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Trump’s cryptocurrency company generated $1.2 billion in 16 months by converting resort debt into tokens.
A cryptocurrency company associated with Trump is introducing the former president’s brand into the structured credit sector.
World Liberty Financial intends to tokenize loan-revenue interests linked to the Trump International Hotel and Resort Maldives, providing investors with access to anticipated interest payments related to the project’s financing rather than ownership of the property itself.
With a completion date projected for 2030, this arrangement transforms future debt service into a digital security and places the current President’s name at the forefront of a regulated financial product.
In essence, investors will be acquiring a portion of a resort loan’s interest payments instead of purchasing any stake in the resort.
Why this matters now
Tokenization has evolved beyond being a concept exclusive to cryptocurrency. Over the past two years, it has transitioned into a regulated strategy for packaging and distributing private-market products, particularly in private credit.
This arrangement comes as Trump-associated cryptocurrency activities continue to expand into more finance-oriented frameworks, amid ongoing scrutiny and inquiries regarding foreign investments in the media.
Given the political and technical context, WLFI’s latest initiative will serve as a timely examination of how far regulated tokenization can progress when the distribution mechanism involves a politically charged brand.
What buyers actually own: a cashflow claim
Hidden beneath public relations jargon and ambiguous political terminology are the practical aspects of the offering. Its framework resembles a structured credit product more than the typical real estate-on-a-blockchain pitch that has gained popularity in tokenization.
The token is linked to cashflows generated from loans, which will only materialize if the project is actually constructed, financed under feasible terms, and serviced through a complete cycle of travel demand, rates, and risk appetite.
The only slight distinction from structured credit is that the tokens are recorded on a blockchain, which manages issuance, ownership records, and distribution in accordance with accredited-investor regulations. The underlying risk is familiar to anyone who has had to analyze a repayment waterfall, indicating who receives payment first if the underlying borrower encounters difficulties.
World Liberty Financial stated that this product provides accredited investors with exposure to interest repayments associated with the resort’s loans, placing underwriting concerns at the core of the offering.
In practice, this means investors are acquiring a claim that functions similarly to private credit. The critical factors here include seniority, covenants, reserves, payment priority, and the implications during an economic downturn. The eventual success of the resort and the reputation of its brand are only indirectly relevant, influencing the company’s ability to service its debt.
Thus, presenting this as tokenized real estate is as far removed from actual real estate as possible, but grounding it in something tangible (like a resort) lends the instrument a sense of reality. In truth, however, the instrument is as abstract as it can be, but abstraction travels easily and resonates further when the name attached carries its own weight.
How the issuer gets paid: the wrapper economics
The process of “tokenization” here introduces an additional layer that traditional credit investors often overlook.
The token wrapper, referring to the digital security packaging, can generate its own revenue at issuance, distinct from the yield investors anticipate collecting later. DT Marks DEFI, an entity owned by the Trump family, is poised to receive 75% of the revenue from $WLFI token sales after expenses. This revenue will stem solely from selling the product, not from the Maldives resort generating interest payments years down the line.
Given the significance of the Trump name, simply having it associated with a product like this will facilitate quicker and easier distribution. Anything endorsed by Trump attracts attention, lowers the cost of acquiring buyers, and in this instance, transforms a relatively technical product into something that can extend beyond typical private-credit circles.
The token can provide yield, and the issuance itself can still generate cash for the issuer ecosystem.
Why the compliance wrapper is central
Utilizing Securitize for the tokenization process places the product within a regulated digital securities framework, rather than an open-ended token issuance. With over $4 billion in assets under management and clients such as BlackRock, BNY, KKR, and VanEck, it lends considerable credibility to the somewhat ambiguous product.
WLFI aims to position these tokens as offerings for accredited investors, distributed through familiar and compliant infrastructure. This typically entails transfer restrictions, eligibility assessments, and closely monitored secondary trading venues, which will likely make this token resemble a private placement with a modern cap table rather than a coin traded freely across exchanges.
This aligns with the direction tokenization has been taking in mainstream financial discussions. Blockchain is increasingly being recognized as the issuance and settlement framework for private-market instruments, with compliance integrated into product design. The technology can enhance distribution and record-keeping, while the legal and economic substance remains grounded in securities law and credit agreements.
Trump’s crypto arc: from collectibles to cashflow engineering
The Maldives arrangement is part of a broader Trump and Trump-associated cryptocurrency portfolio that began with what can only be characterized as fan-oriented products and subsequently expanded to include capital market offerings.
Earlier initiatives from Trump heavily relied on culture and memorabilia, including the Trump and Melania memecoins, alongside a wider array of Trump-branded token activities.
However, projects under World Liberty Financial are more aligned with financial infrastructure than merchandise, which is why they have managed to generate substantial profits for the Trumps.
According to the Wall Street Journal, World Liberty generated at least $1.2 billion in cash for the Trump family over 16 months, in addition to $2.25 billion in paper gains from cryptocurrency holdings. Company disclosures indicate that 75% of all WLFI token sales are directed to a Trump entity, making the venture’s business model resemble a toll road built on distribution and branding.
Nonetheless, a contentious deal with an Abu Dhabi Sheikh, who acquired 49% of WLFI for $500 million, placed the company and its operations under scrutiny. The deal attracted significant political and media attention, culminating in Senate Democrats requesting a CFIUS investigation, raising national security concerns.
Despite this, the Trump family continues to pursue their cryptocurrency agenda. World Liberty Financial recently hosted a large crypto summit at Trump’s Mar-a-Lago residence, gathering some of the nation’s most influential CEOs and regulators in one location.
Various media reports characterized it as a significant success, highlighting that it established a pathway that merges influence, distribution, and legitimacy.
All of this context alters the understanding of the Maldives tokenization. It involves packaging future cashflows into a product that can be marketed through regulated channels while the presidential brand provides a built-in audience.
The timeline risk: why 2030 changes everything
A target completion date of 2030 makes this a long-term investment with construction, financing, and macroeconomic risks layered on top of one another. A great deal can transpire between an announcement and a completed resort, and the token’s structure does not mitigate any of those risks.
Investors will need to concentrate on a set of established questions that apply to any structured credit product: who pays whom, in what order, under what conditions, with what protections, and with what exit strategies?
The new layer of inquiries arising from this being a tokenized product centers on distribution and attention, as a presidential brand can generate demand in a manner that no conventional credit product can.
What happens next
This type of structure could achieve three objectives simultaneously.
It could normalize tokenized private credit marketed through high-profile brands.
It could invite closer examination of token issuance economics, particularly where brand-associated entities capture significant revenue from sales.
It could also expedite the broader transition toward regulated tokenization platforms as packaging and distribution mechanisms for private securities, even when the underlying risk remains consistent with standard credit risk.
If tokenization has a cultural endpoint, it may resemble familiar cashflows packaged in an unconventional format, sold through compliant infrastructure, and amplified by a name or narrative that spreads faster than the term sheet.
The post Trump’s crypto firm made $1.2 billion in 16 months because it found a way to sell resort debt as tokens appeared first on CryptoSlate.