-Written by: Christopher Dees Jr.
Peeking Into “Rich People Problems”
They say life smooths out once your bank account starts looking like a phone number with commas in it. But let’s be real… does it though? Here are 10 “Rich People Problems” I discovered while people-watching the upper tax bracket.
It’s tough out here for a donor. Which congressperson will give the best ROI? Should I go with the one who subtly nods at tax breaks during golf, or the one who calls me “sir” even though we’re the same age? Decisions, decisions.
Pro Tip: Follow the oil money, it always knows the way.
Is three facelifts too many? Should I match my jawline to my Lambo? Do cheekbones still trend in Q3? These are the questions that keep rich people up at night,inside their cryotherapy chambers.
Pro Tip: If your skin can no longer express emotion, it might be time to stop.
Do I eat a hot dog? Attend a ballgame? Post a TikTok pretending to pump gas? The real trick is to seem relatable without risking actual human interaction.
Pro Tip: Have your assistant stage a grocery run. Make sure the cart includes bread, poor people love bread.
It’s an art form. Exploit labor, avoid taxes, then sponsor a scholarship for $500 and get a press release in Forbes. Win-win!
Pro Tip: A segment on Fox News can really help push the “man of the people” narrative.
It’s not hypocrisy if your PR team says it isn’t. Just hug a flag on camera and all will be forgiven.
Pro Tip: Saying “I’ve found God again” works 97% of the time, especially in election years.
Cayman? Panama? Switzerland? Or do we go with crypto this year? Diversifying your financial shadows is exhausting.
Pro Tip: Don’t forget to donate just enough to a disaster relief fund to keep your name off leaked documents.
Because nothing screams insecurity like owning a $600 million boat you only use once a year, just to park next to your rival’s and feel superior for 17 minutes.
Pro Tip: Helicopter landing pads are out. Mini-submarines are in.
You want them to believe they climbed the ladder, even if you bought the ladder, the building, and the entire city block.
Pro Tip: Let them intern at your friend’s VC firm. Nothing says "bootstrap" like latte-fetching in a WeWork.
It’s a delicate balance: underpay them, overwork them, but give them an Amazon gift card for Christmas. Generosity!
Pro Tip: Let them take a selfie near your pool (not in it) for social media morale boosts.
Do I save the polar bears? Start a foundation for clean water? Fund a space telescope with my name on it?
Pro Tip: Always choose the cause that offers naming rights and a gala with celebrities.
It’s a tough world for the ultra-wealthy. So the next time you’re losing sleep over rent or juggling bills, take a moment to remember: somewhere out there, a billionaire is agonizing over whether the floors in his third vacation home should be tiled with marble from Tuscany or the Maldives.
Fuck it....everyone’s got their struggles.