In my opinion, the two things Wilson did that had more long lasting and destructive effects on society to this day (rivaling Social Security) were the 16th and 17th Amendments. Progressive Income Tax, and Direct election of senators.
I would add "getting us into World War I", and locking up thousands of political prisoners. J.Edgar Hoover got his start with the Federal Government as a leg-breaker during this era. He helped round up those political prisoners I mentioned before.
“In my opinion, the two things Wilson did that had more long lasting and destructive effects on society to this day (rivaling Social Security) were the 16th and 17th Amendments. Progressive Income Tax, and Direct election of senators.”
Direct election of senators, in my opinion, being the most evil and far-reaching action. It took individual states right out of power.