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How transportation startups feel about Trump 2.0

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There have been dozens of Tesla Cybertrucks this week in Bentonville, Ark., shuttling startup founders and executives between their private planes and hotels and the row of airplane hangars outside a small, municipal airport where the UP.Summit took place this week.

It’s not every day that so many of the companies I cover actually come to me and the small city I’ve decided to call home. But once a year—when the transportation-focused VC firm UP.Partners hosts this event (this year with Walmart heirs Tom and Steuart Walton as co-hosts)—they do just that. 

I’ve spent the last two days peering into the commercial space station the startup Vast plans to send into orbit next year; doing flight simulations for Joby Aviation’s electric air taxi and Regent’s Seaglider vessel; and sitting across from the son of Robinhood cofounder Baiju Bhatt in a mockup of Blue Origin’s astronaut capsule, which is sending people into space. Tesla’s new Cybercab, and two of its Optimus robots, were here for attendees to gawk at, and Tesla Chief Designer Franz von Holzhausen laughed on stage about the mishap at the initial unveiling of the Cybertruck in 2019, when he threw a steel ball at the window and it broke.

The energy is always high at this annual event—likely in part because of UP.Partners cofounder Cyrus Sigari’s boundless energy and enthusiasm for flying cars and the Jetsons. But there was something else that kept popping up in conversations I had this year: Donald Trump.

If you’ve been paying attention to the transportation and aviation/aerospace industries for any amount of time—flying cars! Mars missions! Autonomous planes!—you know that the enthusiasm around those shiny, cool toys can quickly run dry when you consider the enormous regulatory hurdles that still lie between these companies and many of their products coming to market in the U.S. Here’s an example: Three years ago at this same event, Zipline CEO Keller Rinaudo Cliffton was celebrating his company’s tens of thousands of drone deliveries in Africa. Flash forward to today and I still can’t get anything sent to my house from the company, even though my home is only about a 15-minute drive away from one of their delivery outposts. Executives at transportation companies have long fumbled through questions about certification and product timelines, as there’s so much that is completely out of their control.

But these days, the regulatory piece is actually starting to feel more attainable for many companies that have been playing the waiting game. Adam Woodworth, the CEO of Wing, Alphabet’s drone delivery company, described on stage how his team are in the early stages of scaling up their delivery operations to several cities around the country. I was surprised to hear Walmart innovation executive Greg Cathey be so brazen about Walmart’s plans to bring drone delivery to “most areas that we operate in” due to changes in the regulatory environment. Adam Goldstein, CEO of air taxi startup Archer Aviation, told me about joining the White House’s eVTOL Integration Pilot Program, a group put together after one of Trump’s executive orders pushed the FAA to accelerate the process of getting air taxis into the skies. And Billy Thalheimer, CEO of Regent, a startup building seaglider vessels to shuttle people—and cargo—along the coasts, said that the speed and clarity with which his company has received responses from the Coast Guard has been significant since Trump was elected. 

All this enthusiasm has its limits, of course. Just yesterday, the EV tax credit went away—a notable loss for EV companies like Tesla, Slate Auto, and Scout, which were all present at the Bentonville event. Even for some of the most obvious benefactors of the Trump Administration’s tech agenda, it’s not all milk and roses. Wing CEO Woodworth said he was thrilled to see the new regulation around flying beyond visual line of sight—at first. 

“We were less excited when we started reading it, because there’s a lot of steps back in that rule,” Woodworth said on stage, noting how there had already been a lot of progress made between industry and regulators in the time since the initial rule was drafted.

Politics aside, everyone is excited to talk about what comes next—and the money they still want from investors to make it happen. And I sure got a laugh when, upon arriving on my e-bike— at a transportation conference, no less—there was no place to park my bike, and everyone at the check-in counter seemed bewildered as to what I should do with it.

Until next time,

Jessica Mathews
X:
@jessicakmathews
Email: jessica.mathews@fortune.com

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VENTURE DEALS

Einride, a Stockholm, Sweden-based provider of digital, electric, and autonomous solutions for road freight, raised $100 million in funding from EQT Ventures and others.

Phaidra, a Seattle, Wash.-based developer of AI agents for AI factories, raised $50 million in Series B funding. Collaborative Fund led the round and was joined by Helena, Index Ventures, NVIDIA,

Vibe.co, a New York City-based ad platform designed to bring hyper-targeting to connected TV, raised $50 million in Series B funding. Hedosophia led the round and was joined by Elaia, Singular, and others. 

Baselane, a New York City-based banking and financial platform designed for real estate investors, raised $34.4 million across Series A and B rounds. Thomvest Ventures led the $20 million Series B round and Matrix Partners led the $14.4 million Series A round.

Kanastra, a São Paulo, Brazil-based fintech company for private credit funds and securitizations, raised $30 million in Series B funding. F-Prime led the round and was joined by the International Finance Corporation and others.

Moonlake AI, a San Francisco-based AI research lab, raised $28 million in seed funding from AIX Ventures, Threshold, NVIDIA Ventures, and others.

Predicta Biosciences, a Cambridge, Mass.-based precision oncology company, raised $23.4 million in Series A funding. Engine Ventures led the round and was joined by Illumina Ventures, Lightchain Capital, Mass General Brigham Ventures, and others. 

Remitee, a Buenos Aires, Argentina-based remittance infrastructure provider, raised $20 million in funding. Krealo led the round and was joined by Copec Wind Ventures, Soma Capital, Redwood Ventures, Latitud, and Algorand.

Filament, a New York City-based invite-only connection platform for professionals, raised $10.7 million in seed funding from EQT Ventures, Flybridge Capital, Oceans Ventures, and others.

DJUST, a Paris, France-based business-to-business operations platform, raised €7 million ($8.2 million) in a Series A extension. NEA led the round and was joined by Elaia and Speedinvest.

Mesta, a San Francisco-based global fiat and stablecoin payment network, raised $5.5 million in seed funding. Village Global led the round and was joined by Circle Ventures, Paxos, Canonical Crypto, WTI,  and existing investors Garuda Ventures, Everywhere Ventures, and Inventum Ventures.  

PRIVATE EQUITY

Arlington Capital Partners acquired a majority stake in Concord Biomedical Sciences and Emerging Technologies, a Boston, Mass.-based provider of translational research and product development services for the medical device, pharmaceutical, diagnostic, and biomedical research industries. Financial terms were not disclosed.

Future Standard agreed to acquire the Digital Infrastructure platform of Post Road Group, a Stamford, Conn.-based alternative investment advisory platform. Financial terms were not disclosed. 

Magirus, a portfolio company of Mutares, agreed to acquire Achleitner Fahrzeugbau GmbH, a Radfeld, Austria-based designer and developer of customized vehicles for offroad, police, military, and paramilitary application. Financial terms were not disclosed.

VisuSewer, a portfolio company of Fort Point Capital, acquired MOR Construction Services, a Glen Mills, Penn.-based provider of utility and commercial wastewater infrastructure services. Financial terms were not disclosed.



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Nearly three-quarters of Trump voters think the cost of living is bad or the worst ever

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President Donald Trump and his administration insist that costs are coming down, but voters are skeptical, including those who put him back in the White House.

Despite Republicans getting hammered on affordability in off-year elections last month, Trump continues to downplay the issue, contrasting with his message while campaigning last year.

“The word affordability is a con job by the Democrats,” Trump said during a Cabinet meeting on Tuesday. “The word affordability is a Democrat scam.”

But a new Politico poll found that 37% of Americans who voted for him in 2024 believe the cost of living is the worst they can ever remember, and 34% say it’s bad but can think of other times when it was worse.

The White House has said Trump inherited an inflationary economy from President Joe Biden and point to certain essentials that have come down since Trump began his second term, such as gasoline prices.

The poll shows that 57% of Trump voters say Biden still bears full or almost full responsibility for today’s economy. But 25% blame Trump completely or almost completely.

That’s as the annual rate of consumer inflation has steadily picked up since Trump launched his global trade war in April, and grocery prices have gained 1.4% between January and September.

Meanwhile, Vice President JD Vance pleaded for “patience” on the economy last month as Americans want to see prices decline, not just grow at a slower pace.

Even a marginal erosion in Trump’s electoral coalition could tip the scales in next year’s midterm elections, when the president will not be on the ballot to draw supporters.

A soft spot could be Republicans who don’t identify as “MAGA.” Among those particular voters, 29% said Trump has had a chance to change things in the economy but hasn’t taken it versus 11% of MAGA voters who said that.

Across all voters, 45% named groceries as the most challenging things to afford, followed by housing (38%) and health care (34%), according to the Politico poll.

The poll comes as wealthier households are having trouble affording basics, while discount retailers like Walmart and even Dollar Tree are seeing more higher-income customers.

And in a viral Substack post last month, Michael Green, chief strategist and portfolio manager for Simplify Asset Management, argued that the real poverty line should be around $140,000.

“If the crisis threshold—the floor below which families cannot function—is honestly updated to current spending patterns, it lands at $140,000,” he wrote. “What does that tell you about the $31,200 line we still use? It tells you we are measuring starvation.”



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Apple is experiencing its biggest leadership shakeup since Steve Jobs died, with over half a dozen key executives headed for the exits

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Apple is currently undergoing the most extensive executive overhaul in recent history, with a wave of senior leadership departures that marks the company’s most significant management realignment since its visionary co-founder and CEO Steve Jobs died in 2011. The leadership exodus spans critical divisions from artificial intelligence to design, legal affairs, environmental policy, and operations, which will have major repercussions for Apple’s direction for the foreseeable future.

On Thursday, Apple announced Lisa Jackson, its VP of environment, policy, and social initiatives, as well as Kate Adams, the company’s general counsel, will both retire in 2026. Adams has been Apple’s chief legal officer since 2017, and Jackson joined Apple in 2013. Adams will step down late next year, while Jackson will leave next month.

Jackson and Adams join a growing list of top executives who have either left or announced their exits this year. AI chief John Giannandrea announced his retirement earlier this month, and its design lead Alan Dye, who took charge of Apple’s all-important user interface design after Jony Ive left the company in 2019, was just poached by Mark Zuckerberg’s Meta this week.​

The scope of the turnover is unprecedented in the Tim Cook era. In July, Jeff Williams, Apple’s COO who was long thought to succeed Cook as CEO, decided to retire after 27 years with the company. One month later, Apple’s CFO Luca Maestri also decided to step back from his role. And the design division, which just lost Dye, also lost Billy Sorrentino, a senior design director, who left for Meta with Dye. Things have been particularly turbulent for Apple’s AI team, though: Ruoming Pang, who headed its AI Foundation Models Team, left for Meta in July and took about 100 engineers with him. Ke Yang, who led AI-driven web search for Siri, and Jian Zhang, Apple’s AI robotics lead, also both left for Meta.

Succession talks heat up

While all of these departures are a big deal for Apple, the timing may not be a coincidence. Both Bloomberg and the Financial Times have reported on Apple ramping up its succession plan efforts in preparation for Cook, who has led the company since 2011, to retire in 2026. Cook turned 65 in November and has grown Apple’s market cap from about $350 billion to a whopping $4 trillion under his tenure. Bloomberg reports John Ternus has emerged as the leading internal candidate to replace him.​

Apple choosing Ternus would be a pretty major departure from what’s worked for Apple during the past decade, which has been letting someone with an operational background and a strong grasp of the global supply chain lead the company. Ternus, meanwhile, is focused on hardware development, specifically for the iPhone, iPad, Mac, and Apple Watch. But it’s that technical expertise that’s made him an attractive candidate, especially as much of the recent criticism about Apple has revolved around the company entering new product categories (Vision Pro, but also the ill-fated Apple Car), as well as its struggling AI efforts.​

Now, of course, with so many executives leaving Apple, succession plans extend beyond the CEO role. Apple this week announced it’s bringing in Jennifer Newstead, who currently works as Meta’s chief legal officer, to replace Adams as the company’s general counsel starting March 1, 2026. Newstead is expected to handle both legal and government affairs, which is essentially a consolidation of responsibilities among Apple’s leadership team, merging Adams’ and Jacksons’ roles into one.​

Alan Dye, meanwhile, will be replaced by Stephen Lemay, a move that’s reportedly being celebrated within Apple and its design team in particular. John Gruber, who’s reported on Apple for decades and has deep ties within the company, wrote a pretty scathing critique about Dye, but in that same breath said employees are borderline “giddy” about Lemay—who has worked on every major Apple interface design since 1999, including the very first iPhone—taking over.

Meanwhile, on the AI team, John Giannandrea will be replaced by Amar Subramanya, who led AI strategy and development efforts at Google for about 16 years before a brief stint at Microsoft.

Hitting the reset button

All of the above departures cover critical functions for Apple: AI competitiveness, design innovation, regulatory navigation, and operational efficiency. Each replacement brings specialized expertise that aligns with the challenges Cook’s successor will inherit.

The real test will be execution across multiple fronts simultaneously. Can Subramanya accelerate Apple’s AI development to match competitive threats? Will Lemay’s design leadership maintain Apple’s interface advantages as AI reshapes user interaction? Can Newstead navigate regulatory challenges while preserving Apple’s privacy-first approach?

What’s certain is the company will look fundamentally different in 2026—and the executive team that grew Apple into a $4 trillion behemoth is departing. The transformation could be as profound as any since Jobs handed the reins to his COO at the time, Tim Cook, 14 years ago.



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Elon Musk says Tesla owners will soon be able to text while driving

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Elon Musk has given the thumbs up to some Tesla drivers texting behind the wheel.

The EV maker recently introduced a 30-day free trial of its Full Self-Driving (Supervised) (FSD) features on its North American cars, which has traffic-aware cruise control, autosteer, and autopark. To the Tesla CEO, the automated features in place are enough to condone texting while driving. According to safety experts, Musk’s suggestion is actually plain illegal.

In response to an X user’s question on Thursday about being able to text and drive while a Tesla is operating FSD v14.2.1, its latest full self-driving capabilities, Musk responded: “Depending on context of surrounding traffic, yes.”

Musk’s response mirrors his comments at Tesla’s annual shareholder meeting last month, where he said the company would soon feel comfortable with a multitasking driver.

“We’re actually getting to the point where we almost feel comfortable allowing people to text and drive, which is kind of the killer [application] because that’s really what people want to do,” Musk said. “Actually right now, the car is a little strict about keeping eyes on the road, but I’m confident that in the next month or two—we’re going to look closely at the safety statistics—but we will allow you to text and drive essentially.”

With a $1 trillion pay package on the line, Musk has worked to jumpstart Tesla after continued lagging sales. His lofty automation goals tied to the compensation plan include delivering 20 million vehicles and having 10 million active FSD subscriptions, as well as 1 million robotaxis on the commercially operational.

FSD roadbumps 

Tesla’s FSD rollout, much like its other automated technologies, has hit snags. In October, the U.S. Department of Transportation-run National Highway Traffic Safety Administration (NHTSA) opened an investigation into the EV maker, alleging its FSD software violated traffic laws and led to six crashes, four of which resulted in injuries. It cited data from 18 complaints from Tesla users claiming the FSD-equipped cars ran red lights or swerved into other lanes, including into oncoming traffic.

There is another complication for Musk’s vision of a Tesla owner typing away behind the wheel: Texting and driving is illegal in nearly the entire country, barring Montana, according to the U.S. Bureau of Transportation Statistics. According to the NHTSA, distracted driving resulted in 3,275 deaths in 2023.

Even Tesla has warned owners against texting while driving, even with some automated features in place: Tesla’s Model Y Owner’s Manual asks drivers not to use their phones while driving with Autopilot software enabled. (Autopilot refers to Tesla’s basic driver assistance features requiring hands on the steering wheel, while FSD is a paid subscription package with enhanced automated features and does not require a driver to have hands on the steering wheel.)

“Do not use handheld devices while using Autopilot features,” the manual said. “If the cabin camera detects a handheld device while Autopilot is engaged, the touchscreen displays a message reminding you to pay attention.”

Tesla did not respond to Fortune’s request for comment.

What experts are saying

Alexandra Mueller, senior research scientist for Insurance Institute for Highway Safety, told Fortune condoning texting while behind the wheel completely undermines the purpose of Tesla’s current automated features Tesla, which are a level 2 on the five-point automation scale, meaning the models require the driver to still be fully in control of the vehicle.

“Having partial automation support doesn’t mean that you suddenly can kick back and text and not worry about driving,” Mueller said, “because that’s just not how these systems are designed to be used—and that’s also not the responsibility that the driver has when using these systems, and that’s by design.”

She said automated systems like Tesla’s are not designed to replace the driver and work because they are “human-in-the-loop” and were designed to support the driver’s discretion behind the wheel. Beeps and notifications from the vehicle if a driver changes lanes without signalling can help shape good behaviors, Mueller noted. Encouraging multitasking behind the wheel turns these features into convenience factors, rather than the safety precautions they were intended to be.

“Suddenly all your safety assessments on the technology don’t apply anymore, because you’ve changed the very nature of how the technology is supporting human-in-the-loop behavior,” Mueller concluded.



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