Really, your analysis is brilliant. It's the left's fault it doesn't control the media and doesn't get any coverage. It's the right's media savvyness that got it full throated support from Fox News and talk radio, not the fact they were paid mouthpieces for them. Yeah, what we can "learn" from the Koch brothers is that it helps to have billions of dollars. Not exactly earth shattering revelation there. And the Tea Party has an approval rating lower than Congress , so if your complaint was about alienating people it's an odd movement to pick as a model.
Media coverage has nothing to do with "doing something properly" and everything to do with manipulation. Fox News admitted that they used coverage of earlier, larger protests to make Tea Party events seem much larger than they were.
"And I don't remember Cubans overthrew Castros because of economic hardship and Gazans depleted their arms stockpile."
The boycott has been a giant weight on the economy of Cuba, which is why they went through the "special period" in the early 1990s. Just because US terrorism hasn't overthrown the regime doesn't mean it hasn't hurt the economy, induced emigration, and undercut support for the regime, particularly hitting Cuba on tourism, foreign direct investment, and currency transfers. Not to mention Cuba can do nothing to renegotiate its external debt.