It would be possible to set up a trust fund, corporate entity, or charitable organization to help Chris by gathering funds and paying his bills. It could be set up to take the bulk of funds donated by "fans" to be out of the reach of Chris and his impulsive spending habits. However, this would require work to set the exact mechanisms in place, and a not insignificant amount of work (and willingness to go along with this) on Chris's part. There is another alternative, however. I am not suggesting this as a course of action, merely stating it as a possibility.
Warning: The following is not legal advice, but simply my own thoughts based on what I've read of publicly available information. I am not a member of the Virginia bar, and am not licensed to practice in Virginia. All people in the Commonwealth of Virginia (or any other jurisdiction) should consult with a licensed attorney if they have any legal questions.
So I've been reading over the Virginia code (the law for the state of Virginia) that deals with appointing guardians for incapacitated people. This can be found at
Code of Virginia § 64.2-2000-2029. Under § 64.2-2002 (A), anyone may file a petition with the court to be appointed a guardian. You do not need to be related by blood or by law. You may have to post a bond (§ 64.2-2011).
§ 64.2-2000 makes a distinction between a conservator, meaning a person put in charge of the person's finances, and a guardian, who is put in charge of a person's general life. A person could petition the court to be placed in both of these roles.
Under § 64.2-2000, an incapacitated adult is "an adult who has been found by a court to be incapable of receiving and evaluating information effectively or responding to people, events, or environments to such an extent that the individual lacks the capacity to (i) meet the essential requirements for his health, care, safety, or therapeutic needs without the assistance or protection of a guardian or (ii) manage property or financial affairs or provide for his support or for the support of his legal dependents without the assistance or protection of a conservator."
Now, if you dragged me in front of a court in my jurisdiction and told me I had to argue that Chris was an incapacitated adult under this exact language, I would make the following arguments.
1. Chris suffers from a severe and currently not professionally diagnosed psychosis. He has a belief that cartoon characters are real and this belief has negatively impacted his personal and financial life. Remember, the idea guys were able to extort money out of him by pretending to harm a fictional character. Videos of him rambling on about the dimensional merge and how he thinks fictional characters are in the room with him should be shown to the court. His autism is not, as he may claim to the court "high functioning" (not a medical term, anyways). It resulted in a stunted development that left him with a mental state closer to that of a child in many respects. I could write a legal brief that's simply excerpts from insane things he's done from the CWCKI. Additionally, Chris is a compulsive liar, and will deny incontrovertible evidence that is not to his liking, only to deny his denial when the issue becomes too much.
2. Chris is not capable of making health decisions because he lacks a firm standing in reality. He sliced open his taint, not due to gender dysphoria, but due to a belief that a vagina was growing inside him and he needed to let it out. He had to basically be browbeaten into seeking actual medical attention. If he was not forced to see a doctor, he could have died from an infection.
3. Chris is incapable of providing for himself. The tugboat is not enough, on its own, to sustain the life of an adult. His prospects of being able to get and hold down a job are virtually non-existent. This is not only due to his antics being a matter of public record, but also his incapacity to perform basic menial tasks if they are not to his liking. His CADD certificate is worthless, and his only source of income is based on drawing Sonichu comics (which exist on shaky legal ground). He may qualify for other forms of government assistance, but he likely does not know that.
4. Chris has a poor understanding of money and attempts to educate him have proven fruitless. He is currently over $10,000 is debt, with no realistic prospects on ways to pay that off. When he receives money, he wastes it on frivolous children's toys. At some point, Chris may need to go into Chapter 7 (a bankruptcy attorney should be consulted, but Chris can't afford one).
5. Chris's housing situation is uncertain. He currently lives in a house that will likely become property of the bank upon his mother's death. Added points for argument if he's homeless at the time of the hearing, or going through an eviction and has no backup place to stay.
6. Chris has resisted all attempts of assistance by less obtrusive means. Many attempts have been made to minimize or rectify every single one of these issues. And every time, Chris has refused.
Those are just my thoughts on the matter. If there's any other people here who'd like to contribute to this thought, please feel free.