March 5, 2026
The word over every door

Winston Churchill once said that if he had his way, he would write the word "insure" over...

Winston Churchill once said that if he had his way, he would write the word "insure" over every door of every cottage. He was convinced that for sacrifices that are conceivably small, families can be secured against catastrophes which otherwise would smash them forever.

Churchill spoke those words over a century ago. Yet, despite the massive evolution of the financial world since then, his observation remains incredibly relevant: insurance is still one of the most consistently overlooked components of a modern financial plan.

Industry studies globally continue to highlight a massive "protection gap." When we sit down to review a new client's finances, we often see beautifully constructed investment portfolios and ambitious retirement goals, paired with a safety net that is dangerously thin.

Why do so many intelligent people underfund their protection?

It comes down to human nature. We are biologically wired for optimism. We naturally prefer to visualize the sunny days—the dream holiday, the comfortable retirement, the growing business.

Planning for a catastrophe feels profoundly uncomfortable. Paying a monthly premium for something we desperately hope never to use feels like a burden. We would much rather channel that money towards an investment that provides a visible, growing return.

But this is where we must separate our emotions from our financial architecture.

We often discuss the importance of securing the "floor" of your wealth before trying to build the "ceiling."

Churchill understood the fundamental math of this risk. He referred to insurance as a "conceivably small" sacrifice. In the context of your overall wealth, the cost of insuring your life, your income, and your health is a fraction of what you stand to lose.

Without that protection, a sudden illness or tragic event does not just cause emotional devastation; it can shatter a family's financial trajectory. An unforeseen crisis forces you to drain your carefully built investment pots, interrupt your compounding, and sell off assets at the worst possible time just to survive.

True financial planning is not just about accumulating capital. It is about building a life that is robust enough to withstand the unexpected. Growing and protecting.

When you prioritize your cover, you are not betting that something bad will happen. You are simply buying certainty. You are guaranteeing that no matter what life throws at you, the people you love will be financially secure, and the future you have mapped out for them will remain intact.

Take a moment this week to look at the "doors" in your own financial life. Is your foundation as strong as your roof?

Liron Mazor

Greengrass Wealth Management is an authorised and licensed independent financial services provider with the Financial Services Board (FSP Number: 19308)
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