18. Tiger Woods

Model: Gulfstream G550
Cost: $50 million*
Net Worth: $800 million*
No one knows golf quite like Tiger Woods, but he isn’t a stranger to Gulf, either. Woods has a very busy schedule, jetting off to different competitions across the world on a regular basis. To make sure he’s well-rested and on time, the pro sportsman invested in a $50 million Gulfstream G550. The incredibly quick jet means Tiger doesn’t have to worry about delays that could impact his money-making potential.

Luckily for him, his endorsement deals and wins over the past couple of decades mean that he’s got plenty of cash in the bank to support his lavish lifestyle. Considering his net worth of around $800 million, buying a plane worth $50 million doesn’t seem like that much of an extravagant purchase. However, we all know how quickly things can change when you’re a public figure so let’s hope Tiger manages to stay on top.