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The Hidden Challenges of Scaling Startups in India

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Akanksha Sarma

May 12, 2025

Challenges of startup| Wework

Scaling a startup in India comes with unique hurdles—from legal and operational bottlenecks to the funding crunch. Learn why many promising Indian startups stall at the growth stage and how to avoid common pitfalls.

Introduction

India’s startup ecosystem has exploded in the last decade. Founders are shipping fast, investors are betting big, and users are more open than ever to trying something new. But here's the thing—growing a startup is one thing. Scaling it is a whole different ball game. The stats prove the point. By some estimates, Indian startups are estimated to be successful about 15% of the time— meaning that approximately 90% of startups do not survive beyond the initial few years. Oftentimes, what gets you from 0 to 1 often won’t take you from 1 to 100. That’s where things start to break. Let's talk about what really makes scaling startups in India so hard—and why many promising ideas stall at the growth stage.

Here are some common pitfalls that startups fall into early on in their journey.

Operational Hurdles

Once you hit product-market fit, the pressure to grow shifts into overdrive. You start hiring rapidly, adding functions and teams to capture demand—but without mature systems in place, scale can quickly turn into chaos. Processes get improvised instead of designed. Knowledge lives inside people’s heads or scattered across tools. Too many startups scale teams before they scale clarity. As a result the startup could see more bloated workflows, duplicated efforts, delayed execution. One of the biggest and most overlooked operational challenges for Indian startups starts right at the beginning: registering your company. Getting the right business structure, securing licenses, managing GST registration, and ensuring tax and labor law compliance—all these steps are fragmented, opaque, and often vary by state. A founder’s time should go into building and selling, but instead, many get bogged down in paperwork and procedural back-and-forth. What should be a 2-week process stretches into months, and missteps here can delay go-to-market timelines or create future liabilities.

Also Read: pre seed summit

This is why it's critical to think of operational hurdles ahead of time.

Key tip: Anticipate what might be an operational hurdle at the same time while you ideate on your problem statement. This could help iron out differences sooner than later.

Legal & Compliance Issues

Legal and compliance challenges are often invisible—until they aren't. Startups moving fast routinely trip over India’s dense legal landscape: tax complexity, evolving labor laws, and tight restrictions around foreign direct investment (FDI) are just the beginning. Founders are wired to move fast, iterate, and break things—but compliance doesn’t forgive speed. It demands precision.

What feels like red tape is often critical scaffolding. A missing clause in your shareholder agreement, an improperly granted ESOP, or a foreign investment that wasn’t structured right can derail entire funding rounds. Investors and acquirers go deep during due diligence. And that’s when old ghosts come back to haunt you—right when the stakes are highest.

Many early-stage startups treat legal and compliance like a one-time checkbox. But it’s a living layer of your business. As you grow, your exposure grows—across jurisdictions, employee classes, and investor profiles. Scaling safely means building systems to track obligations, flag risks early, and respond fast.

Ultimately, strong compliance isn’t about slowing down—it’s about ensuring you don’t have to slam the brakes later.

Key tip: Document Everything. Every agreement, every equity transfer, every board resolution—store it cleanly, in one place. Nothing spooks an investor more than missing or inconsistent paperwork.

Also Read: Seed Funding

Funding Bottlenecks

Even with your operations humming and your legal foundation in place, one major speed bump still stands in the way: capital.

Most startups don’t die because of lack of vision—they die because they run out of runway. And in India, that runway often gets shorter between seed and Series A. It’s what’s often called the Series A crunch, where getting early traction is doable, but raising the next round becomes exponentially harder.

Why? Because expectations change. Investors now want proof of scalable growth, unit economics that make sense, and a GTM engine that isn’t powered purely by burn. With macro conditions tightening, and capital getting more selective, we’re also living through a prolonged funding winter, where only the most capital-efficient stories get funded.

Also Read: Common mistake to avoid in startups

Startups that scale prematurely often find themselves stuck—too expensive for early-stage VCs, but too risky for growth-stage investors. Growth-stage investors want governance, clean cap tables, clarity on equity splits, and a clear path to profitability or market leadership. If that’s not lined up, the check doesn’t get signed.

Key tip: Don’t chase valuation—chase sustainability. Build with the assumption that capital might not come when you want it. Then if it does, it becomes a growth lever—not a lifeline. Side note: We did a quick infographic video on how you can navigate raising your first check. You can access that here.

The WeWork Labs Take

Scaling a startup in India isn’t just about more users, more funding, or more hires—it’s about building durable systems, staying legally sharp, and navigating complexity with intent. Growth without structure leads to chaos. Speed without compliance leads to risk. And funding without fundamentals leads to burnout. Try to think of your business as a slow walk on a treadmill–it’s important to make progress but not at the cost of exhausting your way there.

Startup challenges in india