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Three aspects of the cyber ecosystem i was wrong about not too long ago

Ross Haleliuk delivers a rare, unvarnished admission that upends the standard playbook for cybersecurity startups: the industry's most cherished growth models are fundamentally broken. While conventional wisdom suggests a linear path from early adopters to the mass market, Haleliuk argues that security is defined by radical fragmentation, where a solution perfect for a tech giant is useless to a manufacturing plant. For busy operators and investors tired of generic trend reports, this piece offers a necessary correction to the 'crossing the chasm' narrative that has misled so many founders.

The Myth of the Linear Path

Haleliuk begins by dismantling the assumption that innovation flows naturally from the Bay Area to the rest of the world, or that startups must start small to eventually dominate. He notes that in cybersecurity, the adoption curve is inverted. "In security, Startups often first sell to the most sophisticated in terms of their security maturity enterprises... Then they reach out to enterprises in regulated industries," he writes. This forces new companies to tackle the hardest, most complex problems first, rather than the easiest.

Three aspects of the cyber ecosystem i was wrong about not too long ago

The author argues that this dynamic creates a ceiling for most startups, as they struggle to expand beyond the niche of highly mature, regulated entities. "For most startups, this is where their market ends since most other companies are neither highly mature when it comes to their security, nor highly regulated," Haleliuk explains. The implication is stark: the traditional 'innovator's dilemma' model, where startups disrupt incumbents by serving overlooked small segments, rarely works in security because the small segments have different, often simpler, needs that incumbents already satisfy well.

The only security problem I can think of that's truly universal is endpoint protection: no matter the size of the company, everyone uses similar laptops and desktops, and malware doesn't discriminate based on the business size.

This observation is crucial. It suggests that the vast majority of security challenges are not universal but deeply contextual. Haleliuk points out that a product designed for a Utah-based software startup will likely fail in an Ohio factory, not because the factory is less advanced, but because their operational realities are incompatible. "The startup worries about SOC 2, data loss, and developer productivity; the factory's top concern is keeping its machinery operational at all times," he notes. This reframes the problem from one of 'maturity' to one of 'fit,' challenging the industry's obsession with scaling up from a single use case.

The Trap of Generalized Trends

The commentary then shifts to the danger of extrapolating trends from a narrow slice of the market. Haleliuk warns that predictions about the future of security are often just reflections of the author's specific customer base. "A vendor selling to Fortune 100 banks will say 'we talked to 100 CISOs and everyone is multi-cloud because of M&A,' but if your market is 50-500 employee SaaS companies that never do acquisitions, that 'insight' is meaningless," he writes.

This critique of 'pattern-matching' is particularly sharp. Haleliuk argues that because technology moves faster than organizational change, broad predictions like "the future of GRC is GRC engineering" often miss the mark. He cites the slow adoption of Zero Trust and software supply chain security as evidence that process change is painful and slow, regardless of how urgent a technology sounds. "Technology can move quickly, but companies rarely adapt at the same pace, and so many predictions fail because they assume adoption will happen as fast as innovation," he observes.

Critics might argue that while context matters, certain macro-trends like cloud migration are indeed universal enough to warrant broad investment. However, Haleliuk's point holds weight: the implementation and priority of these trends vary so wildly that a one-size-fits-all strategy is doomed to fail. He emphasizes that security posture depends on leadership mindset and risk appetite, not just industry or headcount. "Saying 'everyone is doing X' often just means 'everyone I know is doing X,'" he bluntly states.

Betting on Unfair Advantages

In his final pivot, Haleliuk moves from market analysis to founder strategy. He rejects the idea that deep user interviews alone can uncover a winning product in a crowded field. "These days, when someone asks me: 'Is SIEM a good space to build in? What about third-party risk? Data backups?', my answer is usually the same: 'Go where you have a meaningful advantage,'" he writes. The argument is that in a market where every problem can be reinvented, the only sustainable edge comes from the founder's unique lived experience and intuition.

He acknowledges that while customer discovery is vital, it is not a substitute for deep domain expertise. "You can't 'user-interview' your way into a winning enterprise product," Haleliuk asserts. The competitive landscape is so fierce that advantages translate directly into speed of execution. "In security, there is no such thing [as a market where founders can learn slowly]: the moment one person has an idea, there are 10 companies trying to do the same," he warns.

The only great market is one where the founders have deep intuition and perspective.

This is a sobering reality check for aspiring entrepreneurs. It suggests that the 'blue ocean' strategy of finding an untouched market is largely a myth in cybersecurity. Instead, success lies in leveraging specific, hard-won insights to solve a problem better than anyone else. Haleliuk concludes that founders should bet on their own expertise rather than trying to predict the future. "What is much more rare is the ability to predict the future or to be smarter than everyone else, so I think it's better not to bet on that," he advises.

Bottom Line

Ross Haleliuk's most compelling argument is that the cybersecurity industry's obsession with scalable, universal solutions is a trap that ignores the radical diversity of real-world security needs. While his dismissal of broad trend-spotting is well-founded, it leaves founders with a daunting challenge: how to scale when the market demands hyper-specialization. The piece's greatest value lies in its insistence that deep, specific domain expertise is the only true moat in an increasingly crowded and competitive landscape.

Sources

Three aspects of the cyber ecosystem i was wrong about not too long ago

by Ross Haleliuk · Venture in Security · Read full article

Over the past several years, I’ve learned a lot about our industry. A ton was learned by doing (though many readers of my blog know me through writing, I have always been and continue to be a builder and an operator before anything else), and an equal amount was learned by getting exposed to and seeing how things evolve outside of my immediate area of influence. This blog has kind of documented the evolution of my perspectives, and I will be the first to say that on some topics, this evolution has been pretty dramatic, and that much of my thinking today is very different from what it was a few years ago. To put it bluntly, I was completely wrong about way too many things. In today’s blog, I am going to discuss several of these things.

Join me at CyberCEO Summit

The CyberCEO Summit, held Dec 10 in Austin, TX, is where cybersecurity founders, CEOs, and investors come together to learn, connect, and shape the future of our industry. Hear directly from me and your fellow security innovators on scaling, funding, and navigating today’s market and GTM challenges. Meet 1x1 with security industry analysts, investors, influencers, and experts. This event is your chance to network with peers, gain actionable insights & feedback, and build relationships that can accelerate your company’s growth. Don’t miss the conversations that could define your next move or your company’s next big opportunity. CyberCEO Summit culminates in a VIP Founder, CEO, and Investor Dinner.

Cyber innovation doesn’t generally start in the Bay Area and then spread to other companies..

Many people assume innovation in cybersecurity follows a familiar pattern: new ideas start in the most tech-forward companies in the Bay Area and, over time, spread to the rest of the industry. The idea here is that engineering-driven, early-adopter organizations are the proving ground for security solutions, and everyone else eventually matures and follows (this is essentially the crossing the chasm model adapted to cyber). Others in security believe in the opposite path of starting with SMBs, proving the concept, and then moving up-market. That’s basically the whole idea of the innovator’s dilemma, meaning that large incumbents overlook emerging segments, and innovative startups win those markets, which over time allows them to disrupt the legacy players at the top.

Both concepts sound great in theory, and a few years ago, I thought they made sense, ...