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M&A Basics | Asset vs. Stock Sale

Asset Sale vs Stock Sale in iGaming M&A: A Complete Guide for Operators

Understanding iGaming M&A Transaction Structures

When navigating the sale or acquisition of an iGaming business, understanding the fundamental transaction structures is crucial for operators, investors, and business brokers alike. The online gambling industry presents unique challenges and opportunities in mergers and acquisitions, particularly when it comes to regulatory compliance, licensing transfers, and asset valuation.

In the rapidly evolving iGaming sector—valued at $93.26 billion in late 2024 and projected to exceed $150 billion by 2029—M&A activity continues to accelerate. Strategic partnerships and acquisitions have become essential tools for operators seeking market expansion, technological advancement, and regulatory access across multiple jurisdictions.

At the heart of every iGaming M&A transaction lies a critical decision: should the deal be structured as an asset sale or a stock sale? While these two approaches may appear similar on the surface, they carry vastly different implications for taxation, liability, licensing continuity, and operational transition. For iGaming businesses specifically, the choice becomes even more nuanced due to the heavily regulated nature of online gambling operations.

This comprehensive guide examines both transaction structures through the lens of the iGaming industry, providing operators with the insights needed to make informed decisions when buying or selling an online gambling business.

The Current State of iGaming M&A in 2025

The iGaming industry is experiencing a remarkable surge in merger and acquisition activity. According to recent industry analysis, M&A transactions remain a dominant business development strategy, with operators leveraging strategic partnerships to access new markets, acquire cutting-edge technologies, and expand their product portfolios.

Key Market Drivers

Several factors are fueling the current wave of iGaming M&A activity. The expansion of regulated markets across North America continues to create opportunities, with states like California, Georgia, Minnesota, South Carolina, and Texas potentially moving toward legalization in the near future. Currently, online sports betting is permitted in 11 U.S. states, with online casino gaming available in seven jurisdictions.

The Latin American market is also experiencing significant growth, with countries like Brazil, Colombia, and Mexico establishing regulatory frameworks that attract international operators. Africa’s emerging iGaming sector shows tremendous promise, with projections suggesting the South African market alone could reach approximately €65 million by 2028.

Technology integration has become another major catalyst for M&A activity. Investment in mobile gaming platforms, live dealer solutions, artificial intelligence, and blockchain gaming—which accounted for 40% of total iGaming deals in 2024—continues to drive acquisition strategies. Operators recognize that organic development of these technologies can be time-consuming and expensive, making strategic acquisitions an attractive alternative.

The $50 Million Threshold

For iGaming businesses valued below $50 million—which comprises the vast majority of online gambling operators—transaction structure preferences are relatively predictable. Most deals in this segment are structured as asset sales, primarily due to buyer preferences for tax advantages and risk mitigation. This threshold serves as an important benchmark when evaluating how your iGaming business sale might be structured.

Asset Sales in iGaming: The Preferred Structure

What is an Asset Sale?

In an asset sale, the selling entity—whether a corporation or LLC operating an iGaming platform—transfers specific individual assets to the buyer rather than selling the company itself. The seller retains ownership of the legal entity even after the transaction concludes.

For an iGaming business, these assets typically include tangible and intangible property essential to operations, such as gaming software and platforms, player databases and customer lists, domain names and websites, brand trademarks and intellectual property, marketing materials and creative assets, equipment and servers (if self-hosted), supplier and payment processor relationships, and affiliate partnership agreements.

The legal framework governing an asset sale is formalized through an Asset Purchase Agreement (APA), sometimes referred to as a Definitive Purchase Agreement. This document explicitly outlines that the transaction involves the purchase of specific assets rather than the acquisition of the entity itself.

It’s important to note that in an asset sale, the buyer typically establishes their own entity to receive the purchased assets. This structure allows the buyer to operate under their own corporate umbrella while acquiring the essential components of the seller’s iGaming operation.

Why Buyers Prefer Asset Sales in iGaming M&A

Asset sales dominate the iGaming M&A landscape for businesses valued under $50 million, and for compelling reasons that benefit buyers significantly.

Tax Efficiency and Depreciation Benefits

When a buyer acquires an iGaming operator through a stock sale, they inherit the seller’s existing tax basis. However, in an asset sale, buyers can establish a new tax basis for the acquired assets, allowing them to restart the depreciation schedule. This “step-up” in basis enables buyers to realize substantial tax benefits through accelerated depreciation of technology assets, amortization of customer databases and intellectual property, and deduction of goodwill over time.

For iGaming businesses heavily invested in technology infrastructure—gaming platforms, proprietary software, security systems—this depreciation advantage can translate into significant cash flow improvements during the critical early years following acquisition.

Liability Protection and Risk Mitigation

The iGaming industry operates in a complex regulatory environment where compliance failures can result in severe penalties. In an asset sale, buyers can selectively choose which liabilities to assume, effectively leaving behind unknown or undisclosed risks.

This protection is particularly valuable in online gambling, where operators face potential exposure to legacy compliance issues, unresolved player disputes, outstanding regulatory penalties or fines, pending litigation or investigations, tax obligations in multiple jurisdictions, and contractual obligations with problematic terms.

By establishing a clean entity and purchasing only the desired assets, buyers significantly reduce their risk exposure. This “clean slate” approach has become increasingly important as regulatory scrutiny intensifies across global iGaming markets.

Operational Flexibility

Asset sales provide buyers with greater flexibility to restructure operations according to their strategic vision. They can integrate acquired assets into existing operations, rebrand the platform under their own corporate identity, renegotiate supplier and vendor relationships, restructure affiliate and partnership agreements, and implement their own compliance and operational protocols.

Special Considerations for iGaming Assets

While asset sales offer substantial advantages, they also present unique challenges in the iGaming sector.

Asset Categorization and Working Capital

Typically, asset sales include all tangible and intangible assets necessary for business operations, including gaming inventory, marketing materials, and intellectual property. However, sellers usually retain certain financial assets, particularly accounts receivable, existing cash balances, and working capital.

The treatment of working capital can vary depending on the buyer’s sophistication. Private equity groups or large corporate acquirers may negotiate to include working capital in the purchase, ensuring the business has adequate liquidity for seamless transition. For smaller transactions, sellers typically retain these financial assets.

Player Liability and Accounts

One unique consideration in iGaming asset sales involves the treatment of active player accounts and balances. Depending on jurisdictional regulations, buyers may need to assume responsibility for outstanding player balances and bonus obligations. This requires careful negotiation and often necessitates regulatory approval to ensure player protection standards are maintained throughout the transition.

Seller Tax Implications

While asset sales benefit buyers from a tax perspective, they can be less favorable for sellers. Hard assets may be subject to ordinary income tax rates rather than more favorable capital gains treatment, potentially resulting in a higher tax burden. Additionally, if the selling entity is structured as a C corporation, the seller may face double taxation—first at the corporate level when assets are sold, and again when proceeds are distributed to shareholders.

These tax disadvantages often give sellers leverage to negotiate a higher purchase price, offsetting the less favorable tax treatment. Working with experienced iGaming business brokers and tax advisors is essential to optimize the overall transaction structure.

Stock Sales in iGaming: When They Make Sense

What is a Stock Sale?

In a stock sale, the buyer acquires ownership of the seller’s entire legal entity—whether it’s a corporation, LLC, or partnership operating the iGaming business. Rather than purchasing individual assets, the buyer steps into the shoes of the current ownership, acquiring everything the entity owns and assumes all its obligations.

The transaction is governed by a Stock Purchase Agreement (SPA), also referred to as a Definitive Purchase Agreement. In this structure, the legal entity remains intact, along with all its assets, liabilities, licenses, and contractual relationships. For iGaming operators, this means the gaming platform continues to operate under the same corporate entity, just under new ownership.

It’s worth noting that while shares in an LLC are technically called “membership interests,” the term “stock sale” is commonly used across the industry for simplicity and clarity, regardless of the exact corporate structure involved.

Benefits for iGaming Operators

Licensing Continuity

The most compelling reason to structure an iGaming transaction as a stock sale relates to gaming license preservation. In many jurisdictions, gaming licenses are issued to the entity itself and cannot be easily transferred to a new legal entity. A stock sale allows the licensed entity to continue operating without interruption, avoiding the need to apply for new licenses—a process that can take months or even years depending on the jurisdiction.

This is particularly critical for operators holding licenses in highly regulated markets like the UK (UK Gambling Commission), Malta (Malta Gaming Authority), Gibraltar, Isle of Man, or various U.S. state jurisdictions. The time and expense associated with obtaining new licenses in these jurisdictions can be prohibitive.

Contract and Relationship Preservation

Many critical iGaming business relationships are entity-specific. Payment processing agreements, particularly with banks and financial institutions serving the gambling industry, are often difficult to establish and may be non-transferable. Gaming software provider contracts may contain anti-assignment clauses that prevent transfer to a new entity. Key partnerships with sports data providers, particularly for sportsbook operations, may be tied to the specific licensed entity. Affiliate agreements and revenue-sharing arrangements may require renegotiation if the entity changes.

A stock sale preserves these relationships automatically since the entity itself remains unchanged. This continuity can be invaluable for maintaining business operations during ownership transition.

Simplified Transaction Process

From an administrative perspective, stock sales are often more straightforward to execute than asset sales. There’s no need to retitle individual assets, renegotiate dozens of supplier contracts, or obtain consent for asset transfers. The buyer simply acquires the shares of the company, and the business continues operating under the same legal structure.

For sellers, this simplicity is attractive. Stock sales typically result in more favorable tax treatment, with proceeds taxed at capital gains rates rather than a mix of ordinary income and capital gains. This can result in substantial tax savings, particularly for sellers who have owned and operated the business for many years.

Risks and Limitations of Stock Sales

Inherited Liabilities and Unknown Risks

The primary disadvantage of stock sales from a buyer’s perspective is the assumption of all liabilities associated with the entity—both known and unknown. In the heavily regulated iGaming industry, this risk is particularly acute.

Potential inherited liabilities include historical regulatory violations or pending investigations, past player disputes or legal claims, tax obligations across multiple jurisdictions where the business operated, intellectual property disputes or infringement claims, employment-related liabilities, including wrongful termination claims, and environmental liabilities (if the business maintained physical servers or offices).

These “contingent liabilities” can emerge months or even years after the transaction closes, potentially exposing buyers to significant financial and reputational damage. The discovery of a previously undisclosed regulatory violation, for example, could result in license suspension or revocation—a catastrophic outcome for an iGaming operator.

Change of Control Provisions

Even when structuring a deal as a stock sale to preserve licensing and contracts, buyers must carefully review change of control clauses. Many gaming licenses include provisions requiring regulatory approval for any significant change in ownership or control. Similarly, critical contracts may stipulate that a change in control constitutes grounds for termination or renegotiation.

This means that even in a stock sale, the buyer may still need to obtain regulatory approvals and third-party consents, potentially negating some of the simplicity advantages typically associated with this structure.

No Tax Step-Up

Unlike asset sales, stock sales do not provide buyers with a step-up in tax basis (except in certain elections like Section 338(h)(10) for S corporations). The buyer inherits the seller’s historical tax basis in the assets, resulting in lower depreciation and amortization deductions going forward. This can significantly impact the buyer’s future tax liability and reduce cash flow in subsequent years.

Due Diligence Intensity

Because of the increased risk profile, buyers conducting stock purchases typically invest considerably more time and resources in due diligence. This often includes comprehensive regulatory compliance audits, review of historical player complaints and resolution patterns, examination of all licenses and their terms across multiple jurisdictions, analysis of tax compliance across all operating territories, evaluation of data privacy and security practices, and review of responsible gambling and AML procedures.

Working with specialized iGaming M&A advisors who understand the unique compliance landscape is essential for conducting thorough due diligence in stock sale transactions.

Gaming License Transfer: The Critical Factor in iGaming M&A

No discussion of iGaming M&A transactions would be complete without a deep dive into gaming license considerations. The ability to maintain valid gaming licenses often determines whether a deal can proceed at all, and almost always influences the transaction structure.

License Non-Transferability

Most gaming licenses are issued to a specific legal entity and are not automatically transferable to a new owner or entity. This creates a fundamental challenge in iGaming M&A transactions. In an asset sale, where the buyer establishes a new entity, that new entity must typically apply for its own gaming licenses. This process involves submitting extensive documentation including detailed business plans, comprehensive financial records demonstrating adequate capitalization, background checks on all directors and beneficial owners, software testing and certification by approved testing laboratories, and demonstration of robust AML and responsible gambling procedures.

The licensing timeline varies dramatically by jurisdiction. In highly regulated markets like the UK or Malta, the process can take six to twelve months or longer. Some U.S. state jurisdictions have even lengthier approval processes. During this period, the acquired assets cannot operate as a licensed gambling platform, creating significant revenue loss and operational challenges.

Change of Control Approvals

Even in stock sales where the licensed entity remains intact, regulators typically require approval for any significant change in ownership. Most gaming jurisdictions define “change of control” broadly to include the acquisition of 5% or more of the entity’s ownership by a single party (in some jurisdictions), changes in key management positions, alterations to the corporate structure or operating procedures, and modifications to the business model or target markets.

Buyers in stock sale transactions must submit to regulatory scrutiny that’s nearly as intensive as a new license application. This includes demonstrating good character and financial stability, disclosing all beneficial ownership interests, and providing detailed information about the intended operation post-acquisition.

Multi-Jurisdictional Complexity

Many successful iGaming operators hold licenses in multiple jurisdictions to maximize market access. An operator might hold licenses in Malta (for EU access), the UK (for the British market), several U.S. states (for regulated American sports betting), and an offshore jurisdiction like Curaçao or Kahnawake (for international markets).

In M&A transactions involving multi-licensed operators, buyers must navigate the approval process with each individual regulatory authority. Different jurisdictions have different timelines, requirements, and costs. Some jurisdictions may deny approval while others grant it, creating partial licensing scenarios that can complicate the transaction structure.

Strategic Considerations

The licensing challenge often makes stock sales more attractive in the iGaming industry, despite the increased liability risk. Preserving existing licenses can be worth the added due diligence and negotiation of indemnification clauses to protect against unknown liabilities.

However, when license transfer is not critical—perhaps because the buyer already holds licenses in the target markets and only wants the technology or customer base—an asset sale becomes more feasible. The buyer can operate the acquired assets under their existing licensed entity, avoiding the need for new license applications.

Working with an experienced iGaming business broker who understands the licensing landscape across different jurisdictions is invaluable for navigating these complexities and structuring deals that can actually close successfully.

Tax Implications for iGaming Business Sales

The tax consequences of an iGaming business sale can be substantial, often representing the difference between a financially successful exit and a disappointing outcome. Understanding these implications is crucial for both buyers and sellers in structuring the transaction optimally.

Seller Tax Considerations

Asset Sale Taxation for Sellers

In an asset sale, different categories of assets receive different tax treatment. Intangible assets like goodwill, player databases, and brand value are typically taxed at favorable capital gains rates (currently around 20% federally, plus applicable state rates). However, “hard assets” including equipment, servers, and certain technology assets may be subject to depreciation recapture and taxed at ordinary income rates, which can exceed 37% at the federal level alone.

For iGaming operators selling their business, this mixed tax treatment can result in significantly higher overall tax liability compared to a stock sale. Additionally, if the selling entity is structured as a C corporation, the seller faces double taxation—the corporation pays tax when selling the assets, and shareholders pay tax again when receiving distributions.

Stock Sale Taxation for Sellers

Stock sales generally provide more favorable tax treatment for sellers. The entire gain is typically taxed at capital gains rates, resulting in substantial tax savings compared to the mixed treatment in asset sales. For sellers who have owned the iGaming business for many years, this preferential rate can represent hundreds of thousands or even millions of dollars in tax savings.

Buyer Tax Considerations

Asset Sale Benefits for Buyers

Buyers significantly prefer asset sales from a tax perspective due to the step-up in basis. The buyer’s new tax basis equals the purchase price allocated to each asset, allowing for fresh depreciation schedules. For technology-heavy iGaming businesses, this can generate substantial tax deductions in the early years following acquisition.

The buyer and seller must agree on an allocation of the purchase price across different asset categories using IRS Form 8594. This allocation determines the tax treatment for both parties, making it a key negotiation point. Buyers typically prefer to allocate more value to assets with shorter depreciation periods (like technology and equipment) while sellers prefer allocation to capital assets like goodwill.

Stock Sale Limitations for Buyers

In a stock sale, buyers inherit the seller’s existing tax basis with no step-up. This results in lower depreciation and amortization deductions going forward, increasing the buyer’s future tax burden. Over time, this can represent a significant economic disadvantage compared to an asset sale.

However, certain elections (like Section 338(h)(10) for S corporations) can allow stock sales to be treated as asset sales for tax purposes, providing some flexibility in structuring.

International Tax Considerations

iGaming businesses often operate across multiple jurisdictions, creating additional tax complexity. Sellers may have tax obligations in every country where the business generated revenue, and buyers must consider withholding tax requirements when making payments to foreign entities.

International buyers acquiring U.S.-based iGaming assets may face withholding tax on the purchase price, while U.S. buyers acquiring foreign assets must navigate foreign tax credits and treaties. These cross-border considerations require specialized tax expertise.

Negotiating Tax-Favorable Structures

The tax disparity between asset and stock sales often leads to negotiation over purchase price. Sellers facing unfavorable tax treatment in an asset sale may demand a higher gross price to achieve their desired net proceeds. Buyers must evaluate whether the after-tax benefit of the step-up justifies paying a premium.

Experienced iGaming M&A advisors can model different structures to identify the optimal balance, potentially suggesting creative solutions like earnouts, consulting agreements, or non-compete payments that provide more favorable tax treatment for both parties.

iGaming Business Valuation Considerations

Properly valuing an iGaming business is essential for successful M&A transactions. The unique characteristics of online gambling operations—recurring revenue models, regulatory constraints, and technology dependence—require specialized valuation approaches.

Common Valuation Methods in iGaming M&A

Revenue Multiple Method

Many iGaming transactions are valued using revenue multiples, particularly for growing businesses or those in emerging markets. Multiples typically range from 1x to 4x annual gross gaming revenue, depending on growth rate, profitability, market position, licensing portfolio, and competitive dynamics.

EBITDA Multiple Method

For established, profitable iGaming operators, EBITDA multiples are common. Multiples generally range from 3x to 10x EBITDA, with higher multiples reserved for businesses demonstrating strong growth, diverse licensing, proprietary technology, and strong brand recognition.

Discounted Cash Flow (DCF)

Sophisticated buyers often employ DCF analysis, projecting future cash flows and discounting them to present value. This method is particularly useful for iGaming businesses with predictable player lifetime value and retention metrics.

Asset-Based Valuation

While less common for operating iGaming businesses, asset-based valuation becomes relevant in asset sales where the buyer is primarily interested in specific technology, player databases, or other discrete assets rather than ongoing operations.

Key Value Drivers in iGaming M&A

Several factors significantly impact iGaming business valuations. Licensed in multiple, attractive jurisdictions commands a premium. Proprietary gaming technology or platform reduces third-party dependency costs. Strong player retention and lifetime value metrics demonstrate business quality. Diversified product offering across casino, sports betting, and poker reduces concentration risk. Established payment processing relationships, particularly in difficult markets, add significant value. Clean compliance history with all regulatory authorities minimizes risk discount. Robust, scalable technology infrastructure supports growth.

Impact of Transaction Structure on Valuation

The choice between asset and stock sale can impact valuation expectations. Asset sales may command lower valuations due to disruption risks associated with license reapplication and contract renegotiation. Stock sales often support higher valuations because of business continuity, particularly when valuable licenses and relationships transfer seamlessly.

However, these generalizations can be offset by other factors. Buyers willing to pay a premium for an asset sale may do so to avoid liability risks, while sellers may accept a lower price in a stock sale to achieve more favorable tax treatment.

Choosing the Right Structure for Your iGaming Business

Selecting between an asset sale and stock sale requires careful analysis of multiple factors specific to your situation.

When to Consider an Asset Sale

Asset sales are typically preferable when the buyer already holds necessary gaming licenses and doesn’t need the seller’s licenses; the business has significant potential liabilities or compliance concerns; the buyer wants to cherry-pick specific assets without assuming all business obligations; tax depreciation benefits are critical to the buyer’s ROI calculations; and the seller can negotiate a price premium to offset unfavorable tax treatment.

When to Consider a Stock Sale

Stock sales become the better choice when preserving existing gaming licenses is critical and reapplication would be time-prohibitive or uncertain; the business has valuable, non-transferable contracts with payment processors or gaming suppliers; the seller wants favorable capital gains tax treatment; the business operates in multiple jurisdictions making asset transfer complex; and the buyer is comfortable with the due diligence results and willing to assume existing liabilities with appropriate indemnification protection.

Hybrid Approaches

In some cases, creative deal structures can combine elements of both approaches. For example, a buyer might acquire the stock of a licensed entity in a key jurisdiction while simultaneously purchasing assets of operations in other markets. This preserves critical licenses while limiting liability exposure in less-regulated markets.

The Role of iGaming Business Brokers

Navigating these decisions requires specialized expertise. Experienced iGaming business brokers bring valuable insights including deep understanding of licensing requirements across multiple jurisdictions; relationships with regulatory authorities that can expedite approval processes; knowledge of market valuations and recent comparable transactions; expertise in structuring deals that balance tax, liability, and operational considerations; and access to qualified buyers actively seeking iGaming acquisition opportunities.

For operators considering selling their online gambling business, engaging a specialized M&A advisor early in the process can significantly impact the outcome, both in terms of final sale price and transaction structure efficiency.

Key Takeaways and Next Steps

The decision between structuring an iGaming M&A transaction as an asset sale or stock sale carries profound implications that extend far beyond simple legal formalities. These structural choices impact taxation, liability exposure, licensing continuity, operational transition, and ultimately, the success of the transaction for both parties.

Critical Points to Remember

For businesses valued under $50 million, asset sales predominate in the iGaming industry due to buyer preference for tax benefits and liability protection. However, the unique regulatory landscape of online gambling often makes stock sales more practical to preserve valuable gaming licenses that cannot be easily transferred.

Tax implications differ dramatically between structures, with asset sales favoring buyers while stock sales benefit sellers. This tax disparity creates negotiating dynamics that often result in price adjustments to balance the parties’ interests.

Gaming license considerations frequently determine transaction structure feasibility. The ability to maintain valid licenses without lengthy reapplication processes can justify accepting additional risk in a stock sale structure.

Due diligence intensity varies significantly, with stock sales requiring exhaustive investigation of potential liabilities while asset sales focus more on asset quality and transferability.

The Evolving iGaming M&A Landscape

As the iGaming industry continues its rapid expansion—projected to exceed $150 billion by 2029—M&A activity will only intensify. Regulatory changes, technological advancement, and market consolidation are driving strategic acquisitions across all segments of the online gambling industry.

Operators considering a future exit should begin planning well in advance, ensuring their licensing is current across all operating jurisdictions, compliance documentation is comprehensive and well-organized, technology infrastructure is properly documented and transferable, and financial records are clean and auditable by potential buyers.

Taking the Next Step

Whether you’re an iGaming operator considering selling your business or an investor evaluating acquisition opportunities, the complexity of these transactions demands specialized expertise. The intersection of gaming regulation, international tax law, and M&A structuring requires advisors who understand the unique challenges of the online gambling industry.

If you’re contemplating an iGaming business transaction, consider taking these immediate steps: consult with an experienced iGaming business broker to understand current market valuations and transaction structures; engage specialized legal counsel familiar with gaming regulations in your operating jurisdictions; work with tax advisors experienced in iGaming M&A to model different transaction structures; begin organizing your due diligence materials, including licenses, financial records, and compliance documentation; and identify any potential red flags or liability concerns that should be addressed before entering the market.

The iGaming M&A market presents tremendous opportunities for both buyers and sellers. With proper planning, experienced advisors, and careful attention to transaction structure, operators can achieve successful exits that maximize value while buyers can acquire quality assets that drive their strategic growth initiatives.

Connect with iGaming M&A Specialists

The complexities of structuring iGaming transactions—balancing regulatory requirements, tax optimization, liability management, and operational continuity—require partners who live and breathe this industry. As the online gambling sector continues its explosive growth, having the right advisors can mean the difference between a transaction that creates tremendous value and one that leaves money on the table or, worse, creates unforeseen problems.

Whether you’re ready to sell your iGaming business, exploring acquisition opportunities, or simply want to understand your options for future planning, now is the time to engage with specialists who understand this dynamic industry. The iGaming M&A market is moving quickly, and opportunities won’t wait.

Ready to explore your iGaming M&A options? Contact experienced iGaming business brokers today to discuss your situation and learn how to structure a transaction that achieves your strategic and financial objectives.

About the Author

This article was prepared by industry specialists with extensive experience in iGaming mergers and acquisitions. Our team has facilitated transactions across multiple jurisdictions, helping operators navigate the complex landscape of online gambling business sales and acquisitions.

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