Trump’s crypto firm made $1.2 billion in 16 months because it found a way to sell resort debt as tokens
A Trump-linked crypto firm is bringing the former president’s brand into the structured credit market.
World Liberty Financial plans to tokenize loan-revenue interests tied to the Trump International Hotel and Resort Maldives, offering investors exposure to projected interest payments connected to the project’s financing rather than ownership of the property itself.
With the completion date set for 2030, the deal converts future debt service into a digital security and places the current President’s name at the center of a regulated financial product.
Put simply, investors will be buying a slice of a resort loan’s interest payments rather than buying any part of the resort.
Why this matters now
Tokenization has long ago stopped being a crypto-native concept. For the better part of the last two years, it’s been turning into a regulated packaging and distribution strategy for private-market products, especially private credit.
This deal arrives as Trump-linked crypto activity keeps expanding into more finance-forward structures, and as oversight and questions about foreign investments are already circulating in the media.
With a political and technical background like this, WLFI’s latest deal will be a timely test of how far regulated tokenization can scale when the distribution engine is a politically charged brand.
What buyers actually own: a cashflow claim
Buried deep in PR speak and vague political language are the practical details of the offering. Its structure is closer to a structured credit product than to the usual real-estate-on-a-blockchain pitch that’s all the rage in tokenization.
The token is tied to cashflows that come from loans, and those cashflows only arrive if the project actually gets built, financed on workable terms, and serviced through a full cycle of travel demand, rates, and risk appetite.
What makes this only slightly different than structured credit is that the tokens sit on a blockchain, which handles issuance, ownership records, and distribution under accredited-investor rules. The underlying risk looks familiar to anyone who’s ever had to read a repayment waterfall, meaning who gets paid first if the underlying borrower runs into stress.
World Liberty Financial said this is a product that offers accredited investors exposure to interest repayments tied to the resort’s loans, which puts underwriting questions at the center of the pitch.
In practice, that means investors are buying a claim that behaves like private credit. The key variables here are seniority, covenants, reserves, payment priority, and what happens in a downturn. The eventual popularity of the resort and the standing of its brand matter only indirectly, through the influence they’ll have on the company’s ability to service debt.
So, framing this as tokenized real estate is about as far from real estate you can get, but giving it a footing in something real and tangible (like a resort) makes the instrument feel concrete. In reality, however, the instrument is as abstract as it can be, but abstraction travels easily and lands farther when the name on it carries its own gravity.
How the issuer gets paid: the wrapper economics
The process of “tokenization” here adds a second layer that traditional credit investors tend to underestimate.
The token wrapper, meaning the digital security packaging, can generate its own revenue at issuance, separate from the yield investors hope to collect later. DT Marks DEFI, a Trump family-owned entity, is set to receive 75% of the revenue from $WLFI token sales after costs. That revenue will come from just selling the product, not from the Maldives resort successfully throwing off interest payments years from now.
Given the gravity the Trump name carries, just having the name on a product like this will make distribution quicker and easier. A Trump-backed anything pulls attention, reduces the cost of acquiring buyers, and in this case, turns a relatively technical product into something that can spread outside the usual private-credit circles.
The token can offer yield, and the issuance itself can still throw off cash to the issuer ecosystem.
Why the compliance wrapper is central
Having Securitize handle the tokenization process puts the product inside a regulated digital securities infrastructure, rather than open-ended token issuance. With over $4 billion in AUM and clients like BlackRock, BNY, KKR, and VanEck, it gives quite a bit of weight to the rather vague product.
WLFI wants to position these tokens as an offering for accredited investors, distributed through familiar and compliant infrastructure. That usually means transfer restrictions, eligibility checks, and tightly controlled secondary trading venues, which will certainly make this token feel more like a private placement with a modern cap table than a coin traded freely across exchanges.
This is also the direction tokenization has been taking in mainstream finance coverage. Blockchain is now showing up as issuance and settlement plumbing for private-market instruments, with compliance embedded into product design. The tech can make distribution and record-keeping cleaner, while the legal and economic substance stays rooted in securities law and credit contracts.
Trump’s crypto arc: from collectibles to cashflow engineering
The Maldives deal is part of a much larger Trump and Trump-linked crypto portfolio that began with what can only be described as fandom products and then grew to include capital market products.
Earlier efforts from Trump leaned hard on culture and memorabilia, including the Trump and Melania memecoins, alongside a broader constellation of Trump-branded token activity.
However, projects under World Liberty Financial sat closer to financial infrastructure than merch, which is why they managed to generate an insane amount of profit for the Trumps.
According to the Wall Street Journal, World Liberty earned the Trump family at least $1.2 billion in cash over 16 months, plus $2.25 billion in paper gains from crypto holdings. Company disclosuresshow that 75% of all WLFI token sales go directly to a Trump entity, which makes the venture’s business model look like a toll road built on distribution and branding.
However, a controversial deal with an Abu Dhabi Sheikh that purchased 49% of WLFI for $500 million put the company and its dealings under an uncomfortable spotlight. The deal gained significant political and media attention, which culminated in Senate Democrats requesting a CFIUS probe, making it a matter of national security.
That hasn’t stopped the Trump family from pursuing their crypto agenda. World Liberty Financial held a massive crypto summit in Trump’s Mar-a-Lago residence this week, gathering some of the country’s most powerful CEOs and regulators under the same roof.
Various media reports marked it as a huge success, noting that it set forth a path that merges influence, distribution, and legitimacy.
All of that context changes how the Maldives tokenization should be understood. It’s packaging future cashflows into a product that can be sold through regulated channels while the presidential brand supplies a built-in audience.
The timeline risk: why 2030 changes everything
A 2030 completion target makes this a patience trade with construction, financing, and macro risks layered on top of each other. A lot can happen between an announcement and a finished resort, and the token’s structure doesn’t remove any of those risks.
Investors will need to focus on a set of tried and true questions that apply to any structured credit product: who pays whom, in what order, under what conditions, with what protections, and with what exit options?
The new layer of questions that come from this being a tokenized product focus on the distribution and attention, because a presidential brand can create demand in a way that no normal credit product can.
What happens next
This kind of structure could do three things at once.
It could normalize tokenized private credit marketed through high-profile brands.
It could invite tighter scrutiny of token issuance economics, especially where brand-linked entities capture meaningful revenue from sales.
It could also accelerate the broader shift toward regulated tokenization platforms as packaging and distribution rails for private securities, even when the underlying risk is no different from standard credit risk.
If tokenization has a cultural endpoint, it may look like familiar cashflows packaged in an unfamiliar form, sold through compliant infrastructure, and amplified by a name or narrative that travels 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.
Filed under: Bitcoin - @ February 22, 2026 7:05 pm