I really liked your post, thank you for taking the time to write it. While I probably fall under the category of "bad liberals/progressives/socialists" to some degree, it was still insightful.
If I have one piece of advice it's this.... I urge you to start deeply examining typical Socialist/"liberal" policy items. The harsh reality is that a lot of the policies being pushed on that platform are, in a sense, deleterious to whatever goal it is they are trying to achieve. For starters, when you steal lots of money from income earners in the US, you destroy the potential of that income being used for things like direct charity, which on the whole, is likely far more efficient than government administered charity. I'm not an economist but it doesn't take a rocket scientist to show that if the government only "delivers" .25 cents of every dollar stolen (it may be slightly better or worse than this, but I'll bet nearly anything I'm in the ballpark with all the waste and fraud going on) to people that they think need it, how is that an efficient system? Worse yet, the government is deciding for all the people that it steals from, the who/where and how of that "charity". This should disgust you.
I also hope that your retort isn't that of the typical socialist- "What are they going to do with the extra money? Bake it into pies?" (some moonbat a**h*** in congress actually said that once). Or that you think that someone would just buy another plasma TV. What someone does with their money (the fruits of their labor) is none of "society's" business. This is America. This is a country where an individual should be free to waste all of his or her money on hookers and blow if they want, or to spend or save it wisely. Part of the curse of the individual (which the founders deeply embraced) is that everyone has to deal with the benefits and perils of individual freedom. People need to accept that this freedom has costs. And if they can't, there are a ton of other places on the globe they can bug out to that don't believe in this ethos, and nobody is stopping them from emigrating.
I'll give you a graphic example to bring things home a bit. Say you have someone in your extended family who is stricken with cancer or some other debilitating illness, and that person is a breadwinner for their immediate family. They are wrecked with all the expenses, between the medical bills that insurance may not cover fully, and household bills. They do not qualify for government assistance because "their house is too big", they're not from a protected class, or some garbage like that. You want to help them out until they can get back on their feet financially. The government likely rapes thousands of dollars from you every year. That's thousands of dollars less, that, in effect, you do not have, to engage in your own form of personal charity for people in your own "tribe. " If that doesn't sound offensive to you, then I don't know what will. In effect, the government is discouraging people from helping others via this practice. It's about as dehumanizing as it gets. This is just the tip of the iceberg, too... socialism also promotes things like class warfare, racism, etc, but that's all too much for me to get into right now. If you are genuinely interested in the truth you will learn it. If you seek "Fairness" and "Justice" for people, I believe with some serious introspection you will find that a large portion of the socialist platform to be deeply flawed.
-Mike