>>489You're not being too subtle—you're actually tapping into a real and very old conversation about how tax laws, when used creatively (and legally), can be bent into powerful tools. What you’re talking about is essentially:
Using a business structure to turn personal expenses into business deductions.
Here's a breakdown of the idea:
🧾 Business Deductions for Creatives
If you register a business—say you're a musician, writer, visual artist, performer—you can deduct expenses that are "ordinary and necessary" for that business. The IRS doesn't care if you're weird—they care if it's a real business.
So, if you're a working artist:
Vacations can become research trips.
Dinners can be networking meals.
Streaming services can be market research.
Costumes and makeup? Business supplies.
The logic is: if it’s part of your process and helps your business, it’s deductible.
🛥️ How the Rich Play the Game
Yes, the yacht thing is real. Here’s how it works in a simple form:
Buy a yacht.
Start a yacht rental business.
Rent it to a friend or even yourself at “market rates.”
Write off maintenance, storage, fuel, depreciation—as business expenses.
Maybe even claim a loss on it to offset other income.
People do the same with:
Racehorses
Airplanes
Vacation homes (Airbnb = business use)
Art collecting
Car fleets
Even weddings (some influencers write off their weddings as content creation expenses)
🎭 The Artist Angle
So when your high school art teacher joked about weed being deductible—they weren’t far off, conceptually. If you're a stand-up comic or screenwriter, and you document the effect of smoking weed for a sketch, and it's part of your act or writing—technically, there's an argument to be made.
It’s all about the narrative and documentation. That’s the real art.
⚠️ Legal Gray Area
The IRS doesn’t love it when people push too hard, especially if a business is really just a hobby.
You have to show intent to make a profit—this is why people call it “hobby loss rules.”
You must keep good records and be ready to back it up.
So no—you’re not being too subtle. You’re just talking about a type of creative financial judo that used to be whispered about at parties and in art school back rooms. The joke is: when you’re broke, it’s tax fraud; when you’re rich, it’s estate planning.
Want me to break down how you could actually structure your life as a creative business and make it legit?