There are stark differences between what a private individual can do for family and friends, and what a business owner can do when serving clientele from the general public. For example, it is not illegal to be a raging racist in one's personal life, but bringing that to your business relationships may have negative legal ramifications -- that is how it is.
Now, it is true that the difference be a private activity and a licensed public business is not 100% clear. But that is not the issue in this case here. The restaurant owner runs a licensed public business.
Establishing intent in a "beyond a reasonable doubt" argument is usually pretty problematic for the prosecution. Unfortunately for the defense, the prosecution can point to the alleged aid to a future fighter as demonstrating that defendant had a particular intent in one instance. If the jury were to believe this other charge, the defense that helping terrorist was an accidental effect of free speech is just not going to fly. Cutting a plea deal is the obvious choice.
I think that the gov't would have a lot of trouble nailing someone who simply offered advice on how to use cryptocurrencies, if that person otherwise kept their nose clean. Lots of activities that are usually legal or slide under the radar look different under the bright lights of a courtroom, when other credible charges are on the table.
You cannot accumulate assets under you name, because assets can be seized, which means you are destined to die poor once you are retired, unless you have family who will take care of you (or are competent/trusthworthy enough to hold your investments in their name).
You can hold a bank account, but you must keep the balance down where it the dollar figure is less than the hassle of the debt collector to file the paperwork to seize your account. So either you must be very exacting in your bank bookkeeping (it is easy to screw this up), or you give up on credit cards and checks entirely, and stick with cash.
Some of these things you can work around by having helpful unofficial arrangements with a roommate or spouse (e.g. how to get the phone or ISP bill paid).
It is an interesting question on how you are going to get paid, because wages can be garnished. But if you do nothing but contract work or irregularly earn commissions, it becomes very difficult for the debt collector to track down your sources of funds. "Hey, that contract is over. I do not know when I am going to get paid again."
Kudos for actually trying to think through the situation as it might appear in the minds of the students. One of the big advantages that upper middle class students have is that they have easy access to many, many living and breathing examples of why there is likely to be a good payoff to hitting the books. In a very poor neighborhood, a good job that you have seen around the neighborhood might literally be a janitorial job, running a register, mowing lawns for a landscaping contract outfit, or running a quasi legal sandwich cart. Beyond very minimal reading skills, what does school offer, from this point of view?
Is this gap rectifiable? Possibly. But education software does not address the heart of the problem.
Everyone on the US side new within hours (even as it was happening) exactly what had occurred.
The CIA disagrees, and the opinion of the CIA at the time is demonstrated by what they actually included in their summary talking points bulletin. That it was a well planned attack was a completely obvious hypothesis, one among numerous competing hypotheses, that was not substantiated by collaborating facts within the time frame you are talking about.