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Amazon and Apple are struggling with their AI voice assistants

Two separate pieces on the AI assistants suggest good versions are a ways off.

Rani Molla

As we wrote last year, voice assistants have seemingly gotten worse as Big Tech companies try to transition the technology underlying them to compete in a ChatGPT world. The idea is to supercharge Apple’s Siri and Amazon’s Alexa with AI so they can finally become true assistants, advancing beyond just reliably playing music, setting timers, and telling you the weather.

The problem lies in the switch from natural language processing — a rigid but consistent system that detects what you’re trying to say using preprogrammed intent models — to large language models, which are more expansive and generate probable answers by analyzing vast amounts of text. In the process, something seems to have broken, and these tools are now often worse at the basic tasks they used to handle well.

It turns out, things aren’t really getting better with time. Behold: two recent pieces on the state of Apple and Amazon’s voice assistants:

The New York Times’ Kevin Roose:

“The good news is that the new Alexa+ is, in fact, more fun to talk to than the old one, with more realistic synthetic voices and a more humanlike cadence. (There are eight voices to choose from; I used the default setting, an upbeat female voice.)

And I liked some of Alexa+’s new capabilities, such as booking a table at a restaurant and generating long stories and reading them to my 3-year-old.

The new Alexa is also better at handling multistep requests. ‘Set three kitchen timers for 15, 25 and 45 minutes’ and ‘write a one-day itinerary for a trip to San Diego and send it to my email’ were two prompts that worked for me. And Alexa+ doesn’t require you to say its wake word every time you talk to it, so you can go back and forth or ask it follow-up questions, which is a nice change. The bad news is that despite its new capabilities, Alexa+ is too buggy and unreliable for me to recommend. In my testing, it not only lagged behind ChatGPT’s voice mode and other A.I. voice assistants I’ve tried, but was noticeably worse than the original Alexa at some basic tasks. When I asked Alexa+ to cancel an alarm the other morning — a request I had made to the old Alexa hundreds of times with no issues — it simply ignored me.

When I emailed a research paper to alexa@alexa.com, in order to hear Alexa+ summarize it while I washed the dishes, I got an error message saying the document couldn’t be found.

Alexa+ also hallucinated some facts and made some inexplicable errors. When I asked it to look up Wirecutter’s recommended box grater and add it to my Amazon cart, it responded that ‘according to Wirecutter, the best box grater is the OXO Good Grips Box Grater.’ Wirecutter’s actual box grater pick is the Cuisipro 4-Sided Box Grater. Luckily, I caught the mistake before ordering. When I asked Alexa+ to walk me through installing a new A.I. model on my laptop, it got tripped up and started repeating, ‘Oh, no, my wires got crossed.’”

Bloomberg’s Mark Gurman:

“The plan now is to ship [Apple Intents, a tool that lets you voice operate your iPhone with precision] alongside a broader Siri infrastructure overhaul in the spring and market it heavily. But there’s some concern inside the company, I’m told. Engineers have been struggling to ensure that the system works with a sufficient number of apps and is accurate enough to handle high-stakes scenarios. There are worries about the software failing in categories where precision is nonnegotiable, like in health or banking apps.

For years, users have struggled with Siri not understanding them. It’s annoying but not critical if your phone misunderstands the city you want a weather report from or tries to navigate you to the wrong restaurant. But letting the Siri brain of today control all of your apps would obviously be a lot riskier.

That’s why Apple is waiting on the new Siri and won’t roll it out universally on day one. Testing is underway with select third-party apps, including Uber, AllTrails, Threads, Temu, Amazon, YouTube, Facebook, WhatsApp, and even a few games, in addition to Apple’s own apps. For banking and other sensitive categories, Apple is considering sharply limiting what Siri can do — or excluding those areas altogether.

This isn’t just about making Siri smarter. It’s about giving Apple’s ecosystem a new, voice-first interface. If the company is actually able to bring it to market (and that’s a gigantic if), it could potentially be a hit that many users didn’t see coming.”

So Amazon’s AI voice assistant hasn’t been able to balance its new talents while performing its old ones, and it’s buggy all around. And Apple doesn’t expect its AI assistant to come out until spring 2025, as it works out problems internally.

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Prediction markets have, predictably, been given a boost by the summer of sports

Major platforms like Kalshi and Polymarket have seen huge upticks in users of late, thanks in no small part to what’s felt like a recent sporting smorgasbord, with major competitions across hockey, basketball, and soccer soaking up fans’ time (and spending, clearly) at the outset of summer.

While gaming industry groups may not like it, there’s been a huge change in the methods people are using to put money on the big games, with everyone from fortunate NYC bar owners, to a far less fortunate Spanish supporter, turning to prediction markets to try and turn their sports know-how into cold, hard cash.

According to a new report from Adam Blacker for apptopia, that shift might have been even more seismic than imagined in the wake of the NBA and NHL finals and around the 2026 World Cup kicking off.

While gaming industry groups may not like it, there’s been a huge change in the methods people are using to put money on the big games, with everyone from fortunate NYC bar owners, to a far less fortunate Spanish supporter, turning to prediction markets to try and turn their sports know-how into cold, hard cash.

According to a new report from Adam Blacker for apptopia, that shift might have been even more seismic than imagined in the wake of the NBA and NHL finals and around the 2026 World Cup kicking off.

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Anthropic pulls Fable and Mythos access worldwide after Trump administration bars their use by foreign nationals

Only days after releasing two versions of its next-gen AI model, Anthropic has disabled them for users worldwide.

Anthropic says it received a Friday night order from the Trump administration to suspend access to the models for any foreign national (anywhere in the world) — a group that included some Anthropic employees. In response, the company turned off access to everyone.

Last week, the company released to the public its much-anticipated Claude Fable 5 model (and its restricted version Claude Mythos 5, which is still being tested with trusted partners). Anthropic said in a blog post announcing the action that officials cited national security concerns with the new models, while offering few specific details.

The post said that the government gave the company “verbal evidence of a potential narrow, non-universal jailbreak” of the public Fable 5 model. A jailbreak is a means by which users can evade restrictions built into the code to unlock prohibited functionality. Anthropic downplayed the significance of the attack, and said other major models, such as OpenAI’s GPT-5.5, could also be affected by the technique described.

Fears of these first Mythos-class models being misused are running high, after Anthropic warned the cybersecurity world in May that the advanced cyber capabilities of Mythos have rapidly discovered thousands of vulnerabilities in ubiquitous software, leading to the decision to restrict the full version of the model to a close group of trusted partners for testing.

This morning, Axios reported that Anthropic technical staff have flown to Washington to meet with White House officials to resolve the issue.

The Wall Street Journal is reporting that the Trump administration’s decision to take action against Anthropic was prompted by discussions that Amazon CEO Andy Jassy had with officials, including Treasury Secretary Scott Bessent. According to the report, Amazon researchers said they had been able to evade some of Fable 5’s security restrictions using specific prompts. Amazon is a major investor in Anthropic.

Anthropic is currently suing the US government to fight the Pentagon’s blacklisting of the company on national security grounds.

Last week, the company released to the public its much-anticipated Claude Fable 5 model (and its restricted version Claude Mythos 5, which is still being tested with trusted partners). Anthropic said in a blog post announcing the action that officials cited national security concerns with the new models, while offering few specific details.

The post said that the government gave the company “verbal evidence of a potential narrow, non-universal jailbreak” of the public Fable 5 model. A jailbreak is a means by which users can evade restrictions built into the code to unlock prohibited functionality. Anthropic downplayed the significance of the attack, and said other major models, such as OpenAI’s GPT-5.5, could also be affected by the technique described.

Fears of these first Mythos-class models being misused are running high, after Anthropic warned the cybersecurity world in May that the advanced cyber capabilities of Mythos have rapidly discovered thousands of vulnerabilities in ubiquitous software, leading to the decision to restrict the full version of the model to a close group of trusted partners for testing.

This morning, Axios reported that Anthropic technical staff have flown to Washington to meet with White House officials to resolve the issue.

The Wall Street Journal is reporting that the Trump administration’s decision to take action against Anthropic was prompted by discussions that Amazon CEO Andy Jassy had with officials, including Treasury Secretary Scott Bessent. According to the report, Amazon researchers said they had been able to evade some of Fable 5’s security restrictions using specific prompts. Amazon is a major investor in Anthropic.

Anthropic is currently suing the US government to fight the Pentagon’s blacklisting of the company on national security grounds.

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