“Thus, I believe it is a good strategy to start with small changes that have sufficient support to override any veto.”
Do you really think there will ever be enough Democrats on board to override an Obama veto?
I don’t.
Very few democrats will ever vote to override an Obama veto.
Most Democrats want to get re-elected next time. If the topic is chosen wisely, a veto could very well be overridden. It would only take 13 in the Senate, and about 60 in the house. That's not impossible, especially if Obama starts to demonstrate unstable behavior.