Opinions expressed by Entrepreneur contributors are their own.
Key Takeaways
- Systems, approvals, and market rules may feel restrictive, but understanding them early lets your startup move faster and avoid surprises.
- The smartest founders treat established players as gateways, not obstacles, building optionality and aligned partnerships to protect growth.
Many startups aren’t held back by weak ideas or small markets. They’re operating in systems that were never designed with new entrants in mind.
In regulated and infrastructure-heavy industries, incumbents control the rails — licenses, custody, payments, compliance and distribution. At first glance, that can seem restrictive. In reality, it’s simply the landscape. The successful startups recognize early on that to operate legally and scale, you need to understand how to work within — and around — those frameworks.
When I founded my first startup, a fintech company helping families build college savings for their children, this dynamic was clear from day one. We were making it easier for parents to open and manage tax-advantaged education savings accounts, even starting with small amounts. But to deliver that product, we needed to partner with large financial institutions that controlled the underlying infrastructure.
Those partnerships weren’t a limitation — they were an entry point. They provided access, credibility and a way into a highly regulated market. At the same time, they revealed an important reality: dependency on incumbents introduces a different kind of risk — one that most founders don’t fully anticipate at the outset.
As we gained traction, the environment shifted. Processes slowed, reviews expanded and timelines stretched. What initially felt like friction was often a signal — we were no longer just participating in the system, we were starting to matter within it.
That experience reshaped how I think about incumbents. They’re not just barriers; they’re part of the terrain. Founders who recognize this early can design smarter strategies, build more resilient companies, and carve their own path — even inside systems they don’t control.
How incumbents slow startups down
In regulated markets, incumbents don’t need to block a startup outright to create pressure. More often, progress slows as internal priorities, risk considerations and competing workflows need to align.
Some of that friction is intentional. Much of it is simply the reality of operating inside large, complex organizations. Either way, the effect on a startup — time, cost and momentum — is the same.
Here are three common patterns to recognize:
- Delay: Partnership discussions move forward, but decisions take longer than expected. Each step introduces additional stakeholders, reviews or dependencies. In many cases, this isn’t about avoidance — it’s about alignment across legal, compliance, product and operations teams. For a startup with limited runway, however, extended timelines still create real pressure.
- Increased compliance scrutiny: In industries like fintech, compliance is non-negotiable. As you grow, it’s natural for oversight to increase as well. In our case, documentation requests expanded even though we were licensed, audited, and operating within regulatory requirements. This wasn’t always about obstruction — it was often a reflection of internal risk management — but it still introduced constraints that required us to adapt.
- Operational friction in distribution: As we onboarded more young families as customers, back-end processes became more complex. Additional checks, manual reviews or capacity limitations slowed throughput. Again, this is often the result of systems designed for stability rather than speed — but for a growing startup, it can directly impact scalability.
The key for founders is not to assume intent, but to recognize patterns early. Progress in these environments depends on securing strong internal buy-in, aligning with key stakeholders and making sure that execution is a top priority with an institutional partner — not a side process.
Founders who do this well don’t just navigate friction more effectively — they reduce it. And over time, that becomes a meaningful competitive advantage.
The founder’s blind spot: Trusting the wrong partners
One mistake I made early on was underestimating how quickly partnership dynamics can change as a company scales.
At our fintech company, we assumed that participation in the same financial system meant aligned incentives. Our mission was to expand access to college savings for families who had historically been underserved. That mission mattered to us. It did not necessarily align with how incumbents managed margins, risk or operational complexity.
Today, I evaluate partners based on structure rather than intent. I look at whether incentives remain aligned as the company grows and whether the partner has a valid and reason and a high degree of motivation to support expansion. If a partner can easily replicate what you offer internally or benefit from slowing you down, the partnership carries risk.
The safest partnerships are defined clearly from the start, with rights, responsibilities and exit paths that hold up as the business scales.
How to protect yourself and structure partnerships for resilience
For founders entering incumbent-heavy markets, resilience is a requirement, not an option. The goal is not to avoid partnerships, but to structure them so the company can still thrive if conditions change.
Eliminate single points of failure
If a single partner controls distribution, compliance, data access and revenue, the risk is too concentrated — one pause can effectively stall your entire business. Strong companies avoid this by spreading dependencies across multiple providers and building optionality through backup vendors, alternative integrations or internal capabilities. That way, if a partnership becomes strained, the business can continue operating rather than being forced to react from a position of vulnerability.
Preserve optionality in contracts
Avoid exclusivity early. Partnership agreements should clearly define rights, responsibilities, termination clauses and timelines. You should be able to exit or replace a partner without shutting down core operations.
Align incentives beyond goodwill
A partner should benefit directly from your growth and should not be able to easily build around you. If their incentives change as you scale, assume the partnership will change as well. Structure agreements with that reality in mind.
Lock down legal and governance fundamentals
Founder-friendly governance matters more in hostile environments. Clear voting rights, protective provisions and escalation paths in major contracts reduce uncertainty when pressure increases. These decisions are difficult to change later, so they should be addressed early.
Treat compliance as a core capability
Compliance should be designed in-house rather than outsourced blindly. Written policies, documented controls, and audit readiness allow teams to respond quickly when scrutiny increases.
Planning for resistance before it appears
Working with incumbents is an inevitable part of building in many industries. The risk is not the partnership itself, but entering it without understanding how power and incentives evolve as your company grows.
Founders who plan for that reality early tend to make better decisions under pressure. They move faster when conditions change. They protect the parts of the business that matter most.
If you assume resistance will appear and build your company to absorb it, you give yourself time, leverage, and room to keep executing. That is often the difference between a startup that stalls and one that keeps moving forward.
Key Takeaways
- Systems, approvals, and market rules may feel restrictive, but understanding them early lets your startup move faster and avoid surprises.
- The smartest founders treat established players as gateways, not obstacles, building optionality and aligned partnerships to protect growth.
Many startups aren’t held back by weak ideas or small markets. They’re operating in systems that were never designed with new entrants in mind.
In regulated and infrastructure-heavy industries, incumbents control the rails — licenses, custody, payments, compliance and distribution. At first glance, that can seem restrictive. In reality, it’s simply the landscape. The successful startups recognize early on that to operate legally and scale, you need to understand how to work within — and around — those frameworks.
When I founded my first startup, a fintech company helping families build college savings for their children, this dynamic was clear from day one. We were making it easier for parents to open and manage tax-advantaged education savings accounts, even starting with small amounts. But to deliver that product, we needed to partner with large financial institutions that controlled the underlying infrastructure.
