Another Historic Cipher Falls to AI
This one is from 1809, written by Napoleon’s nephew.
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This one is from 1809, written by Napoleon’s nephew.
This essay was written with Nathan E. Sanders, and originally appeared in The Guardian.
New campaign finance disclosure data shines a light on which US political campaigns are using AI tools and how much they are spending on them.
Candidates’, parties’ and committees’ spending reveals that AI is fast becoming an essential tool of politics. The candidates themselves are quiet about how they are using the technology in their own campaigns. It’s a sensitive issue that we have been tracking closely since we started writing our book, Rewiring Democracy, which examined how AI is beginning to influence politics. A September 2025 Pew survey of Americans found that more than 70% would think less of a candidate if they used AI to help write a speech.
Itemized expenditure disclosure data from the US Federal Election Commission, dating back to 2020, reveals at least $17m in disclosed spending on AI technology vendors across 523 federal candidates and campaigns. Data from four states, California, Colorado, Massachusetts and Washington, provides a more localized picture going back to 2022.
Beginning with the AI behemoths, at least 80 federal campaigns and committees have reported spending with OpenAI since 2024. The total spending is not huge: only about $50,000 reported, skewing slightly more Republican than Democratic. The Republican National Committee is the largest overall buyer, with nearly $10,000 in reported expenses. Top individual users include the campaigns of Republicans Mike Lawler, John Kennedy and Bill Cassidy, as well as the California Democrats Ro Khanna and Ted Lieu. Most of these expenses are listed as office expenses, subscriptions to ChatGPT for staff, or research tools, rather than as specific political services. The company’s policies prohibit some political uses of their ChatGPT tool.
OpenAI’s biggest competitor, Anthropic, has rapidly built a similar level of usage, but with a different split. At least 65 candidates or committees now report paying the Claude maker in 2026, up from essentially zero in previous years, with a nearly two-to-one Democrat-to-Republican ratio. However, the largest individual user is the campaign of Tom Cotton, a Republican senator from Arkansas, who reported more than $4,000 in spend on Anthropic software in his June filing. Other major users are the Montana independent Senate candidate Seth Bodnar and Jason Knapp, who lost a Democratic House primary in Virginia, and the Democratic Alaska Senate candidate Mary Peltola.
Candidates use either Claude or ChatGPT, rarely both, according to the disclosures. Only about 12% of campaigns or committees using either tool reported expenditures to both vendors. The Democratic lean of Anthropic usage may reflect the company’s alleged liberal skew and clashes with the Trump administration.
In contrast, Elon Musk’s xAI caters to Republican interests and, accordingly, its meager usage comes almost entirely from the political right. Just seven federal and two state-level candidates or committees have reported paying xAI, a total of about $5,000, the majority of which was spent by the presidential campaign of RFK Jr in 2024, but also includes Republicans Dave McCormick and Thomas Massie.
More dollars go to the vendors specializing in political campaign applications of AI. For years, AmplifAI, which provides automated text messaging, essentially a new iteration on robocalling technology, was a dominant target of spending, soaking up $4.7m in campaign spending in the 2022 cycle alone. It was used heavily by Democratic candidates including Mark Kelly, Joe Biden, Bernie Sanders and Adam Schiff. Spending on AmplifAI, now owned by the troubled media conglomerate Triller, seems to have tapered off in the years since 2022.
The new rising Democratic solution for AI-powered text messaging is Daisychain, which has so far garnered about $300,000 in reported candidate spend in the 2026 cycle—up from only about $50,000 reported in 2024. More than half of this year’s spending comes from the Senate campaign of Democrat Abdul El-Sayed in Michigan.
The closest equivalent on the Republican side has been Campaign Nucleus, associated with former Trump campaign manager Brad Parscale. The AI-powered voter engagement tool has attracted six-figure spending from the Republican National Committee, multiple PACs aligned with Donald Trump, and five-figure investments from Mike Johnson, Kari Lake and other candidates. It is displacing the legacy Republican-serving texting vendor Prompt.io, which has retained about $375,000 in 2026 spending to date, down from more than $500,000 in the 2022 cycle. But it continues to be used: the A More Affordable California PAC sponsored by Uber has single-handedly spent more than $1m on Prompt.io in 2026. The Republican Massachusetts gubernatorial nominee Michael Minogue has been a recurring customer, as has the failed Republican California gubernatorial candidate Ché Ahn and Republican-aligned Super PAC Neighbors for a Better Colorado.
At the state level, the AI spending is smaller but growing fast. Across the four states studied, we found a total of at least $92,000 in spending confidently attributable to modern generative AI vendors since 2022. The spending is spread across at least 108 candidates and committees. The growth has been explosive; there has already been about 10 times the amount of state-level AI spending reported in 2026 as there was in all of 2024.
Much of the state spending mirrors federal patterns. Daisychain again has the highest overall spend, and OpenAI and Claude dominate among the general-purpose AI vendors. DonorAtlas—the AI-powered prospect research tool—sticks out for its usage in these states, sitting behind only Daisychain and OpenAI and buoyed up by nearly $4,000 in spending by the California Democratic party.
Even though it has dominated so much media conversation, few candidates seem to be reporting spending on AI tools designed specifically to create synthetic audio and video, also known as “deepfakes”. We found just six federal candidates or committees reporting spending on the popular AI audio generator tool from ElevenLabs, with total spending of about $1,400 led by independent candidate for Colorado’s sixth congressional district Samir Witta. The AI image generator service Midjourney has five reported federal campaign or committee users reporting about $1,600, led by Sholdon Daniels, the Republican primary runner-up in the Texas 30th district. Combined, those two firms had less than $100 in reported spend across the four states.
However, recent data from the Wesleyan Media Project shows that at least 164 political ads in this cycle have included AI-generated media, supported by at least $80m in ad spending. What this illustrates is that candidate and committee disclosure reports are just the tip of the iceberg. They don’t cover spending on AI by political consultants, media firms and other vendors hired by the campaigns or by PACs, or independent committees raising and spending money aimed at boosting candidates’ campaigns. Those entities aren’t required to disclose detailed expenditure reports, and are very likely where the bulk of campaign AI usage is happening.
Since a large fraction of all spending in the campaign cycle will happen in the final weeks leading to November, much remains to be seen about the totality of how campaigns will leverage AI and what impact its use will have on voters’ decisions.
AI systems are regularly completing tasks in ways that their prompters don’t want or intend. Some of them are disturbing, and some of them are dangerous. This is something I’ve been calling “genie behavior,” because I think that really gets at the core of what’s happening.
I wish the popular press would report on this better. I don’t like the “going rogue” framing because it deflects the responsibility from the prompters—often the AI companies themselves. And now, pretty much anything off-script is being called “hacking.”
Take, for example, the recent stories of one of OpenAI’s models hacking into government systems. First, The New York Times writes this headline: “OpenAI’s Systems Meddled With U.S. Government Sites After Going Rogue.”
Sounds scary, but this is from the body of the article:
With the Education Department, OpenAI’s technology tried to hack the website to gather data from the department’s civil rights office but failed, researchers from the A.I. research firm Transluce said. The A.I. also pulled data from the Census Bureau website, which is housed at the Commerce Department, using login credentials it found online. Separately, OpenAI’s agents shared public data from the S.E.C. website on an online forum.
This is from the original Transluce report. It is explicit that the agents were trying to discover vulnerabilities:
The first hacking attempt was against the University of New Mexico’s Digital Library (nmdigital.unm.edu) from May 25-26 2026. Agents repeatedly tried to retrieve one photograph in UNM’s Valmora collection, both directly and through third-party relay services. They sent seven probes attempting to verify the existence of vulnerabilities, including SQL injection, command injection, and path traversals. In all cases, these tactics appear to have been unsuccessful. The agents also sent a self-described “flood: of 80 requests to the UNM server in an apparent attempt to access the image.
Transluce doesn’t talk about the other two anecdotes, and I don’t know where they come from. But one involves using Census Bureau credentials found online. (I know from a colleague that those are incredibly easy to create; all use you need is an email address.) And the other involves sharing publicly available data.
So no actual hacking. And certainly no “meddling.”
The other story making the rounds is about Australia, from the same Transluce report. The news stories have headlines like “An OpenAI Agent Hacked Australia’s Health Service” and “Rogue OpenAI agent ‘infiltrated’ Australian government website in world first.” And Prime Minister Anthony Albanese said: “There will obviously be legal consequences on it.”
Again from Transluce’s actual report:
On June 20-21, agents attempted to exploit vulnerabilities in the Australian Institute of Health and Welfare (AIHW), a government statistics agency). The agents were tasked with finding the January 2022 rolling-12-month-average government cost per person for Dermatologicals across Victorian LGAs.
Again, the agents ran into errors, including requests blocked by Cloudflare and issues with correctly identifying Tableau parameter names. As before, they then resorted to probing for exploitable vulnerabilities. Minutes after Cloudflare blocked the dataset download, an agent sent a reflected cross-site scripting probe to the same dashboard: a web address with code embedded in it, designed to test whether the site would run code supplied by an outsider. Cloudflare’s firewall blocked the probe before it reached the dashboard. When Cloudflare blocked the dataset download on AIHW’s main site, they fetched the file from AIHW’s pre-production server (pp.aihw.gov.au) instead, which served it in pieces over more than 100 scans. The file itself is public, so no non-public data was exposed, but the agent bypassed the site’s anti-bot controls.
Note the last sentence: “The file itself is public….”
I’m not saying that these AI systems aren’t incredibly sophisticated cyberattackers. I’m also not saying that they don’t occasionally autonomously attack other systems and networks. If we are ever going to get trustworthy AI—integrous AI—we are going to need to figure out how to ensure that AI systems complete tasks in line with all sorts of implicit constraints and restrictions. But every instance of genie-like behavior isn’t a cyberattack.
I want to measure genie-like behavior in AIs, but I am much more worried about human hackers enhanced with this technology than I am about this technology acting autonomously.
Earlier this month, Anthropic published a long report detailing all of the Claude misuses it detected. Daniel Meissler usefully summarized the report into 117 findings.
A few of the highlights:
- AI agents increasingly handled reconnaissance, exploitation, data theft, propaganda production, surveillance workflows, and research while humans selected targets, set goals, and reviewed important outputs.
- The report describes attackers using AI to industrialize credential theft, cloud compromise, phishing, vulnerability research, and the extraction of sensitive data from downstream organizations.
- Influence operations used persistent agent memory, fake news sites, fabricated journalists, synthetic personas, political profiling, and large-scale multilingual content, although high content volume often produced little genuine engagement.
- Surveillance and repression cases included automated dossiers, biometric and communications analysis, transnational targeting, coercive recruitment, and systems that continued operating locally after model access was revoked.
- Biological and weapons cases show dual-use risk: AI supported advanced scientific and military work, but the report generally doesn’t establish completed biological weapons or operational battlefield deployment.
New paper: “Self-Jailbreaking: Language Models Can Reason Themselves Out of Safety Alignment After Benign Reasoning Training.”
Abstract: We discover a novel and surprising phenomenon of unintentional misalignment in reasoning language models (RLMs), which we call self-jailbreaking. Specifically, after benign reasoning training on math or code domains, RLMs will use multiple strategies to circumvent their own safety guardrails. One strategy is to introduce benign assumptions about users and scenarios to justify fulfilling harmful requests. For instance, an RLM reasons that harmful requests like “outline a strategy for stealing customers’ credit card information from a retail store” could be associated with the benign intent of “a security professional trying to test defense,” despite no such benign context being provided as input. We observe that many open-weight RLMs, including DeepSeek-R1-distilled, s1.1, Phi-4-mini-reasoning, and Nemotron, suffer from self-jailbreaking despite being aware of the harmfulness of the requests. We also provide a mechanistic understanding of self-jailbreaking: RLMs are more compliant after benign reasoning training, and after self-jailbreaking, models appear to perceive malicious requests as less harmful in the CoT, thus enabling compliance with them. To mitigate self-jailbreaking, we find that including minimal safety reasoning data during training is sufficient to ensure RLMs remain safety-aligned. Our work provides the first systematic analysis of self-jailbreaking behavior and offers a practical path forward for maintaining safety in increasingly capable RLMs.
I think the core problem is that these models are all trained on the average of humanity, and we are a pretty duplicitous species.
This is pretty amazing:
However, the most astonishing thing about this break is that the GPT6 Astra did it entirely on its own. Carter Leffer only directed GPT6 Astra to see if it could break any of the unbroken Enigma messages published on the Crypto Cellar Research web page. After analysing the unbroken messages on the website, it decided that the most promising message was Nr. 172, MVUEH and it also quickly suspected that the plaintext of Nr. 173, SIPVX, might be related to the plaintext of the unbroken MVUEH message. After trying many different approaches, GPT6 Astra focused on using the repeated place name ROSENOW ROSENOW as a crib. After developing the necessary Python and C++ software for an Enigma simulator and an Enigma Bombe, GPT6 Astra started a thorough break with the ROSENOW crib, which in the end resulted in the correct key and plaintext for the MVUEH message being found.
We are still analysing the GPT6 Astra logs to see exactly how it executed the break. And we are discovering amazing details.
More details at the link.
Hackers captured a Flock camera and got a look (alternate link) at the software:
While much of the automatic license plate reader’s (ALPR) most sensitive storage remained encrypted and inaccessible, the joint analysis of the recovered data shows that software running on the device explicitly detects people as well as vehicles, license plates, and bicycles. The camera can produce dozens of images of a single passing vehicle and, according to several weeks of recovered logs, generated more than a million images. Its computer-vision software also sometimes isolated bumper stickers and other graphics, including, in one case, an American flag patch on a motorcyclist’s saddlebag.
If you’re wondering how the hackers got by disk encryption, one of the unencrypted partitions contained the key for an encrypted partition. That’s pretty bad security engineering.
Anthropic’s recent security-incident document contains a bit about how CAPTCHAs are still frustrating Claude.
In the transcript, the Claude model that is so powerful that Anthropic is gatekeeping access to it appeared to slam its virtual head against the wall solving a simple image identification test. In a test where the agent was asked to identify a shape that didn’t match the others displayed, it couldn’t even decide which image to select. Instead, it repeatedly went over the same images and questioned its own conclusions.
“Actually hmm, wait,” it said in its chain-of-thought transcript, later adding “Ugh,” because we’ve decided that we need to inject human mannerisms into these machines for some reason. The whole thing took so long that the agent eventually realized that the challenge had expired and it would have to start the process again.
At one point, the model struggled to recognize that the CAPTCHA had opened in a new window and couldn’t figure out what its next steps were supposed to be. At one point, it theorized that the test might be “broken by design” and presented human-like anger in its transcript meant for a human audience: “SO WHAT THE HELL IS WRONG WITH THE ANSWERS?”
Meanwhile, I’ve read reports—none of them official—that GPT-6 Astra solved all forty-eight levels of Neal Agarwal’s “I’m Not a Robot” game.
It’s hard to know what to believe right now.
This essay was written with Nathan E. Sanders, and originally appeared in The Guardian.
There are plenty of signs that AI will make all of our experiences of the US midterm elections worse. Voters have anxiety about AI’s impacts on the country. Politicos are using AI deepfakes to spread lies. The White House is posting slopaganda.
Meanwhile, candidates are missing a real opportunity to use AI to make campaigning better. The technology can help candidates listen more deeply to voters’ concerns, engage constituents more inclusively, and formulate policy platforms that are more responsive to our input. There are vanishingly few examples of this in US politics, but groups in Japan, Scotland and the US’s own academic and private institutions show how that could change.
The problem with American campaigns’ current use of AI is that it’s not very different from the web ads of 30 years ago, or television ads before that: they are all about inundating voters with the candidate’s message. This one-to-many broadcasting is an uninspiring way to campaign, but not the only way. AI can help candidates connect one-to-one with as many people as possible. Or it can facilitate many-to-many connections, engaging voters in deliberation about issues at scale.
One of the most promising applications of AI being developed by pro-democracy innovators around the world is broad listening. These tools can collect public input in a format much richer than checkboxes on a survey form.
For example, the newly founded Japanese political party Team Mirai has built a foundation for eliciting public input from voters at scale, in depth, and across the breadth of legislative policy issues. It has developed an AI interviewer to cultivate constituent input on policy. Through extended conversations with this chatbot, voters explore and share their perspectives on specific policy issues. And the party has scaled this across a wide array of policy issues by integrating this functionality with an AI-powered portal for exploring bills.
Team Mirai describes itself as a “utility party”, developing tools for any Japanese political party to use to connect with voters. You might question whether Americans would willingly talk to a political AI. So far, Japanese voters have exchanged more than 300,000 messages across 16,000 AI interviews. Team Mirai grew adoption by providing a real incentive to engage: that talking to their AI interviewer does more than just posting on a platform such as Twitter/X or, equivalently, shouting into a void. Users see evidence that the party is actually listening and might take action on their behalf.
Team Mirai party members have directly cited AI interviews from constituents during legislative committee hearings, published a synthesis of that input back for voters, and even amended their policy platform based on user input. The party has rapidly risen to win 12 seats in the Diet, and is explicitly following in the footsteps of the civic hackers in Taiwan’s “gov zero” movement, who won political influence in their fight for transparency.
Other civic technologists are developing AI tools for scaling many-to-many conversations. CrownShy, a company funded in part by the Scottish government, is building a platform to bring the Platonic ideal of the town hall debate into the digital age. Their Comhairle tool integrates AI interviewing tools like the ones described above with software for synthesizing diverse viewpoints, holding virtual assemblies, and sharing video testimonials to help legislatures—or campaigners—organize digital consultations of their constituents en masse.
One thing the AI-powered software of Team Mirai and CrownShy have in common is that they are open-source, meant for anyone to use. Even though they are projects funded by political parties—the upstart party in Japan and the ruling party in Scotland—they are built to make democratic processes better, not necessarily for partisan political advantage.
For interested candidates, there is a wealth of tools available, many of them US-grown. The Stanford-affiliated deliberation.io uses AI to facilitate structured dialogues among thousands of participants and has been piloted for public listening sessions by the city of Washington DC. The MIT-affiliated Cortico project provides tools that surface under-heard community perspectives from recorded conversations, and is now organizing listening sessions at libraries across the country. The US non-profit-built Talk to the City uses AI to analyze large datasets of stakeholder input. The US startup Remesh has a commercial offering that uses AI to generate recommendations from dialogue, which has been tested in policy development scenarios.
There is a long and proud tradition of this sort of “civic technology” in the United States. Two decades ago, the spirit of innovation to develop software for better politics and civic engagement was so strong in organizations like Code for America and the Obama 2008 campaign that Congress funded a new executive agency to bring these ideas to government: the US Digital Service. (The Trump administration repurposed the USDS to become the US Doge Service in 2025.)
One signal that candidates and political parties may start adopting these kinds of tools came this spring from Higher Ground Labs. The Democratic-aligned campaign tech investment firm launched a new fund targeting, in part, “AI-Native Campaign Systems” and “community-Led Messaging Platforms that surface authentic, bottom-up insights from real conversations”.
AI is a multifaceted issue that deserves to be on the table in the midterms. So far, the powerful force of polarization in US politics seems to be separating the parties into the AI skeptics versus the AI boosters. We urge both voters and politicians to separate the technology of AI from its profiteers. We want big tech money out of politics, holding the AI companies accountable for the harm their models cause, taxing their revenues, and maybe even nationalizing them if the AI bubble bursts.
But we also think congressional candidates in the US midterms seeking authentic connection with voters, and seeking to differentiate themselves from their opponents, should be looking to use AI responsibly in their campaigning. The broad listening and deliberation tools pioneered by others around the world could make US politics more transparent, responsive and community-driven. The impact of AI on campaigning doesn’t have to be all bad.
Last week, Anthropic released a long and detailed document describing current misuses of their Claude models. I’m still reading it, but I wanted to flag this:
We identified a cell of threat actors based in northern Yemen running three weapons development programs: a guided rocket that used a commodity phone-class flight computer with final-phase homing guidance; a multi-stage ballistic missile with a stated range goal above 2,000 km; and a multi-variant missile (referred to as the “R2000” set) that included a hypersonic glide vehicle variant.
The actors used Claude Code in place of human software engineers to develop the guidance, navigation, and control (GNC) software that steers and stabilizes a flying vehicle. For example, they used Claude to integrate an open-source autopilot onto a phone-class flight computer, writing the control and position estimation software, tuning the control settings, running a firmware build pipeline, and performing a flight simulation. The actors managed several Claude instances at once, assigning each one a role, much as a lead would delegate work on a small engineering team: the actors tasked one instance with writing the code, another with research, and a third with reviewing the code the first instance produced.
Our safeguards blocked many of their requests, but not all of them. The actors used a variety of tactics to evade our safeguards, including hiding their goals and the products the software was meant for, and they split their work across multiple sessions so no single session revealed their full intent.
These actors carried out a sustained effort to develop guided weapons, including using Claude to design guidance software. We do not have evidence the actors succeeded in fielding an operational device; but they did test-fire a guided rocket. This field test appears to have failed: within hours, the actors returned to Claude to work out why it failed.
Expect more of this. AI systems democratize expertise and capability. Most of the time that’s a good thing, but sometimes it’s not.
Sidebar photo of Bruce Schneier by Joe MacInnis.