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Jason Oppenheim argues that the true enjoyment of success comes from the 'slow struggle' and 'grinding' process of building it. He believes this journey, shared with partners and employees, is more rewarding than the static state of being wealthy.
Many chase the fruits of success (money, status) but burn out because they don't enjoy the daily grind. True winners love the process itself, the 'dirt.' The desire for the outcome alone is a vulnerability that leads to giving up.
The feeling of progress is a more powerful driver of happiness than one's static position. Being on an upward trajectory, like becoming rich, is more exciting than being rich. This explains why a rising star can feel better than a stagnant superstar.
Success feels meaningless if experienced alone. Scott Galloway argues that building a business with a partner is more rewarding because celebrating wins together provides a crucial sense of shared accomplishment, making the entrepreneurial journey more fulfilling than solo success.
In a world that glorifies rapid growth, MongoDB's CRO Cedric Pech offers a counterintuitive insight: slow, hard-won success is more valuable because it builds character and resilience. Conversely, quick, easy success often leads to an inflated ego, which is fragile and ill-equipped to handle future adversity. The process matters more than the speed.
Vaynerchuk argues society's scorecard for success (money, followers, possessions) is flawed. He builds businesses for the joy of the process itself, not for material rewards. This intrinsic motivation—maximizing joy over money—is his true definition of winning and guides his prioritization of projects.
Humans derive more satisfaction from progress and growth than from a static state of being. The journey of building wealth—the striving, learning, and overcoming challenges, especially with a partner—is often more rewarding and memorable than the destination of simply possessing wealth.
Founders often believe success will bring ease and happiness, but building meaningful things is a constant, hard grind. The goal shouldn't be happiness, which is fleeting, but contentment—the deep satisfaction derived from tackling important problems. The hardness itself is a privilege to be embraced.
Using his sports fandom as a metaphor, Gary Vaynerchuk explains that the day after his favorite teams (Rangers, Yankees) won championships, he stopped following them as intensely. The real fun and engagement are in the losing, the striving, and the adversity of the journey—not the fleeting moment of success at the end.
It's easy to want the results of success (the 'life'), but you must genuinely enjoy the daily process (the 'lifestyle') to persevere. If you aren't willing to pay the price of the day-to-day grind, you won't stick with it long enough to achieve the outcome.
Major achievements often feel anticlimactic or even negative. True gratitude and positive emotion are sparked not by the peak moment, but by contrasting it with the memory of the difficult journey—revisiting the places and feelings associated with the struggle provides the real emotional payoff.