
How Trump tariffs may change what you buy and how much you pay on Amazon Prime Day, July 4 and during winter holidays
As early as July 4, many holiday sales promotions may start to look different, as small businesses that supply big box retail stores review product inventories and discount plans based on tariff economics. Business owners and supply chain executives tell CNBC the next 30 days are critical for trade deals that lift tariffs on China for the manufacturing orders to be placed and prepared to ship to replenish shelves.
Lauren Greenwood, co-founder & president of YouCopia, which makes storage containers, had moved its U.S. manufacturing to China over the past 15 years to meet the demand from retail giant Bed Bath and Beyond. She recently posted on LinkedIn about the temporary shuttering of the factory outside Nanjing, China, which manufactures the majority of YouCopia products, and opened in January 2025.
Greenwood stopped shipments on April 9, and produced goods are being held in China. Products like the company's top-selling item, the StoraLid Container Lid Organizer, are at risk for inventory issues if tariffs continue.
"Our manufacturing has been down for three weeks," said Greenwood. "Come August, there will be some items no longer available, and shelves will be bare."
Recent manufacturing data from China shows how quickly factory work is slowing, with activity at a 16-month low.
Greenwood said the company has three months of inventory, already impacted by the 20% tariff that was in place on Chinese-made goods before President Trump added 145% tariffs.
The 20% tariffs increased the duties on one shipping container of goods from $40,000 to between $75,000-$80,00 with the 20% tariff. "Adding that 145%-plus tariff is not an option," she said.
"We are raising prices between 20-25% now and we are trying to spread the tariff pain by asking retailers, Amazon, Target and Walmart to help," Greenwood said. But she added that "even with this shared pain, our cash requirements of paying a 145%-plus tariff are not manageable. We are not turning production back on unless we see a change in tariffs."
For the first time since Trump's tariffs announcement, China indicated this week it was open to trade talks with the U.S., with certain preconditions including the immediate suspension of the trade duties.
"This is a delicate balance. The next 30 days are critical," Greenwood said.
"Retailers have been trying to mitigate the negative impact of the tariffs for months," said Jon Gold, vice president of global supply chain for the National Retail Federation. "Many front-loaded cargo in advance of the tariffs taking effect, but they have not been able to bring in everything all at once. Retailers also slowed or paused holiday orders, especially from China because they cannot afford to pay the massive 145% tariff. This is especially true for Main Street retailers who are concerned about their future."
Retailers tell CNBC that concerns about inventory will influence planning of holiday season promotions and how many discounts they offer given the expectation for leaner inventories. Less overall product, and inventory that disappears more quickly, are likely for U.S. consumers shopping during the July Fourth holiday weekend sales, Amazon Prime Day in July, and Black Friday and Cyber Monday around Thanksgiving.
Amazon issued soft guidance on Thursday, with its CEO Andy Jassy saying on a call with investors that Trump's on-again-off-again tariffs have made it hard to predict what impact they'll have on Amazon's businesses. "It's hard to tell what's going to happen with tariffs right now," he told investors. "It's hard to tell where they're going to settle and when they're going to settle."
Jassy also indicated there is a wide range of decisions that retail partners may choose to make in response to tariffs. The "diversity" of Amazon's third-party seller base means that some merchants aren't "going to pass all or any of those tariffs on to customers," he said.
Melissa Gad, general manager and brand owner of Colugo, a direct-to-consumer and big box store supplier of strollers and baby carriers, said she expects to run promotions on popular items in July, but that means demand will increase and that raises the likelihood of empty shelves.
Gad said she has stopped all new manufacturing orders for Colugo's consumer-friendly priced $225 stroller made in China.
"This month will be critical in terms of deciding if we un-pause production to meet the upcoming delivery dates for retailers," said Gad. "We are launching new products in both the fall and the spring, and with this wait-and-see mode, we may have a six-month gap in placing orders and launching."
Inventory analysis shows Colugo's popular black Compact Stroller would be the first stroller to go out of stock. The company has less than a one-month supply of that stroller, and up to four to five months in other colors.
Gad has been posting on social media updates on inventories, she said not to scare customers, but to educate them on the impact of the tariffs.
"We have other colors with more stock and we have been communicating with our customers to go and buy a stroller now because if you wait, the color you might want may not be there," Gad said. "We are seeing expecting parents buy items earlier now than normal just to ensure they will have the products they want at a price they can afford."
Colugo is already pulling back on promotions. "Consumers normally see sales for July Fourth, Black Friday, and Cyber Monday. As a brand, we have really pulled back on the promotions because I can't discount my product if I can't get orders in all year," Gad said.
For retailers, the holiday season clock starts ticking in June, said Ted Krantz, CEO of interos.ai, a supply chain data provider, and he added, "If you're placing orders then, you're already late."
Ninety percent of trade is maritime, which can have widely varying lead times, often ranging from two to 10 weeks, he said.
According to interos.ai data, 457,000 distinct U.S. importers import common holiday goods (like apparel, toys, candy and chocolates, jewelry and watches), nearly half of which originate from China.
Krantz said since the four weeks following Trump's "Liberation Day" tariffs announcement on April 2, holiday shipments have dropped 53% from their 2024 levels with U.S. maritime shipments of holiday goods down significantly. The recent freight ship activity on routes from China to the U.S. has plummeted, according to recent CNBC reporting.
"Retailers are weighing the cost of early orders against the risk of missed sales or empty shelves, and for many, peace of mind may be worth the premium," said Krantz. "With tariff volatility driving supply chain disruptions and unpredictable delays, retailers who are betting on their typical holiday playbook may come up short," he added.
Because of the combined time to manufacture (between 45-60 days) and the travel time on the ocean to deliver the freight, railroads and trucking companies are notified by U.S. importers in June as to how many containers will be brought in by their clients so they can make sure they have enough trucks, chassis, and rail equipment ready for pickup and delivery of those containers arriving in August and September.
Alan Baer, CEO of OL USA, said while holiday orders have already been placed, they have been put on hold, and even if some orders are placed in June, there is no guarantee the full orders will be placed.
"The combination of tariffs and possible consumer reluctance and the possibility of a reduction in tariff levels is adding to the confusion, and stretching the overall order cycle," said Baer. "Importers want to avoid getting hit with higher than necessary amounts if a reduction is truly possible in the near future."
Baer said the shipping window remains open now, but it may close sooner than expected if blank (canceled) sailings expand. According to data from supply chain intelligence firm Project44, there has been a 300% increase in blank sailings from China to the United States since "Liberation Day."
The International Longshore and Warehouse Union, which works the West Coast ports hit hardest by the pause in China orders, issued a recent statement that said that "reckless, shortsighted policies have begun to devastate American workers, harm critical sectors of the economy, and line the pockets of the ultra-wealthy at the expense of hardworking families."
As the freight business responds to the pause in U.S. orders, the ripple effects widen for the marine shipping business.
"I hear that ships are not being laid up but being redeployed to other trade routes like Asia to Latin America," said Andy Abbott, CEO of Atlantic Container Line. "Even if a deal was made with China, it will take at least 4-6 weeks for the vessels to come back because they are not waiting around China. So our discussions about the difficulty of getting 'Little Johnny's' Christmas toys' on the store shelves in time for Black Friday become very valid."
There is an opportunity for suppliers and retailers to close the China gap by increasing orders from other manufacturing locations, a situation in which companies reliant on Chinese manufacturing may lose but the shelves do not run empty, even if overall inventory is lower while prices run higher based on global tariffs. Paul Brashier, global supply chain vice president for ITS Logistics, is more optimistic about the outlook for retail holiday season stocking based on movements he is seeing in orders outside China.
"While our data projects Chinese imports will see a cliff event as early as next week, our volumes from India, Southeast Asia and the rest of the world seem to be buoying our overall inbound volumes as shippers continue front loading to fulfill consumer demand and gain market share from Chinese suppliers," he said. "I do not see a considerable chance for empty shelves but instead products from areas manufactured outside of China grabbing that shelf space."
Hashtags

Try Our AI Features
Explore what Daily8 AI can do for you:
Comments
No comments yet...
Related Articles


The Hill
12 minutes ago
- The Hill
House Democrat: DC ‘not the safest place in the world'
Rep. Adam Smith (D-Wash.) said Sunday that Washington, D.C., is 'not the safest place in the world' amid President Trump's crackdown on crime in the District and pushback from Democrats over the president's actions. 'Both of my children live in Washington, D.C. You know it's not — it's not the safest place in the world,' Smith told NewsNation's Chris Stirewalt on 'The Hill Sunday.' 'And also some of the policies the Democrats advanced around crime over the course of the last 10 or 15 years very clearly did not work. There was not enough transparency and not enough accountability,' he added. Last week, Trump announced he was taking federal control of D.C.'s police department and deploying the National Guard in the city to combat crime. Since then, he has received heavy pushback on his law enforcement moves from Democrats and District residents. On Monday, Mississippi became the fourth Republican -led state to unveil plans to dispatch National Guard troops to D.C. to boost Trump's crackdown on crime in the District. 'I've approved the deployment of approximately 200 Mississippi National Guard Soldiers to Washington, D.C., to support President Trump's effort to return law and order to our nation's capital,' Mississippi Gov. Tate Reeves (R) said on the social platform X. Smith said last Tuesday it was 'pretty clear' Trump ''wants his own domestic police force.' 'Look, this president is trampling on basic freedoms of the American people to a degree we — I don't think we've ever seen,' Smith said on CNN. 'You see that with what the ICE [Immigration and Customs Enforcement] agents are doing, in terms of picking people up off the streets with no evidence, no due process, locking people up.' 'This is happening all across the country,' the Evergreen State Democrat added. 'Look, it's pretty clear the president wants his own domestic police force, and step by step, he's trying to create it, and we should be deeply alarmed by that, regardless of how you feel about crime in Washington, D.C., or any other city.'


Boston Globe
12 minutes ago
- Boston Globe
Mississippi becomes fourth state to send National Guard troops to D.C. in expanding federal crackdown
Mississippi joins three other states that have pledged to deploy hundreds of National Guard members to the nation's capital to bolster the Republican administration's operation aiming to transform policing in the Democratic-led city through a federal crackdown on crime and homelessness. West Virginia said it was deploying 300 to 400 troops, South Carolina pledged 200 and Ohio said it will send 150 in the coming days, deployments that built on top of President Trump's initial order that 800 National Guard troops deploy as part of the federal intervention. Get Starting Point A guide through the most important stories of the morning, delivered Monday through Friday. Enter Email Sign Up Trump's executive order that launched the federal operation declared a 'crime emergency' in the District of Columbia and initiated a takeover Washington's police department. The administration has ordered local police to cooperate with federal agents on immigration enforcement, orders that would contradict local laws prohibiting such collaboration. Advertisement 'D.C. has been under siege from thugs and killers, but now, D.C. is back under Federal Control where it belongs,' Trump wrote on his social media website a day after issuing his order. 'The White House is in charge. The Military and our Great Police will liberate this City, scrape away the filth, and make it safe, clean, habitable and beautiful once more!' Advertisement During a Monday news conference, D.C. Mayor Muriel Bowser pushed back on Trump's characterization of the city and voiced skepticism about the administration's intentions in flooding the capital with troops and federal agents. 'We don't have any authority over the DC Guard or any other guards, but I think it makes the point that this is not about DC crime,' Bowser said of the administration and states deploying National Guard members onto the streets of the capital. 'The focus should be on violent crime,' Bowser continued. 'Nobody is against focusing on driving down any level of violence. And so if this is really about immigration enforcement the administration should make that plain.' National Guard members in the District of Columbia have been assisting law enforcement with tasks including crowd control and patrolling landmarks such as the National Mall and Union Station. Their role has been limited thus far, and it remains unclear why additional troops would be needed. Federal agents from the Drug Enforcement Administration, Immigration and Customs Enforcement, Federal Bureau of Investigation, Secret Service and other agencies have patrolled high traffic areas around the capital over the last week. ICE officers, who work under the Department of Homeland Security, have made arrests in neighborhoods across the city, dispersed some public gatherings and torn pro-immigrant signs, according to videos published by the administration. The White House has touted various arrests that local police and federal agents have made across the city since Trump's executive order. Federal agents have made 380 arrests in the week since the start of the operation and in some cases issued charges to detained people. The White House has touted the surge of agents on social media and posted pictures of people arrested by local and federal officers. Advertisement 'Washington, DC is getting safer every night thanks to our law enforcement partners,' Attorney General Pam Bondi wrote on social media. 'Just this weekend, 137 arrests were made and 21 illegal firearms were seized. In total, there have been nearly 400 arrests—and we are not slowing down.' Amid the crackdown, the administration has received criticism for the conduct of some federal agents, who in several high-profile incidents have arrested people while wearing masks that hide their identity and declined to identify themselves to media or members of the public when questioned. Bowser said Monday that she had asked D.C. Police Chief Pamela Smith to seek answers from the administration about the use of masked police. 'It's very important to us that agents be identified,' Bowser said. 'There's no reason for a law enforcement official to be masked.' Over the weekend in Washington, protesters pushed back on federal law enforcement and National Guard troops fanning out in the city. Scores of protesters gathered in the city's Dupont Circle on Saturday and marched to the White House. — Associated Press writer Jeff Amy in Atlanta contributed to this report.


NBC News
13 minutes ago
- NBC News
When 'invest like the 1%' fails: How Yieldstreet's real estate bets left customers with massive losses
When Justin Klish stumbled upon an ad for Yieldstreet in February 2022, he said, it was the company's tagline that stuck in his head. 'Invest like the 1%,' the startup said. The ad spoke to his desire to build wealth and diversify away from stocks, which were then in freefall, Klish said. Yieldstreet says it gives retail investors such as Klish access to the types of deals that were previously only the domain of Wall Street firms or the ultrarich. So Klish, a 46-year-old financial services worker living in Miami, logged on to Yieldstreet's platform, where a pair of offerings jumped out to him. He invested $400,000 in two real estate projects: A luxury apartment building in downtown Nashville overseen by former WeWork CEO Adam Neumann 's family office, and a three-building renovation in the Chelsea neighborhood of New York. Each project had targeted annual returns of around 20%. Three years later, Klish said he has little hope of ever seeing his money again. Yieldstreet declared the Nashville project a total loss in May, according to an investor letter, wiping out $300,000 of his funds. The Chelsea deal needs to raise fresh capital to avoid a similar fate, according to another letter. Both letters were reviewed by CNBC. 'There isn't a day that goes by without me saying, 'I can't believe what happened,'' Klish told CNBC. 'I lost $400,000 in Yieldstreet. I consider myself moderately financially savvy, and I got duped by this company. I just worry that it's going to keep happening to others.' Distributed risk Yieldstreet, founded in 2015, is one of the best-known examples of American startups with the stated mission of democratizing access to assets such as real estate, litigation proceeds and private credit. To do so, it gathers funds from thousands of investors such as Klish, who typically put in at least $10,000 each for projects vetted by Yieldstreet managers. The startup's central premise is that the world beyond public stocks and bonds — often called alternative assets or private market investments — provides both smoother sailing and the possibility of higher returns, a win-win proposition. This month, President Donald Trump signed an executive order designed to allow private market investments in U.S. retirement plans. But Yieldstreet customers who participated in its real estate deals in recent years say they've learned the flip side of the private markets: They face huge losses on investments that turned out far riskier than they thought, while their money has been locked up for years with little to show for it besides frustration. The company said in a statement that its real estate equity offerings from 2021 and 2022 were 'significantly impacted' by rising interest rates and market conditions that pressured valuations industrywide. This article is based on dozens of investor letters that were sent to customers by Yieldstreet and reviewed by CNBC. The documents show investors put more than $370 million into 30 real estate projects that have already recognized $78 million in defaults in the past year. Yieldstreet customers who spoke to CNBC say they anticipate deep or total losses on the remainder. The breadth of Yieldstreet's struggles in real estate — its biggest single investment category — hasn't previously been reported. CNBC's analysis covers a wide swath of deals that the company offered between 2021 and 2024, but doesn't include every project, of which there were at least 55, according to Yieldstreet. The troubled projects vary. They include apartment complexes in boomtowns such as Atlanta, Dallas and Nashville, Tennessee; developments in coastal cities including New York, Boston and Portland, Oregon; apartment buildings in the Midwest and single-family rental homes across Florida, Georgia and North Carolina. Of the 30 deals that CNBC reviewed information on, four have been declared total losses by Yieldstreet. Of the rest, 23 are deemed to be on 'watchlist' by the startup as it seeks to recoup value for investors, sometimes by raising more funds from members. Three deals are listed as 'active,' though they have stopped making scheduled payouts, according to the documents. Additionally, Yieldstreet shut down a real estate investment trust made up of six of the above projects last year as its value plunged by nearly half, locking up customer money for at least two years. Yieldstreet's overall returns in real estate have plunged in the past two years; the category went from a 9.4% annual return rate in 2023 to a 2% return rate in the company's most recent update on its website. But only customers participating in a specific fund get information about its performance, and Yieldstreet labels its investor updates 'confidential,' warning customers that the information in them can't be shared without consent from the startup. While not uncommon in the private markets, those limitations make it hard for investors to know if their experience is unique. Klish said he began to worry about his investments in early 2023 when updates became late and began to hint at deteriorating market conditions. Frustrated by those delays and what he described as a lack of candor from Yieldstreet about his sinking investments, Klish turned to forums on Facebook and Reddit for a sense of the bigger picture. There he said he found a few dozen other customers who shared their Yieldstreet experiences. 'When I dug into the other deals, I realized that this is systemic,' said Klish. 'Almost every single deal is in trouble.' In July, Klish filed a complaint, which CNBC has reviewed, with the U.S. Securities and Exchange Commission alleging that Yieldstreet misled its investors. Klish said he has yet to receive a response to his complaint. Missing ships, busted tie-up Yieldstreet calls itself the leading platform offering access to the private markets, a category that has boomed over the past decade as professional investors seek sources of yield beyond stocks and bonds. Founded 10 years ago by Michael Weisz and Milind Mehere, the company has well-known VC backers including Khosla Ventures, Thrive Capital and General Catalyst. Yieldstreet was part of a wave of fintech startups created in the aftermath of the 2008 financial crisis, including Robinhood and Chime, with a populist message. 'Our mission at Yieldstreet is, how do we help create financial independence for millions of people?' Weisz said during a 2020 CNBC interview. 'You do that by helping people generate consistent, passive income.' Weisz, who became CEO of Yieldstreet in 2023, brought experience in litigation finance, where hedge funds lend money to plaintiffs for a slice of the payout if the lawsuit wins. Mehere, a former software engineer who had co-founded online marketing startup Yodle, was the more technical of the pair. Yieldstreet declined to make the co-founders or other executives available for this article. In early 2020, Yieldstreet announced a partnership with BlackRock, the biggest asset manager in the world. The startup said at the time that its new Prism fund would contain a mix of its private market assets with conventional bond funds managed by BlackRock. Here is the 2020 interview with Yieldstreet co-founder Weisz: The move seemed to signal that Yieldstreet was primed for mainstream success. BlackRock had spent 18 months vetting the company before agreeing to the tie-up, Yieldstreet's co-founders told CNBC at the time. The month after its public announcement, though, Yieldstreet had tougher news to share. It was becoming clear that customers in another one of its product lines — loans backed by commercial ships that are torn apart for scrap metal — would suffer losses, the firm told them in March, according to a Wall Street Journal report. Yieldstreet lost track of 13 ships in international waters that backed $89 million in member loans, according to an April 2020 lawsuit filed by the startup against the borrower in that project, which it accused of fraud. In October 2020, a British court sided with Yieldstreet in the lawsuit against the borrower, a Dubai-based ship recycler. The episode scared off BlackRock, which ended the partnership weeks after it was announced, according to a person familiar with the matter who asked to remain unnamed so they could speak freely about private conversations. A Yieldstreet spokeswoman at the time told The Wall Street Journal that the BlackRock launch was initially successful but the fund 'was then faced with the market environment caused by Covid-19.' Three years later, the SEC fined Yieldstreet $1.9 million for selling a $14.5 million marine loan to investors even when it had reason to believe the borrower had stolen proceeds from related deals. Yieldstreet also didn't use 'publicly available' methods to track the ships it was relying on for collateral, the SEC said. 'YieldStreet aims to unlock the complex alternative investments market for retail investors but failed to disclose glaring red flags it had about the security of the collateral backing this offering,' an SEC official said in a 2023 release accompanying the settlement, for which the company neither denied nor admitted to the agency's findings. Still, the company continued to rack up assets on its platform, in part by ramping up activities in real estate. By 2023, real estate funds made up 26% of all investments on the platform, the largest asset category and well ahead of runners-up such as private credit, Yieldstreet said at the time. Late that year, Yieldstreet announced it had acquired Cadre, a startup co-founded by Jared Kushner that focused on broadening access to commercial real estate. The companies declined to disclose terms of the deal, but Yieldstreet said the combined entities' 'investment value' was nearly $10 billion. In May 2025, Yieldstreet replaced Weisz as CEO with Mitch Caplan, a former E-Trade chief who joined the startup's board in 2021. That's the year the venture firm where Caplan serves as president, Tarsadia Investments, took a stake in Yieldstreet. The company declined to say why Weisz was replaced. In July, Yieldstreet announced a $77 million capital raise, led by Tarsadia Investments. 'Difficult news' Yieldstreet continued to make moves in real estate well after a seismic shift that made the industry far harder to navigate had begun. In early 2022, the Federal Reserve kicked off its most aggressive rate-hiking cycle in decades to combat inflation, turning the economics of many projects from that period upside down. The value of multifamily buildings has dropped 19% since 2022, according to Green Street's commercial property index. Projects that Yieldstreet put its customers into struggled to hit revenue targets amid price competition or had problems filling vacancies or raising rents, and thus began to fall behind on loan payments, according to investor letters. Combined with the use of leverage, or borrowing money that amplifies both risks and returns, Yieldstreet investors suffered complete losses on projects in Nashville, Atlanta and New York's Upper West Side neighborhood, the letters show. 'After exhausting all options to preserve value, YieldStreet determined there was no reasonable path to recovery,' the firm told customers who invested $15 million in the Upper West Side deal. 'We sold our position for $1.' It's unclear if Yieldstreet, which makes money by charging annual management fees of around 2% on invested funds, itself suffered financial losses on the defaults. In at least a half dozen cases, Yieldstreet went to its user base again in 2023 and 2024 to raise rescue funds for troubled deals, telling members that the loans combined the protections of debt with the upside of equity. But if the project was doomed, a bailout loan was, at least in one case, effectively throwing good money after bad. A $3.1 million member loan to help rescue the Nashville project, located at 2010 West End Avenue, was wiped out in just months. 'We are reaching out to share difficult news,' Yieldstreet told investors of the Nashville project and its member loan in May. 'Following multiple restructuring attempts, the property has been sold to Tishman Speyer ... resulting in a complete loss of capital for investors.' In a statement provided in response to CNBC's reporting for this article, Yieldstreet said it has offered 149 real estate deals since inception and has delivered positive returns on 94% of matured investments in the category. That 94% figure likely doesn't include the distressed projects that CNBC has identified, since those funds aren't yet classified as matured while Yieldstreet seeks to salvage projects on its watchlist. The watchlist designation doesn't always result in the loss of investor funds, Yieldstreet said in another statement. 'Of the nearly $5 billion invested across the platform, a set of real estate equity offerings originated during 2021–2022 were significantly impacted by rising interest rates and broader market conditions that pressured multifamily valuations across the industry,' Yieldstreet said through a spokeswoman. Adverse selection On its website, the startup says it offers only about 10% of the opportunities it reviews, signaling its discernment when it comes to risk. But several professional investors pointed to the possibility that, instead of securing only top-quality deals in real estate, Yieldstreet may be getting ones that are picked over by more established players. 'There's no question you've seen deals that institutions have passed on that went to the platforms because retail investors might have less discipline than the institutional ones,' said Greg Friedman, CEO of Peachtree Group, an Atlanta-based commercial real estate investment firm. 'It's a reflection of a lack of discipline in underwriting and market conditions going against them,' Friedman said of Yieldstreet's track record. 'Anything done after 2022, they should have done more carefully knowing that we are in a higher-rate environment.' In late 2022, Yieldstreet even told investors that real estate was a 'safe(er) haven' asset during periods of rising rates and high inflation. By then, the Fed's intent to squash inflation with higher rates was well understood. 'Real estate can be an effective inflation hedge, carries low correlation to traditional markets, and has even benefitted in times of market downturns, generating outsized returns,' the startup said in a blog post at the time. In the post, Yieldstreet gave the example of the Alterra Apartments, a multifamily project in Tucson, Arizona, where it said rent increases and a contractual cap on interest rates protected it from the Fed hikes. But this year, Yieldstreet told investors in the $23 million deal that the Tucson development was in technical default and headed for a full write-off. 'Mind-boggling' Customers interviewed by CNBC accuse the company of downplaying investment risks and say that its disclosures around performance can be sloppy or misleading. Mark Underhill, a 57-year-old software engineer, said he invested $600,000 across 22 Yieldstreet funds and faces $200,000 in losses on projects that are on watchlist and have never made payouts. 'With any investment, there's a risk of loss,' Underhill said. 'But there's no consideration of these type of gut-punch losses. They talked about how their deals were backed by collateral, and they gave you all these reasons that make you feel there's something left if the deal goes south.' Underhill, who was treated with chemotherapy for multiple myeloma last year and travels the American West in a camper van, said his losses are forcing him to work beyond his expected retirement date. 'The thing that is mind-boggling is, how did they fail so badly on so many deals in so many markets?' Underhill said. The offering sheet for the Upper West Side project said sales prices would have to plunge 35% for Yieldstreet members to see any losses, a worse hit than what New York experienced during the 2008 recession, Klish wrote in his July complaint to the SEC. But the project defaulted even though prices in the area didn't fall by that much, Klish wrote. In another example, while participants in the Nashville deals got letters showing a complete loss, or a -100% return, Yieldstreet's public-facing website listed a 0% internal rate of return, or IRR, giving the false impression that investors got all their capital back. After CNBC asked Yieldstreet for comment on the discrepancy, the website was updated to reflect the -100% return. The company also stopped issuing quarterly portfolio snapshots after early 2023, making it harder for prospective investors to see how Yieldstreet's overall investments are performing. So besides marketing materials, customers are mostly left to rely on the company's disclosures about its performance as a gauge of whether to invest with the startup. Yieldstreet says it updates its metrics quarterly, and its website shows a 7.4% internal rate of return through March 2025 across all investments. That period likely excludes the impact of the Nashville defaults, which were disclosed in May 2025. 'Winter is coming' Yieldstreet's real estate woes threaten to wipe out decades of savings for Louis Litz, a 61-year-old electrical engineer from Ambler, Pennsylvania. Seeking income and stability, Litz put $480,000 into Yieldstreet funds, he said. Three of those projects have defaulted, while seven developments are on watchlist, he said. 'At least half of this stuff is going under,' Litz said. 'I'm 61, so there's no way I can really recover.' Under its new CEO, Caplan, Yieldstreet has decided to pivot away from a business model of mostly offering bespoke investments like the ones that cratered for its real estate customers. This month, Yieldstreet said that it officially became a broker-dealer, allowing it to offer funds from outside asset managers including Goldman Sachs and the Carlyle Group. The plan is to become a distribution platform where 70% of funds are from these established Wall Street giants, Caplan said this month. The move is worlds away from the confidence that Yieldstreet co-founder Weisz had in the company's original model. In the 2020 CNBC interview, Weisz said that he often reminded his staff that 'winter is coming' and to prepare for turbulence. Yieldstreet would protect its customers from losses because of the underlying collateral the firm was investing in: real buildings with tenants in sought-after locations all over the country, Weisz said. 'I'm not here to tell you that Milind and Michael are the world's smartest investors and there's never going to be something that goes wrong,' Weisz said, referencing himself and his co-founder. 'We understand that when winter comes, there will be challenges, but we take comfort in knowing that there's underlying collateral.' 'Anybody could put money out,' Weisz said. 'It's about bringing it back home.'