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The reason I think taxes are hard isn't because of messaging

The reason I think taxes are hard isn't because of messaging. I might be an idiot, but it's because of an experience I had years ago where I was trying to follow the rules and pay taxes on some contracting income. I screwed something up. I ended up corresponding with the IRS dozens of times. Somehow I had recorded some income that never happened. I think I spent more time writing letters than I spent on the contract project. To this day I'm scared of contacting.

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AC

Taxes aren’t hard but people have been encouraged to talk about it like it’s a colonoscopy by Roto-rooter. Someone can have all W-2 income and only take the standard deduction, but thanks to that messaging they’ll act like filing your own taxes is incredibly dangerous with a high chance of ruining you for life (I know someone whose parent worked for the IRS as an auditor and they noted that many people ended up neutral or even getting a refund because an audit for someone who wasn’t trying to cheat would usually find deductions that they hadn’t claimed). That’s not accidental: the rich have been funding anti-tax messaging since the introduction of the income tax, and it’s heavily promoted by the media voices they fund. The tax preparation industry is similarly biased since it’s with so profitable for the median voter to think that they need to pay hundreds of dollars every year to fill o…

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EV

> ...where I was trying to follow the rules and pay taxes on some contracting income... You're an exception and, yeah, it sucks. For somebody who has W-2 income, maybe a 1099-INT, and takes the standard deduction filing taxes is painless and simple. I've just accepted the $800 - $1,000 cost per year for preparation of my LLC K-1 and personal taxes as part of the cost of being an exception. It sucks, but I just roll it into my rates.

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AC

Yeah, I’m not saying that every situation is trivial but the figures I’ve seen have something like 80% of filers using W-2 income so it’s weird when people who don’t have complex property ownership or business arrangements talk like it’s incredibly complicated. Most of us could use Direct File to be just like most other countries in the world, but there’s a now-dominant lobby which tried to block that.

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