I'd like to pose a couple of thoughts on the subject. You can gather all the money in the world and it may not matter. You'd have to spend 4-1 against the antis in order to overcome the media bias that gives them a platform for free. Even then, your money may literally be no good. You wouldn't be allowed to buy airtime for your message in most cases, and campaign contribution limits will be more closely scrutinized for our side than theirs. These are just facts of life.
Take Bloomberg for instance. He has an estimated net worth of 31 BILLION dollars. He could literally outspend our entire cause single handedly if he chose to. How do you counter a guy like that? Two ways, neither of which are easy to do at all.
The quickest way would be to catch him out in a scandal. Not a gun control scandal, a financial scandal. Do you think his entire fortune was amassed legally? I highly doubt it. What you'd need is an inside confidant that hated him. The reason wouldn't matter. Said someone would have to be willing to end their career in order to kill his financial empire.
The other would be coming up with a way to destroy his financial empire by eliminating a huge chunk of his net worth. That would require incredible resources, beyond even the entirety of the NRA. You'd need a 30 year plan to train, equip and deploy a financial counterinsurgency team into his network, to undermine his net worth.
Whether you destroyed his reputation or his capacity to generate money would be irrelevant, but those are the only ways to hurt the man. In every other respect, he's untouchable.
You have to bring personal ruination to the enemy in order to cow them. People who would undermine the constitutional republic and our BoR have become downright emboldened in the past 30 years. They loathe us, but they do not fear us. They deserve fear, not arrogance.