I don’t think any reasonable person would think I am claiming that every ‘tick’ makes things better along every possible axis for every possible person. It’s pretty obvious that judging whether America’s ‘ticks’ have been towards ‘a freer, more equal, and more equitable society’ means considering the state of society in aggregate.
On your particular example, there are lots of debates to be had about forms of taxation and which kinds are ‘fairer’ - but more importantly, and more overwhelmingly: eighteen percent of the population of America was literally owned by other people in 1790. They couldn’t ‘spend freely from the fruits of one's labor’ to any extent at all.
Your line of argumentation asserts that freedom has increased over time with allowances for any form of subjugation by the government short of enslavement. I don't doubt that you're making a good faith argument, but it doesn't engage with the real problem of abuse of power and disenfranchisement of the people because no matter how bad it gets for the average citizen it will never be as bad as chattel slavery. It's hard to argue in good faith on a nuanced issue with someone who has a one liner mic drop response to everything.