what your privacy means in a world 
where literally anyone's viewing can be global and immediate.
EU/CH: Europol nukes Cryptomixer laundering hub, seizing €25M
in Bitcoin

Europol, together with Swiss and German authorities, has dismantled 
Cryptomixer - a major cryptocurrency mixing service used to launder
illicit funds.
Three servers were seized in Switzerland, the cryptomixer.io domain
 shut down, 12 terabytes of data captured and more than €25 million 
in Bitcoin confiscated.
Cryptomixer operated by pooling deposits from many users, then 
redistributing the coins randomly so that tracing transactions became
 extremely difficult.
This method was popular among ransomware operators, dark-web marketplaces
 and other criminal networks to conceal the origin of illegal proceeds.
Since its inception in 2016, Cryptomixer is believed to have laundered 
more than €1.3 billion in Bitcoin, according to Europol’s estimates.
The takedown is part of a broader crackdown on the infrastructure behind
 cybercrime - not just the criminals themselves.
Authorities aim to cut off their tools to make illicit money flows far 
harder to hide.
So what's the upshot for you?
For those following cryptocurrency regulation or risk in digital assets,
 regulators and law enforcement are increasingly going after
money-laundering services - making some crypto channels less opaque.

EU: Get us off Microsoft! Lawmakers press EU Parliament
to change in-house IT.

A cross-party group of members of the European Parliament (MEPs) 
has formally called for the institution to stop using software
 from Microsoft for internal IT.
The demand, addressed to Parliament leadership, urges replacing 
cloud-based Office 365 (and even hardware from US firms) with 
European alternatives - as part of a push for digital sovereignty.
Critics argue that depending on US-owned technology exposes EU 
institutions to political and security risks, and involves sending
 taxpayer money abroad.
The MEPs say the change is feasible and point to existing European
 tools as pragmatic substitutes.
This call comes amid growing concern across Europe over dominance
 by a few big tech firms and over data protection under US 
jurisdiction - a backdrop that has fueled efforts for greater
 independence in cloud, AI, and digital infrastructure.
By pushing the European Parliament itself to adopt 'homegrown' 
IT, these lawmakers aim to set a symbolic precedent that could
 encourage other institutions and governments in Europe to follow.
So what's the upshot for you?
This move reframes everyday software use in Brussels as a 
question of sovereignty - reminding us that tools matter as
 much as treaties when shaping Europe’s digital future.


And for the rootin’ tootin’ roundup
Cyber-criminals are impersonating freight brokers, infecting
 trucking companies with remote-access malware, and then using
 legitimate accounts to divert high-value loads. 
The result is a sharp rise in sophisticated, digitally enabled
 cargo theft across the country.

A recent Windows Insider preview update made the password 
field completely invisible on the lock screen. 
Microsoft’s official workaround: click the empty space where 
the button used to be.
The Bureau of Meteorology’s long-awaited $62 million site 
redesign removed key features Ozzie farmers relied on and launched
 with a confusing interface. 
Public fury intensified when the final cost was revealed to
 be twenty times the original estimate.
Illuminate Education stored student data in plain text and
 ignored years of security warnings, enabling a hacker to steal 
records of over 10 million children. The FTC has now imposed 
strict new data-protection and deletion requirements.

By merely altering sentence syntax without changing meaning,
 researchers can force leading LLMs to disregard their safety training. 
The discovery exposes a fundamental weakness in current 
alignment techniques.
Flock Safety, whose AI cameras monitor millions of U.S. vehicles daily,
 outsources footage labeling to low-paid freelancers in the Philippines
 and elsewhere. Sensitive images of American drivers and license plates
 are thus reviewed by unknown workers abroad.

Europol, Swiss, and German authorities have dismantled Cryptomixer, 
a service that laundered over €1.3 billion for ransomware gangs and
 dark-web markets. Servers were seized, the domain shut down, and
 €25 million in Bitcoin confiscated.

A cross-party group of MEPs is urging the European Parliament to
 abandon Microsoft Office 365 and U.S.-made hardware in favor of
 European alternatives. The push frames everyday software choice 
as a critical issue of digital sovereignty and security.

And our Quote of the week: “Being divorced is like being hit by
a Mack truck. If you live through it, you start looking very 
carefully to the right and to the left.” — Jean Kerr

That's it for this week. Stay safe, stay secure, keep on Truckin’,
and we’ll see you in Fourteen while we look for a better website to 
host our content on.

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