Global Expansion Challenges for Startups Entering Regulated Markets

Sep 24, 2025 - 12:06
Global Expansion Challenges for Startups Entering Regulated Markets

Coming to new markets is generally considered a landmark for startups. It is an indicator of expansion, aspiration, and competence in the global arena. However, in the case of companies that move into regulated markets, such a milestone is accompanied by challenges that may slow the pace or even halt the plan altogether. There is hardly an industry that can exemplify such challenges better than online casinos.

The online gambling industry has developed a playbook of how to handle complex regulations, legal changes that are hard to foresee, and licenses that are country-specific. New startups planning to internationalize their offerings, be it in fintech, healthcare, SaaS, and so on, can gain much by studying how the online casinos have negotiated their way through compliance in dozens of jurisdictions.

The Complexity of the Licensing

Licensing is the most significant issue in controlled markets. This is something that online casinos have had to deal with for decades. Europe itself is a labyrinth of structures. Malta has internationally recognized licenses, and Germany has very stringent restrictions on advertising in game design. In the UK, there is a Gambling Commission that includes specific requirements regarding player protection and economic openness.

The United States goes one step further, as gambling is regulated at the state level. A license in New Jersey doesn’t mean access to Pennsylvania. Operators must apply repeatedly, proving financial stability, passing background checks, and demonstrating compliance with systems each time. It’s a process that eats up money, time, and patience.

That’s the cost of being part of a competitive market. Casinos that make it through these hurdles often find themselves on lists of the top new online casinos in the USA, but that visibility is hard-won. The lesson for startups is clear: when crossing borders, expect to start from scratch in each new jurisdiction.

Regulation Cross-border Diversity.

Rules do not simply differ, but contradict each other. One regulator is interested in responsible gaming, another in taxation, and another in technical standards. In the case of casinos, this translates to juggling:

  • Responsible gaming measures such as self-exclusion, spending, and education of players.
  • Monetary management that involves audited financial statements, demonstration of financial capacity, and regular reporting of all transactions.
  • Technology checks require certified random number generators, detection of fraud, and secure payment systems.

The same fragmented reality applies to startups in other industries. An app in fintech could be permitted by the regulation in one nation and fail in another due to their more stringent anti-money laundering laws. A health-tech company could be in full compliance with HIPAA in the United States but hit a wall with GDPR in Europe. Diversity is not merely a nuisance; it is a liability. The failure of one of the requirements may imply fines, the loss of the license, or the impossibility of working.

What Startups Can Learn

Online casinos might be a niche, although the experience they have gained can be used on board. There are strategies that can be borrowed by startups in order to minimize the risk and maximize the possibility of approval.

Do Your Homework Thoroughly

Casinos never venture into a new market without exhaustive research on the legal front. They employ local attorneys and regulatory services and compliance officers who plan each requirement prior to executing the plan. Startups should do the same. Guesswork or making assumptions about cross-border similarity of the rules is an expensive mistake.

Integrate Compliance into the DNA

Compliance in online gambling is a day-to-day activity. KYC procedures verify the identity of customers, AML regulations control suspicious transactions, and regulators demand ongoing evidence of responsible practice. By baking compliance into operations, startups can avoid growth pains in the future. Recruit compliance talent early enough and not late, put in place a reporting structure, and ensure employees know that compliance is their job.

Multi-Jurisdictional Licensing

There are regions where a company is permitted to use a single license to serve many markets. Indicatively, a Malta Gaming Authority license can unlock a number of European markets. External startups need to seek alternatives, such as cross-border data certifications or regional financial licenses, which lessen the overlap of effort.

Let Technology Do the Heavy Lifting

Casinos rely on technology as a way of doing compliance on a mass scale. Bets are monitored automatically to mark suspicious patterns. Risks are detected early by data analytics before the regulators. Similar systems can be modified to fit startups- a software can be used to generate automated reporting, regulatory updates, or fraud detection. This minimizes the workload of small teams and enables scaling.

Establish New Relationships with Regulators

The lesson that is underestimated in casinos is the role of engagement. The process tends to be less difficult for operators who consider regulators as their partners, rather than as their opponents. Approvals can be made less painful in the presence of open communication, transparency, and cooperation. The same approach must be taken by the startups in new markets. Developing trust at the outset can yield returns in cases where rules are bound to change.

The Real Costs of Expansion

Regardless of the readiness of a company, there are heavy costs associated with the process of expanding into regulated markets. In some cases, casinos pay millions to license, hire legal teams, and conduct compliance checks. Startups might not incur those identical numbers; however, the same rule applies: legal costs, audits, and mechanisms of continuous monitoring have to be part of the budgets.

There are other costs too:

  • Capital requirements – Capital requirements are a common practice by many regulators who would like to see evidence that companies are able to withstand financial setbacks, and this may involve reserves or audited accounts.
  • Continuous change – The laws keep evolving. Companies should be prepared to change gears, upgrade infrastructure, or even modify products on short notice.
  • Niche staffing – Compliance is managed by generalists. Even when space is limited, startups require legal, auditing, and regulatory officers.

These realities can not be left aside. Firms that do not plan them end up burning their hands before they can even take them to foreign countries.

Technology as a Safety Net

There is one similarity, though, and that is that it is the technology that enables one to scale. Without compliance automation tools, casinos would not be able to run their operations in dozens of jurisdictions. The identity check systems, AI-based fraud detection, and real-time reporting dashboard will provide the regulators with confidence and minimize manual work.

This attitude can be embraced by startups. Be it data protection software through encryption, software that keeps you updated on the changing laws, or the use of AI to keep track of risk, early investment in technology pays off. It provides businesses with a means of staying in tune with regulations and still being creative.

Wrapping Up

Startups entering regulated markets face some of the toughest expansion challenges out there. The rules are different in every country, compliance demands are constant, and the penalties for mistakes are steep. Online casinos show that success is possible, but only with preparation, patience, and a willingness to put compliance at the center of the strategy.

For startups willing to follow those lessons, global growth isn’t out of reach. It just requires a mindset that balances ambition with responsibility, and a recognition that crossing borders means starting fresh, every time.

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Tomas Kauer - Moderator www.tomaskauer.com