Why the Extremely Rich Don't Embrace an Infinite Vacation

Our era is characterized by rapid advancements in technology and digitalization. One result is the emergence of digital nomads, individuals who work remotely, often while traveling. This mode of life is often perceived as an infinite vacation, which leads to the question: why don't extremely rich people pursue this lifestyle? Let's delve into the intricacies of why most extremely wealthy individuals find the concept of an "infinite vacation" unappealing.

From Travel Enthusiasts to Digital Nomads

While the digital nomad lifestyle is gaining popularity among various individuals, including those who are not necessarily extremely rich, there are nuances to consider. The key difference between travel enthusiasts and digital nomads is that for the latter, traveling is integrated into their work. This lifestyle is often called "slow travel," a term that emphasizes the quality and depth of experience over superficial exploration.

This slow travel approach stands in stark contrast to a conventional vacation, which is a temporary escape from daily routines. Slow travel is more about integrating travel into the fabric of life, thus creating a harmonious balance between work and leisure.

Rich People and Their Work Ethic

Contrary to popular belief, not all rich individuals are content with an infinite vacation. Many of those who have achieved wealth through their work are actually more inclined to remain active. The skills required to attain and maintain financial stability often involve a strong work ethic, competitive drive, and a mindset focused on continuous growth and achievement.

For most of the extremely wealthy, the idea of an infinite vacation would be both boring and incompatible with their intrinsic need for constant activity. Many retirees who have the luxury of spending their time not working often find themselves needing to engage in some form of productive activity. Soon after the initial honeymoon phase, they often seek out part-time jobs, hobbies, or volunteer work to fill their time. This is because the vast majority of humans struggle with doing nothing, especially those who have spent decades building a career.

An Analogy with Retirees

To better understand why the extremely wealthy might not embrace an infinite vacation, consider the analogy of retirees who no longer need to work for money. While the initial period of travel and adventure can be immensely enjoyable, after about six months to two years, many decide to return to some form of productive activity. This is because the absence of purpose and engaging work can lead to feelings of emptiness and dissatisfaction.

The Venn diagram of individuals who can enjoy an "infinite vacation" with those who have worked for decades and can now retire is quite small. Most people, and especially those who have built their wealth through years of hard work and dedication, cannot deal with doing nothing of substance for extended periods. Thus, the idea of an infinite vacation is rarely appealing to those who have defined their lives by their work.

The Appeal of Productivity

One of the reasons why an infinite vacation holds little appeal is the inherent need for productivity. Even if someone is paid to take an extended vacation, the novelty of doing nothing quickly wears off. For instance, a successful trial lawyer might find that after a few months of lounging on beaches and sailing yachts, they start to feel idle and unfulfilled.

Moreover, for individuals who have been extremely hardworking and competitive for decades, work is often more than just a means of income; it is a way of life and a source of identity. An "infinite vacation" is not a reward but a punishment for such individuals, as it strips them of the sense of purpose and accomplishment that they derive from their careers.

In my personal experience, while I am not a billionaire, I have a similar mindset. For instance, after a successful trial, I may indulge in a day or two of relaxation, but by the following day, I am usually ready to return to work. Even a brief vacation is only enjoyable if I am actively doing something. An extended break of weeks or months is simply not my kind of vacation.

Therefore, while the concept of an infinite vacation may appeal to some, for the majority of extremely wealthy individuals, a life filled with purpose, challenge, and productivity is far more appealing than endless leisure.

When planning for retirement, many individuals realize that the prospect of an infinite vacation is not as thrilling as they initially imagined. Hence, the idea of retiring young and leading an infinite vacation is not a widespread desire among those who have enjoyed the rewards of hard work.