In the short and medium term, the Obamacare battle will be fought with anecdotes. Some people will claim to win, and some people will claim to lose because of it. I say "claim" not necessarily because of dishonesty, just that these things are complicated enough that it probably won't be entirely clear just what people are experiencing. I'm sure there will be some winners and losers. If you're a loser it sucks to be you, but it doesn't mean that it isn't an improvement for others or, hopefully, the majority of others currently without employer-provided insurance.