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Re:FTC sues Intuit for its deceptive TurboTax “free” filing ... by rurp on Tuesday March 29, 2022 @05:40PM (#30848728)
I've heard a slightly different version of that rational, which I think is more more plausible but cynical. Tax collection is deliberately painful to justify cutting IRS funding and passing tax cuts (mostly for the very wealthy). It doesn't really make a lot of sense rationally, but might be effective as a manipulation tactic.
Re:FTC sues Intuit for its deceptive TurboTax “free” filing ... by perardi on Tuesday March 29, 2022 @08:56PM (#30850325)
That is, in fact, Grover Norquist’s position.

https://www.propublica.org/article/how-the-maker-of-turbotax...

Re:FTC sues Intuit for its deceptive TurboTax “free” filing ... by twiddling on Tuesday March 29, 2022 @07:58PM (#30849893)
Well if you work from an assumption that taxation is theft and gov't is an existential threat to liberty then it makes sense why filing for taxes is terrible.
Re:FTC sues Intuit for its deceptive TurboTax “free” filing ... by imtringued on Wednesday March 30, 2022 @04:59AM (#30852868)
By that very same logic living in a community without paying for public infrastructure is theft as well which would turn a lot of land owners (frozen property taxes) into thieves.