Security Token Offering (STO): Meaning, Use, and Examples

This post was originally published on October 9th, 2024, and updated on May 26th, 2025.

A Security Token Offering (STO) is a regulated method of fundraising that involves issuing digital tokens representing ownership in an underlying asset, such as equity, debt, or real estate. These tokens are built on blockchain technology and are subject to securities laws, distinguishing them from unregulated token sales like Initial Coin Offerings (ICOs)

How Does a Security Token Offering (STO) Work?

Security Token Offerings follow a structured process involving token issuance, investor onboarding, and regulatory compliance. The underlying concept is to represent real-world financial assets on a blockchain.

Token Creation and Smart Contracts

Issuers use blockchain smart contracts to generate tokens that encapsulate the rights and restrictions of the underlying security. These smart contracts are programmable, allowing for automation of compliance rules, such as ownership restrictions and dividend distribution. Standards like ERC-1400 on Ethereum support functionalities tailored for security tokens. This structure reduces administrative overhead while enhancing transparency. Issuers can also embed legal parameters directly into the token’s code.

Regulatory Compliance and Jurisdiction

STOs are designed to meet regulatory requirements specific to the issuer’s and investor’s jurisdiction. Issuers in the U.S., for instance, may rely on exemptions like Regulation D for accredited investors or Regulation A+ for retail investors. Compliance processes involve detailed documentation, investor disclosures, and filings with regulatory bodies. Jurisdictional alignment determines how tokens are offered and traded. This ensures that STOs remain within the boundaries of financial law.

Investor Onboarding and Distribution

Investor onboarding involves KYC and AML checks to confirm identity and eligibility. This helps prevent illicit activities and ensures the offering is accessible only to verified participants. Once verified, investors receive security tokens through digital wallets that comply with jurisdictional rules. Platforms handling the distribution often use regulated infrastructure to support the issuance. Tokens are then recorded immutably on the blockchain.

Secondary Trading and Custody

Security tokens may be traded on regulated venues such as Alternative Trading Systems (ATS) or digital securities exchanges. These platforms enable compliant trading and help increase token liquidity. Custodians, either digital wallet providers or regulated financial institutions, store these tokens on behalf of investors. Some custodians offer insurance and cold storage for enhanced security. This infrastructure supports both security and regulatory standards.

Types of Security Tokens

Security tokens can represent different asset classes. Each type offers a distinct investment proposition and is governed by its own set of legal frameworks.

Equity Tokens

Equity tokens represent ownership in a company, similar to traditional shares. They may grant shareholders voting rights and entitle them to dividends based on profits. These tokens are typically issued in compliance with equity securities laws and are often designed for long-term investment. Equity tokens open up private equity to a broader investor base. Their programmability can also facilitate automated governance processes.

Debt Tokens

Debt tokens function like traditional debt instruments, such as bonds or promissory notes, and entitle holders to repayment with interest. These tokens can automate interest payments through smart contracts, reducing administrative friction. Debt tokens are suitable for companies looking to raise capital without diluting ownership. Terms of repayment, interest rates, and maturity dates are embedded in the token. This ensures transparency between issuers and investors.

Asset-Backed Tokens

Asset-backed tokens are tied to real-world assets like real estate, commodities, or fine art. They offer fractional ownership, allowing multiple investors to hold stakes in high-value assets. These tokens are especially valuable in markets with traditionally low liquidity or high entry barriers. Asset-backed tokens require clear legal agreements to define asset custody and investor rights. Their value is derived directly from the performance of the underlying physical asset.

Derivative Tokens

Derivative tokens derive value from other financial instruments, indices, or future revenue projections. They may represent a contract based on projected earnings, royalties, or event outcomes. These tokens are typically complex and require comprehensive disclosures to meet regulatory standards. Investors in derivative tokens often speculate on performance metrics or trends. Their design can vary significantly depending on the issuer's financial structure.

Benefits of STOs

Security Token Offerings offer advantages over traditional and non-traditional fundraising mechanisms. They integrate technological efficiency with investor protection.

Regulatory Clarity

STOs provide a compliant fundraising method by operating under established securities frameworks. This reduces legal uncertainty for both issuers and investors. Regulatory clarity also enhances trust and encourages institutional participation. Investors know their rights are protected under the law. STO platforms often collaborate with legal advisors to maintain compliance across jurisdictions.

Fractional Ownership

Tokenization divides assets into small, tradable units, making investments more accessible. Investors can participate with lower capital compared to traditional markets. This democratizes access to high-value sectors such as real estate and fine art. Fractional ownership also supports greater portfolio diversification. Investors can easily reallocate funds across different tokenized assets.

Global Reach

Blockchain infrastructure enables STOs to reach investors worldwide, bypassing traditional geographic limitations. However, participation is still subject to local laws and investor accreditation requirements. Global reach expands the pool of potential investors. It also facilitates capital formation for projects in underserved markets. Regulatory technology helps platforms manage compliance across borders.

Enhanced Liquidity

Security tokens can be traded on secondary markets, enabling quicker exits for investors. Traditional private placements often lack this liquidity. Regulated trading platforms operate under rules that ensure investor protection and transparency. Liquidity can increase asset valuation and market efficiency. Some platforms even offer 24/7 trading windows.

Transparent and Efficient Processes

Blockchain technology ensures that every transaction is recorded immutably, increasing transparency. Smart contracts automate many administrative tasks, including dividend payouts and cap table management. This reduces operational costs and the risk of manual errors. Investors can audit transactions in real time. The overall process becomes more streamlined and reliable.

Risks of STOs

Despite their advantages, STOs carry several risks that must be carefully managed.

Regulatory Ambiguity in Certain Jurisdictions

Although STOs are regulated in many countries, some jurisdictions still lack clear guidelines. This can create uncertainty for issuers and investors operating in those regions. Regulatory gaps may lead to enforcement issues or inconsistent interpretations of token classification. Companies may face delays or legal penalties if regulations evolve mid-offering. Issuers must consult legal experts during structuring.

Technology Risk

Security tokens rely on smart contracts and blockchain networks, which may be vulnerable to bugs or cyberattacks. A flaw in the smart contract code could lead to loss of investor funds or breach of compliance protocols. Additionally, dependency on specific blockchain networks can introduce systemic risks if those networks face downtime. Technical audits and bug bounties help mitigate these concerns. However, no system is entirely immune to exploitation.

Market Liquidity Risk

Despite their potential, many security tokens still lack active secondary markets. Thin liquidity can prevent investors from easily exiting positions. Limited trading also affects price discovery and valuation accuracy. New platforms are emerging to address these issues, but adoption is uneven across sectors. Investors must assess market maturity before committing capital.

Custodial and Compliance Risk

Proper custody of digital securities is vital to ensure investor asset security. Failures in custody solutions, such as hacks or operational errors, can result in the loss of tokens. Additionally, compliance lapses like missing KYC/AML procedures can expose platforms to regulatory penalties. Some platforms use multi-signature wallets or insured custody options. Maintaining rigorous operational standards is key to mitigating these risks.

Valuation Complexity

Valuing security tokens, especially those backed by illiquid or unique assets, can be challenging. Unlike public equities with market-driven pricing, token valuations often depend on internal models or appraisals. This can result in discrepancies between perceived and actual value. Valuation challenges may deter conservative investors. Transparent reporting and third-party verification can help build confidence.

Security Token Offering vs Initial Coin Offering

While both STOs and ICOs involve token issuance, their legal and functional structures differ significantly.

Application of Security Token Offering (STO)

STOs are used across various sectors, offering flexible applications for businesses and investors.

Real Estate Tokenization

STOs enable property developers to tokenize ownership shares of physical real estate. Investors gain fractional access to high-value assets like equity or debt-backed security tokens, liquidity, and transparent ownership records. Investors also benefit from potential rental income or appreciation. Platforms handling real estate STOs ensure proper legal documentation and asset valuation.

Venture Capital and Private Equity

Startups and growth-stage companies use STOs to issue equity tokens, raising capital from global investors. This process avoids the complexities and costs of traditional IPOs. Investors gain early exposure to innovative ventures with programmable rights embedded in the token. STOs can also provide exit opportunities through secondary trading. Issuers maintain control while expanding access to funding.

Infrastructure and Renewable Energy Projects

Large-scale initiatives like solar farms and transport hubs use STOs to fund development. Investors participate in long-term revenue generation via tokenized income streams. This model increases participation in sectors typically reserved for institutional finance. Blockchain simplifies tracking of performance and payments. Token holders may receive returns tied to project output.

Intellectual Property and Art

Artists and rights holders can tokenize royalties or ownership stakes in creative works. Music, film, and art pieces become investable assets on blockchain platforms. This model offers creators upfront funding while granting investors a share of future revenue. Tokens can be traded or held for passive income. Legal clarity around IP rights is crucial for this application.

Fundraising for SMEs

Small and medium-sized enterprises use STOs to issue equity or debt securities digitally. STOs offer a viable alternative to bank loans or traditional venture capital. Investors access transparent business models with standardized financial disclosures. Platforms often support compliance, onboarding, and token issuance. STOs improve SME visibility in global capital markets.

Examples of Security Token Offerings

Several high-profile STOs illustrate the potential and practical implementation of this fundraising model.

Overstock's tZERO

tZERO raised $134 million to develop a regulated platform for digital securities trading. The offering followed U.S. securities law and targeted accredited investors. It aimed to create a blockchain-based marketplace for security tokens. tZERO set a precedent for how STOs can operate within legal frameworks. The company continues to build infrastructure for compliant token trading.

Spice VC

Spice VC issued security tokens representing equity in its venture capital fund. These tokens expose investors to a diversified portfolio of tech startups. The tokens are tradeable on licensed security token exchanges. Spice VC used a compliant STO structure from inception. This example shows how funds can tokenize operations for broader reach.

Aspen Coin

Aspen Digital tokenized the St. Regis Aspen Resort and raised $18 million through an STO. Under Reg D and Reg S exemptions, investors bought fractional ownership in the resort. Tokens were tradable on compliant marketplaces, enabling liquidity. The project showcased how luxury real estate can be accessible to a broader investor base. Legal backing provided investor protection and transferability.