What keeps CEOs up at night while cultivating leadership and growing their business

Running a business is often romanticized as a journey of vision, strategy, and leadership. And while that’s partly true, there’s another side that rarely makes the glossy covers: the quiet 2 a.m. moments where decisions weigh heavier than any title. It’s not the day-to-day that keeps CEOs up at night, it’s the future.

Navigating a Complex Global and Regional Landscape

CEOs today must operate in a world that is anything but predictable. In regions like the Middle East, geopolitical instability, economic reforms, and fast-evolving regulatory frameworks demand constant vigilance, agility, and strategic foresight. A single crisis in a neighboring country can send shockwaves through markets. A regulatory shift can alter how risk is priced or how clients are served across borders. It’s a high-wire act, with little room for error.

Beyond regional challenges, global macroeconomic pressures continue to mount. Inflation, capital market volatility, and a rising tide of populism and protectionism are reshaping international trade and business norms. Even in traditionally conservative industries like insurance—built on predictability and risk modeling—the operating environment has become fundamentally uncertain.

The Unseen Risks: Cyber and Climate

Among the most pressing concerns across boardrooms today are the systemic and evolving risks of cybersecurity and climate change.

Cyber risk has transformed into a board-level crisis point. No longer confined to IT departments, it now affects operational continuity, regulatory compliance, and brand integrity. For firms handling sensitive client data—especially in insurance and financial services—the threat of a breach poses existential consequences. A single incident could compromise client trust, regulatory licenses, and hard-won reputations. The challenge lies not only in mitigating risk but in staying ahead of threats that evolve daily in scope and sophistication.

Equally urgent is the environmental transformation underway. Climate change is already redefining risk in ways that demand our attention today. Insurers are witnessing increased property damage claims, more frequent business interruptions, and growing uncertainty in modeling climate-exposed industries. The demand from clients has shifted from protection to a desire for actionable insights, —they expect their brokers and advisors to provide actionable guidance on how to remain resilient in a warmer, more volatile world.

The Weight of High-Stakes Decisions

Leadership at the executive level is defined not by routine choices but by navigating trade-offs where no perfect option exists. Invest in digital transformation or expand into a volatile market? Prioritize new hiring or maintain financial flexibility? The stakes here exceed operational concerns; they influence the very course of the organization, its workforce morale, and its relationship with stakeholders. In industries where outcomes are measured by profit and long-term trust, decision-making carries amplified consequences. The impact extends far beyond the balance sheet—it touches people, reputations, partnerships, and the very legacy of the institution.

Why the Team Matters More Than Ever

In this landscape of continuous disruption, the strength of a leadership team becomes a defining asset. Resilient organizations are rarely built by individual visionaries—they are the product of aligned teams, unified culture, and shared commitment.

Whether it’s client advisors navigating complex claims, compliance experts interpreting shifting regulations, or IT teams defending against cyber threats, modern enterprises rely on deeply interconnected human systems. The integrity, adaptability, and discipline of a company’s people have become its greatest competitive differentiators.

Across regional offices, a unified purpose grounded in shared values provides cohesion. In the most successful firms, the focus is relational, not transactional. Their role goes beyond selling products—they deliver clarity during crisis, guide clients through uncertainty, and stand beside them when risk becomes real. That level of service is impossible without a workforce that believes in the mission and is empowered to lead.

Looking Ahead: From Fear to Responsibility

It’s not fear, but responsibility, that causes CEOs to lose sleep at night. The responsibility to anticipate the next disruption before it hits. The responsibility to protect employees, serve clients, and future-proof the organization. The responsibility to lead decisively in an age that punishes hesitation.

But within that weight lies a sense of conviction. That with the right leadership culture, a disciplined mindset, and a willingness to adapt. Rather than just surviving disruption, organizations become the architects of what comes next.

Middle East Insurance Review November 2025 by Inscomms – Flipsnack

What keeps CEOs up at night while cultivating leadership and growing their business

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