There are two approaches: stealth and blatant public defiance. They aren’t mutually exclusive.
Some groups should try stealth-agorism (and may be trying already). If you successfully practice stealth-agorism, you still benefit, even if you don’t defeat the State. Practicing agorism, your personal wealth is increased, even if enough people aren’t participating to threaten the State.
Someone should attempt blatant in-public agorism. You would need to be some sort of celebrity or have another way to capitalize on the publicity generated when the State violently cracks down on you. If you are committing truly benign activity (clothing, farming, etc.), then it becomes VERY hard to justify a violent crackdown. A violent crackdown might create sympathy for the agorists.
The mainstream media would doubtless say “look at those selfish/greedy agorists”, or not cover the story at all. However, there would be substantial discussion on the Internet.
Also, if the agorist was very intelligent, he might be able to successfully pursue a sui juris “jury nullification” defense and avoid conviction.
I’m leaning towards both possibilities. I might try stealth-agorism. I might try blatant-in-public-agorism. If I try blatant-in-public-agorism, I’m giving up my anonymity. If I had a profitable blogging/vlogging business, I might profit from the publicity generated by the inevitable trial.
It might be profitable to go to jail for 1-2 years, if your personal reputation substantially increased as a result.
Someone else mentioned balancing the risks of agorism. The true risk of stealth agorism is unknown, especially if you’re clever about it. A good advocate for blatant-in-public agorism could covert a lot of people to stealth-agorism.
I already discussed the possibility of tax resister insurance. If tax resisters pool their risk, and pool their State-avoidance tactics, it might be possible to profitably insure against an assault by the IRS. If fewer than 1%-2% are subjected to trial, the others could contribute to their defense. If you maximize the IRS’s collection costs, then they might pursue less tempting targets or their terrorism might not be profitable.