As Yieldstreet tries to distance itself from a rocky past with a new name and ad campaign, its customers are dealing with a present reality that is increasingly dire.
The private markets investing startup, freshly rebranded as Willow Wealth, last week informed customers of new defaults on real estate projects in Houston, Texas, and Nashville, Tennessee, CNBC has learned.
The letters, obtained and verified by CNBC, account for about $41 million in new losses. They come on the heels of $89 million in marine loan wipeouts disclosed in September and $78 million in losses revealed by CNBC in an August report.
In total, Willow Wealth investors have lost at least $208 million, according to CNBC reporting.
Willow Wealth also removed a decade of historical performance data from public view in recent weeks. A chart on the company’s website showing annualized returns of negative 2% for real estate investments from 2015 to 2025 — down from 9.4% gains just two years prior — has been taken down.
“They had to change their name,” said Mark Williams, a professor at Boston University’s Questrom School of Business. “Their old name had negative value to it, so they’re trying to do a 2.0 to restart things. They’re also making it harder to uncover their poor performance by removing the stats, which is alarming.”
The high-stakes rebranding is the latest chapter for a company that sought to empower retail investors, but instead left some of them saddled with deep losses and years of uncertainty.
Under its former name, Willow Wealth — backed by prominent venture firms and buoyed by aggressive online marketing — had been the best known of a wave of American startups that promised to broaden access to the alternative investments that are the domain of institutions and rich families.
But the still-unfolding collapse of its real estate funds demonstrates the risks the private markets hold for retail investors. By their very nature, private investments don’t trade on exchanges and lack standardized disclosures. That leaves investors especially reliant on private fund managers, both for information and to safeguard their interests for years while their money is locked up in deals.
Private markets have gained in prominence this year after President Donald Trump signed an executive order to allow the investments in retirement plans.
While critics say that opaque, illiquid investments with high management fees aren’t appropriate for ordinary investors, asset managers including BlackRock and Apollo Global Management see retail as a vast untapped pool of capital. Retirement giant Empower said in May that it would allow private assets into the 401(k) plans of participating employers with help from firms including Apollo and Goldman Sachs.
New mascot, same pitch
Against this backdrop, Willow Wealth CEO Mitch Caplan, a former E-Trade chief who took the helm in May, said the company was heading toward a new model. Instead of only offering deals sourced by the startup, it would also sell private market funds from Wall Street giants including Goldman and Carlyle Group.
The company no longer provides the historical performance of its offerings because of the pivot to third party-managed funds, according to a person with knowledge of the situation who asked for anonymity to discuss internal strategy.
“Transparency is paramount to us, and we consistently provide strategy-specific performance information for each manager at the offering level to support informed decision making,” said a Willow Wealth spokeswoman.
As for CNBC’s reporting on the new real estate defaults and rising tally of losses, the Willow Wealth spokeswoman called it a “rehash” of news on “investments from five years ago.”
“The investments in question represent a very small portion of our overall portfolio and do not reflect the current nature of our offerings or business focus,” she said.
The firm declined to say how much it manages in assets.
The startup — founded in 2015 by Michael Weisz and Milind Mehere, who remain on Willow Wealth’s board of directors — told customers that private investments would provide both higher returns and lower volatility than traditional assets.
Willow Wealth’s pitch hasn’t changed much, despite the rebrand.
In a new ad campaign, a character called Hampton Dumpty says that he’s “learned a thing or two about crashes” and therefore uses Willow Wealth to diversify his portfolio with private market assets including real estate.
The mascot, a play on the Humpty Dumpty nursery rhyme, tells viewers that “portfolios including private markets have outperformed traditional ones for the past 20 years.”
Compounding fees
On its revamped website, the firm has a chart showing a hypothetical portfolio made of private equity, private credit and real estate outperforming traditional stocks and bonds over the decade through 2025.
But the chart doesn’t include the impact of fees, which are typically far higher for private investments than for stock ETFs and mutual funds. The company also notes in a disclosure that customers can’t actually invest in the private market indices listed.
While most stock ETFs carry fees below 0.2%, Willow Wealth typically charges 10 times more than that, or 2% annually on unreturned funds, for its real estate offerings, according to product documents.
Willow Wealth also charged an array of one-time fees associated with the creation of the funds, including for structuring the deal and arranging the loans.
Fees for Willow Wealth’s new products are even higher. The company charges about 1.4% annually for access to portfolios made up of private funds from Goldman Sachs, Carlyle and the StepStone Group, according to its website.
Those firms also charge their own fees, leading to all-in annual costs ranging from about 3.3% to 6.7% per fund, according to the providers’ documents.
That makes Willow Wealth’s products among the most expensive in the retail investing universe.
‘Difficult news’
For customers still coming to terms with their losses and who remain in limbo on funds that the firm says are on “watchlist” for possible default, Yieldstreet’s transformation into Willow Wealth looks like an effort to evade accountability, the customers told CNBC.
After last week’s disclosures, nine out of the 30 real estate deals reviewed by CNBC since August are now in default. That 30% failure rate is high, even by the standards of the private assets world, said Boston University’s Williams.
Though the realm of private credit is more opaque, making average default rates difficult to pinpoint, some in the industry estimate typical failure rates of between 2% and 8%.
Whether they were apartments in hot downtown areas or established cities, or single family homes scattered across Southern boomtowns, projects that Willow Wealth put its customers into struggled to hit revenue targets and fell behind on loan payments.
Willow Wealth has blamed the failures on the Federal Reserve’s interest rate hiking cycle in 2022, which made repaying floating-rate debt harder.
Among newly-disclosed defaults are a pair of funds tied to a 268-unit luxury apartment building in East Nashville called Stacks on Main.
Investors hoping to earn the advertised 16.4% annual return put a combined $18.2 million into the two funds, according to documents reviewed by CNBC. They later added another $2 million in a member loan meant to stabilize the deal.
Stacks on Main apartment complex in Nashville, Tenn.
Courtesy: Google Maps
“Your equity investment is expected to incur a full loss” after selling Stacks on Main on Nov. 25, Willow Wealth told customers in a letter dated that same day. Investors in the member loan will lose up to 60%, the company said.
“We understand this is difficult news to receive,” Willow Wealth told customers. “We share in your disappointment.”
Documents for the 2022 transactions listed Nazare Capital, the family office of former WeWork CEO Adam Neumann, as the sponsor for the deal. Real estate sponsors typically source, acquire and manage deals on behalf of investors.
In 2022, after his WeWork tenure ended, Neumann founded property startup Flow, which took on some of the real estate deals from his family office.
In public comments to news outlets over the past year, representatives from Flow have sought to distance the company from the travails of then-Yieldstreet.
But according to the 2022 investment memo, Nazare purchased Stacks on Main in July 2021 for $79 million and then offloaded a majority stake to Yieldstreet members through a joint venture.
Crucially, the transaction saddled the joint venture with $62.1 million in debt, a burden which would later prove instrumental in the deal’s failure, CNBC found.
Israeli-American businessman Adam Neumann speaks during The Israeli American Council (IAC) 8th Annual National Summit on January 19, 2023 in Austin, Texas.
Shahar Azran | Getty Images
“This building was majority-owned by YieldStreet and the property was never operated either by Flow or anyone associated with Adam,” a spokeswoman for Neumann told CNBC. “In any event, the building has been sold and Flow no longer has a minority interest nor any involvement in this property.”
Nazare was also listed as sponsor for another Nashville project that went sideways for retail investors, an apartment complex at 2010 West End Ave. That project resulted in $35 million in losses across two funds, wipeouts that were previously reported by CNBC.
Besides the deals tied to Nazare, there were other defaults.
A project called the Houston Multi-Family Equity fund, made up of apartments across suburban Texas, resulted in a loss of all $21 million of customer funds, the startup told investors in a Nov. 25 letter.
“The property was unable to generate sufficient revenue to pay monthly debt service and operating expenses” and went into foreclosure, resulting in a “full loss of the equity,” Willow Wealth said.
A ‘high-risk’ trap
The tally of Willow Wealth’s investor losses is likely to rise further.
For instance, an $11.6 million loan made by Willow Wealth customers for a Portland, Oregon, multifamily project is “currently in default” after an appraisal found that the borrower owed more than the real estate was worth, the company told investors.
Willow Wealth is trying to restructure the borrower’s loan to avoid selling the property for a loss, the company said in a letter to investors.
The company has also warned investors that a Tucson, Arizona, apartment complex and two projects made up of single-family rental homes across Southern states were likely to result in future losses of unspecified amounts, according to separate letters. Investors put more than $63 million combined into those deals.
Williams, the Boston University professor and a former Federal Reserve bank examiner, said he taught a class this fall on how Willow Wealth and other fintech firms failed to protect their customers.
“They claimed they were going to democratize access to the types of deals only the rich had,” Williams said. “In reality, they created a high-risk trap for investors.”
A turbulent week in the U.S. Treasury market prompted the Treasury Department to sharply increase the size of its long-term debt buyback program, as bond prices fell even while equity markets pushed toward record highs. The divergence has drawn attention from fixed-income strategists who see it as a signal of underlying investor unease about federal borrowing levels.
What Happened This Week
U.S. Treasury Secretary Scott Bessent told CNBC on Thursday, August 20, 2026, that the Treasury had doubled the size of its long-term debt buyback operations, moving from roughly $2 billion to at least $4 billion per operation. Bessent indicated the figure could climb further, saying “we’re going to increase the size of the buyback,” and noted the accelerated pace could exceed the announced $4 billion threshold per issue.
Buybacks allow the Treasury to repurchase outstanding government bonds directly from the market, which can help support prices and dampen yield volatility during periods of stress. The expanded program came as stocks staged a late-week recovery: the S&P 500 and Russell 2000 both advanced on Friday, August 21, even as Treasuries logged mild losses, according to Bloomberg market data.
Why Bond and Equity Markets Are Diverging
Capital.com senior market analyst Daniela Hathorn described the week’s dynamic as markets “ending the week on a softer tone after the relative calm of early August was disrupted by renewed pressure in global bond markets, another rise in oil prices, and growing uncertainty around the Federal Reserve’s next move.” She noted that higher long-term borrowing costs are increasingly challenging elevated equity valuations, even as U.S. equities pull back modestly from record highs.
This divergence — equities near record levels while bonds sell off is unusual and reflects two different sets of investor concerns. Equity investors have remained focused on corporate earnings strength, particularly from large technology companies ahead of Nvidia’s closely watched August 26 earnings report. Bond investors, by contrast, are more directly exposed to concerns about the scale of federal borrowing, highlighted this week by the national debt crossing the $40 trillion threshold for the first time.
The Fed and Treasury “Working in Opposite Directions”
Wilmington Trust senior bond portfolio manager Wil Stith told Yahoo Finance that current conditions reflect “the Fed and the Treasury basically working in sort of opposite directions,” adding that the imbalance will likely require the Federal Reserve which he described as having “the larger sandbox” to adjust the federal funds rate rather than relying on Treasury market interventions alone to manage yields.
Notably, the bond market’s reaction to the Treasury’s buyback expansion was relatively muted; strategists described the move as being largely absorbed without a major rally, suggesting the underlying pressure on yields stems from factors, such as inflation persistence and debt sustainability concerns, that a buyback program alone cannot resolve.
What Comes Next
Markets are now looking to two major events in the days ahead: Nvidia’s earnings report on Wednesday, August 26, and the Federal Reserve’s Jackson Hole Economic Symposium, running August 27-29. This will be the first Jackson Hole gathering under new Fed Chair Kevin Warsh, whose public communication style and policy signals remain less established than his predecessors’, according to market commentary from Regards of Wall Street.
For investors, the key metrics to watch are the size and frequency of future Treasury buyback operations, movements in the 10-year Treasury yield, and any policy signals from Warsh’s keynote address. Continued yield volatility alongside record equity valuations would suggest the market imbalance identified this week has not yet been resolved.
The global banking system is undergoing a comprehensive modernization of cross-border payment infrastructure. Driven by real-time settlement networks, open banking APIs, and interoperable messaging standards, financial institutions and multinational corporations are eliminating multi-day delays and reducing transaction costs associated with legacy international wire transfers.
Transition to Real-Time Gross Settlement Networks
Historically, international business-to-business (B2B) payments relied on complex correspondent banking relationships involving intermediary fees and processing delays. In 2026, the widespread adoption of ISO 20022 messaging protocols alongside interconnected Real-Time Gross Settlement (RTGS) systems allows direct, end-to-end processing of cross-border transfers.
Commercial banks are providing corporate clients with continuous, 24/7 payment clearing capabilities. Real-time transaction confirmation and automated FX rate locking allow international businesses to settle cross-border trade obligations within minutes, significantly reducing counterparty risk.
Central Bank Digital Currency (CBDC) Interoperability
Wholesale Central Bank Digital Currency (CBDC) pilot initiatives are reaching operational maturity across several key financial centers. Collaborative multi-CBDC platforms enable participating central banks and commercial institutions to settle foreign exchange and international trade transactions directly on shared distributed ledgers.
These wholesale digital currency networks eliminate traditional clearinghouse delays and minimize foreign exchange slippage. Enterprise treasury departments benefit from enhanced liquidity management, as cross-border cash balances can be deployed and repatriated instantaneously.
Corporate Treasury Transformation
For enterprise treasurers, instant cross-border settlement transforms cash management strategies:
– Working Capital Optimization: Reduced transaction float allows companies to lower precautionary cash reserves and optimize short-term liquidity investments.
– Automated Reconciliation: Enriched data formats embedded in ISO 20022 payment messages streamline automated general ledger posting and invoice matching.
– Reduced Processing Overhead: Account-to-account (A2A) real-time clearing bypasses costly intermediary correspondent banking fees.
Strategic Financial Priorities
1. Upgrade Treasury Systems: Ensure internal core enterprise software supports real-time ISO 20022 payment messaging standards.
2. Leverage Instant Clearing Rails: Utilize direct payment networks to lower cross-border transaction fees and eliminate settlement delays.
3. Evaluate Multi-Currency Liquidity: Modernize liquidity management frameworks to capitalize on 24/7 real-time settlement capabilities.
The global private credit market has solidified its role as a fundamental pillar of enterprise finance, expanding rapidly across middle-market lending, asset-backed finance, and infrastructure financing. As non-bank financial institutions capture a larger share of corporate debt origination, global regulatory bodies are increasing oversight to evaluate market transparency and systemic risk interconnections.
Growth Drivers in Direct Lending
Direct lending platforms have continued to attract substantial institutional allocations from pension funds, sovereign wealth entities, and insurance companies seeking attractive risk-adjusted yields. Private debt funds offer corporate borrowers customized financing structures, faster execution timelines, and confidentiality compared to syndicated loan markets.
In 2026, private credit managers are increasingly financing larger corporate transactions, providing multi-billion-dollar credit facilities for buyout deals and corporate restructurings. The flexibility of private debt contracts—featuring unitranche pricing and tailored covenant packages—has made direct lending the preferred capital source for middle-market enterprise sponsors.
Regulatory Scrutiny and Systemic Risk Assessment
The rapid growth of non-bank intermediation has drawn heightened scrutiny from financial regulators in North America and Europe. Because private debt agreements are negotiated privately without public exchange disclosures, central banks are evaluating potential vulnerabilities related to asset valuation consistency and fund liquidity profiles.
Regulatory agencies are introducing guidelines aimed at improving reporting standards for private investment vehicles managing institutional assets. Key focus areas include monitoring leverage ratios within private credit funds and evaluating indirect credit exposures between commercial banking institutions and private debt funds.
Navigating Elevated Refinancing Costs
With benchmark interest rates remaining elevated, private debt borrowers face higher debt service obligations on floating-rate credit facilities. Financial advisory firms report an increase in proactive liability management strategies, including payment-in-kind (PIK) interest options, equity infusions from sponsors, and covenant modifications.
Private credit managers with deep operational capabilities are actively working alongside portfolio companies to optimize working capital and maintain cash flow coverage ratios during periods of higher borrowing costs.
Key Financial Takeaways
1. Mainstream Asset Class: Private credit has expanded beyond niche alternative asset status into a core corporate finance solution.
2. Enhanced Transparency Standards: Regulatory frameworks are evolving toward greater disclosure requirements for private debt managers.
3. Proactive Risk Management: Lenders and sponsors must prioritize debt sustainability and active portfolio monitoring amid high benchmark rates.