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DoorDash CEO Tony Xu outmaneuvered meal delivery rivals by obsessing over his customer

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Good morning. If Americans treated their post-Thanksgiving Day exhaustion with take-out this weekend, there’s a good chance they ordered from DoorDash. The meal delivery giant now controls 60% of the market in the U.S and is more than twice the size of its closest competitor, Uber Eats.

It wasn’t always that way. 

In a new Fortune feature, tech correspondent Jason Del Rey rode along with DoorDash CEO Tony Xu on a delivery run and got a front-seat look at how Xu built the scrappy upstart into an unexpected powerhouse in the cutthroat meal delivery industry. The startup founded in 2013 by Xu and three fellow Stanford students once had less than $30,000 left in its bank account. Now, thanks to grit, ingenuity, and a heaping serving of luck, it’s on track to generate more than $13 billion this year.  

Here a few lessons other leaders can learn from DoorDash and CEO Xu:

Zig when others zag: Early on, DoorDash distinguished itself in the crowded meal delivery space by enlisting gig workers to pick up—and sometimes even order—food, whereas then-rivals Grubhub and Seamless only partnered with restaurants that had their own delivery drivers.

Obsess over your customer: Xu prides himself on sweating the small stuff to improve service. For instance, DoorDash now highlights desserts on orders because they are the most likely to be forgotten. Its app also advises “Dashers” on where to park and which building entrance to use.

Stay in touch with the front-line experience: Every corporate DoorDash employee in the U.S. must do four delivery shifts a year. On Jason’s ride-along, CEO Xu attempted to deliver four orders in San Francisco. He managed to drop off three and earned $19 for the hour’s worth of work. (DoorDash would top up that amount.) Xu’s hands-on experience stands out in a world in which the ultra-wealthy are living increasingly private lives.  

Strike when there’s blood: When UberEats’ parent was rehabilitating its culture and imposing financial discipline in the late 2010s, DoorDash went on a spending blitz. It poached several UberEats executives and expanded from 1,500 locations to 6,000, including into mid-tier cities and suburban towns that rivals had neglected. 

Be ready when opportunity hits: DoorDash’s investment in the suburbs paid off when the COVID pandemic pushed convenience-obsessed consumers out of cities and turned sit-down restaurants on to delivery. DoorDash’s business more than tripled in 2020.

Jason cautions that DoorDash’s lead isn’t safe. It could “be displaced by a competitor like Uber—or an AI-native company that may not yet even exist.” But for now it’s won the meal delivery wars and is moving into new markets, like grocery delivery, where the battle for dominance may be just as fierce.

You can read the full feature here. —Claire Zillman

Contact CEO Daily via Diane Brady at diane.brady@fortune.com

Top news

Trump to announce Fed chair pick

U.S. President Donald Trump says he’s decided who will succeed Jerome Powell as Fed chair. “We’ll be announcing it,” he said Sunday. White House National Economic Council Director Kevin Hassett is reportedly the frontrunner for the job but declined to address whether he was the top candidate in an interview Sunday. 

Gen Z penny-pinching

Gen Z shoppers, those in their teens to early 20s, plan on spending less this holiday season as economic uncertainty takes hold. A Deloitte survey shows they plan to cut spending 34% this year, steeper than any other cohort. Only Gen Xers, aged 45 to 60, plan to spend more.

Frozen salaries

Major consulting firms like McKinsey and Boston Consulting Group have frozen starting salaries for the third straight year as AI imposes more cautious hiring practices in the industry. AI is making junior employees more productive, putting downward pressure on their pay. 

Smartphone risks for kids

A new study in the journal Pediatrics finds that children who had a smartphone by age 12 were at higher risk of depression, obesity, and inadequate sleep compared to their phoneless peers. The research included 10,500 kids in the U.S., making it the largest long-term look at children’s brain development in the country to date. 

AI job displacement

An MIT study published last week found that nearly 12% of the U.S. workforce could already be replaced by AI systems. The report notably found that AI models can complete tasks in finance and health care, not just in technology or coding. 

Great Wealth Transfer won’t be a ‘big bang’

Northwestern Mutual CEO Tim Gerend told Fortune that the Great Wealth Transfer between Baby Boomers and younger generations won’t be a “big bang” like many expect but instead will come gradually. For young people who are “really anxious” about the economy, per Gerend, waiting for that inheritance only adds to their unease.

The markets

S&P 500 futures are down 0.55% this morning. The last session closed up 0.54%. STOXX Europe 600 was down 0.44% in early trading. The U.K.’s FTSE 100 was up 0.03% in earning trading. Japan’s Nikkei 225 was down 1.89%. China’s CSI 300 was up 1.10%. The South Korea KOSPI was down 0.16%. India’s NIFTY 50 is down 0.10%. Bitcoin was down at $87K.

Around the watercooler

Ford workers told their CEO ‘none of the young people want to work here.’ So Jim Farley took a page out of the founder’s playbook by Sasha Rogelberg

Harvard professor says leaders have a responsibility to be happy at work because it can affect your stock price by Dave Smith

From Martha Stewart to Dockers to Toys “R” Us, brand managers are raking in billions betting on classic American names by Amanda Gerut

McDonald’s promoted its new $8 nugget combo meal, then got blasted online with complaints about affordability, quality and service by Nino Paoli

CEO Daily is compiled and edited by Joey Abrams and Claire Zillman.



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Trump wants more health savings accounts. A catch: they can’t pay insurance premiums

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With the tax-free money in a health savings account, a person can pay for eyeglasses or medical exams, as well as a $1,700 baby bassinet or a $300 online parenting workshop.

Those same dollars can’t be used, though, to pay for most baby formulas, toothbrushes — or insurance premiums.

President Donald Trump and some Republicans are pitching the accounts as an alternative to expiring enhanced federal subsidies that have lowered insurance premium payments for most Americans with Affordable Care Act coverage. But legal limits on how HSAs can and can’t be used are prompting doubts that expanding their use would benefit the predominantly low-income people who rely on ACA plans.

The Republican proposals come on the heels of a White House-led change to extend HSA eligibility to more ACA enrollees. One group that would almost certainly benefit: a slew of companies selling expensive wellness items that can be purchased with tax-free dollars from the accounts.

There is also deep skepticism, even among conservatives who support the proposals, that the federal government can pull off such a major policy shift in just a few weeks. The enhanced ACA subsidies expire at the end of the year, and Republicans are still debating among themselves whether to simply extend them.

“The plans have been designed. The premiums have been set. Many people have already enrolled and made their selections,” Douglas Holtz-Eakin, the president of the American Action Forum, a conservative think tank, warned senators on Nov. 19. “There’s very little that this Congress can do to change the outlook.”

Cassidy’s Plan

With health savings accounts, people who pay high out-of-pocket costs for health insurance are able to set aside money, without paying taxes, for medical expenses.

For decades, Republicans have promoted these accounts as a way for people to save money for major or emergent medical expenses without spending more federal tax dollars on health care.

The latest GOP proposals would build on a change included in Republicans’ One Big Beautiful Bill Act, which makes millions more ACA enrollees eligible for health savings accounts. Starting Jan. 1, those enrolled in Obamacare’s cheapest coverage may open and contribute to HSAs.

Now Republicans are making the case that, in lieu of the pandemic-era enhanced ACA subsidies, patients would be better off being given money to cover some health costs — specifically through deposits to HSAs.

The White House has yet to release a formal proposal, though early reports suggested it could include HSA contributions as well as temporary, more restrictive premium subsidies.

Sen. Bill Cassidy — a Louisiana Republican who chairs the Senate Health, Education, Labor, and Pensions Committee and is facing a potentially tough reelection fight next year — has proposed loading HSAs with federal dollars sent directly to some ACA enrollees.

“The American people want something to pass, so let’s find something to pass,” Cassidy said on Dec. 3, pitching his plan for HSAs again. “Let’s give power to the patient, not profit to the insurance company.”

He has promised a deal can be struck in time for 2026 coverage.

Democrats, whose support Republicans will likely need to pass any health care measure, have widely panned the GOP’s ideas. They are calling instead for an extension of the enhanced subsidies to control premium costs for most of the nearly 24 million Americans enrolled in the ACA marketplace, a larger pool than the 7.3 million people the Trump administration estimates soon will be eligible for HSAs.

HSAs “can be a useful tool for very wealthy people,” said Sen. Ron Wyden of Oregon, the top Democrat on the Senate Finance Committee. “But I don’t see it as a comprehensive health insurance opportunity.”

Who Can Use HSAs?

The IRS sets restrictions on the use of HSAs, which are typically managed by banks or health insurance companies. For starters, on the ACA marketplace, they are available only to those with the highest-deductible health insurance plans — the bronze and catastrophic plans.

There are limits on how much can be deposited into an account each year. In 2026 it will be $4,400 for a single person and $8,750 for a family.

Flexible spending accounts, or FSAs — which are typically offered through employer coverage — work similarly but have lower savings limits and cannot be rolled over from year to year.

The law that established HSAs prohibits the accounts from being used to pay insurance premiums, meaning that without an overhaul, the GOP’s proposals are unlikely to alleviate the problem at hand: skyrocketing premium payments. Obamacare enrollees who receive subsidies are projected to pay 114% more out-of-pocket for their premiums next year on average, absent congressional action.

Even with the promise of the government depositing cash into an HSA, people may still opt to go without coverage next year once they see those premium costs, said Tom Buchmueller, an economics professor at the University of Michigan who worked in the Biden administration.

“For people who stay in the marketplace, they’re going to be paying a lot more money every month,” he said. “It doesn’t help them pay that monthly premium.”

Others, Buchmueller noted, might be pushed into skimpier insurance coverage. Obamacare bronze plans come with the highest out-of-pocket costs.

An HHS Official’s Interest

Health savings accounts can be used to pay for many routine medical supplies and services, such as medical and dental exams, as well as emergency room visits. In recent years, the government has expanded the list of applicable purchases to include over-the-counter products such as Tylenol and tampons.

Purchases for “general health” are not permissible, such as fees for dance or swim lessons. Food, gym memberships, or supplements are not allowed unless prescribed by a doctor for a medical condition or need.

Americans are investing more into these accounts as their insurance deductibles rise, according to Morningstar. The investment research firm found that assets in HSAs grew from $5 billion 20 years ago to $146 billion last year. President George W. Bush signed the law establishing health savings accounts in 2003, with the White House promising at the time that they would “help more American families get the health care they need at a price they can afford.”

Since then, the accounts have become most common for wealthier, white Americans who are healthy and have employer-sponsored health insurance, according to a report released by the nonpartisan Government Accountability Office in September.

Now, even more money is expected to flow into these accounts, because of the One Big Beautiful Bill Act. Companies are taking notice of the growing market for HSA-approved products, with major retailers such as Amazon, Walmart, and Target developing online storefronts dedicated to devices, medications, and supplies eligible to be purchased with money in the accounts.

Startups have popped up in recent years dedicated to helping people get quick approval from medical providers for various — and sometimes expensive — items, memberships, or fitness or health services.

Truemed — a company co-founded in 2022 by Calley Means, a close ally of Health and Human Services Secretary Robert F. Kennedy Jr. — has emerged as one of the biggest players in this niche space.

A $9,000 red cedar ice bath and a $2,000 hemlock sauna, for example, are available for purchase with HSA funds through Truemed. So, too, is the $1,700 bassinet, designed to automatically respond to the cries of a newborn by gently rocking the baby back to sleep.

Truemed’s executives say its most popular products are its smaller-dollar fitness offerings, which include kettlebells, supplements, treadmills, and gym memberships.

“What we’ve seen at Truemed is that, when given the choice, Americans choose to invest their health care dollars in these kinds of proven lifestyle interventions,” Truemed CEO Justin Mares told KFF Health News.

Means joined the Department of Health and Human Services in November after a stint earlier this year at the White House, where he worked when Trump signed the One Big Beautiful Bill Act into law in July. Truemed’s general counsel, Joe Vladeck, said Means left the company in August.

Asked about Means’ potential to benefit from the law’s expansion of HSAs, HHS spokeswoman Emily Hilliard said in a statement that “Calley Means will not personally benefit financially from this proposal as he will be divesting from his company since he has been hired at HHS as a senior advisor supporting food and nutrition policy.”

Truemed is privately held, not publicly traded, and details of how Means will go about divesting have not been disclosed.

KFF Health News is a national newsroom that produces in-depth journalism about health issues and is one of the core operating programs at KFF — the independent source for health policy research, polling, and journalism.



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Netflix lines up $59 billion of debt for Warner Bros. deal

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Netflix Inc. has lined up $59 billion of financing from Wall Street banks to help support its planned acquisition of Warner Bros. Discovery Inc., which would make it one of the largest ever loans of its kind.

Wells Fargo & Co., BNP Paribas SA and HSBC Plc are providing the unsecured bridge loan, according to a statement Friday, a type of financing that is typically replaced with more permanent debt such as corporate bonds.

Under the deal announced Friday, Warner Bros. shareholders will receive $27.75 a share in cash and stock in Netflix. The total equity value of the deal is $72 billion, while the enterprise value of the deal is about $82.7 billion.

Bridge loans are a crucial step for banks in building relationships with companies to win higher-paying mandates down the road. 

A loan of $59 billion would rank among the biggest of its type, Anheuser-Busch InBev SA obtained $75 billion of loans to back its acquisition of SABMiller Plc in 2015, the largest ever bridge financing, according to data compiled by Bloomberg.



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Stocks: Facing a vast wave of incoming liquidity, the S&P 500 prepares to surf to a new record high

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The S&P 500 index ticked up 0.3% yesterday, its eighth straight upward trading session. It is now less than half a percentage point away from its record high, and futures were pointing marginally up again this morning. Nasdaq 100 futures were even more optimistic, up 0.39% before the open in New York. The VIX “fear” index (which measures volatility) has sunk 12.6% this month, indicating that investors seem to have settled in for a calm, quiet, risk-on holiday season.

They have reason to be happy. Washington is preparing a wave of incoming liquidity that is likely to generate fresh demand for equities.

For instance, the CME FedWatch index shows an 87% chance that the U.S. Federal Reserve will deliver an interest rate cut next week, delivering a new round of cheaper money. Further cuts are expected in 2026.

Furthermore, Wall Street largely expects President Trump to announce that Kevin Hassett will replace Fed chairman Jerome Powell in May—and Hassett is widely regarded as a dove who will lean in favor of further rate cuts.

Elsewhere, the Fed has begun a series of “reserve management purchases,” a program in which the central bank will buy short-term T-bills—a move that will add more liquidity to markets generally.

Banks, brokers and trading platforms are also lining up to handle ‘Trump Accounts,’ into which the U.S. government will deposit $1,000 for every child. The trust fund can be invested in low-cost stock index trackers—a new source of investment demand coming online in the back half of 2026.

So it’s no surprise that nine major investment banks polled by the Financial Times expect stocks to rise in 2026; the average of their estimates is by 10%.

The Congressional Budget Office also estimates that the One Big Beautiful Bill Act will add 0.9% to U.S. GDP next year largely because it allows companies to immediately deduct capital expenditures from their taxes—spurring a huge round of corporate spending. 

With all that fresh money on the horizon, it’s clear why markets have shrugged off their worries about AI and Bitcoin. The only shock will be if the S&P fails to hit a new all-time high by the end of the year.

Here’s a snapshot of the markets ahead of the opening bell in New York this morning:

  • S&P 500 futures were up 0.2% this morning. The last session closed up 0.3%. 
  • STOXX Europe 600 was up 0.3% in early trading. 
  • The U.K.’s FTSE 100 was up 0.14% in early trading. 
  • Japan’s Nikkei 225 was up 2.33%. 
  • China’s CSI 300 was up 0.34%. 
  • The South Korea KOSPI was down 0.19%. 
  • India’s NIFTY 50 is up 0.18%. 
  • Bitcoin was flat at $93K.



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